Caribbean Beachfront Villas

Caribbean Beachfront Villas


Can’t get enough of those beautiful Caribbean beaches but don’t want to drive your rental car there to enjoy it? Take a look at some of our favorite beachfront villa rentals below!  Whether you want to swim, sunbathe, walk, jog or snorkel, just walk out the door of your private beachfront villa. Don’t sacrifice privacy and solitude by settling on a beachfront hotel. By renting a private beachfront villa you can have your beach and enjoy it too!


There's really no island quite like Calivigny. This gem was purchased in 2000 by a couple who wanted to create a ... 20 BR rate available. Calivigny Island is located just south of Woburn Bay, Grenada

Grenada

Beachfront | Pool | AC

from Call for rates
The Pearls of Long Bay are the gems of Providenciales. Each home has a theater-style media room, two pools, tons ... Has specials. The Pearls of Long Bay Estate consist of Pearl East, Pearls West and Lidia House

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $22500/Nt
Necker Island is the place to go if you want the ultimate privacy, luxury, and pampering. You can rent out ... 15 BR rate available.
Has specials.
The Beach pool at Necker Island

Necker Island, BVI, British Virgin Islands

Beachfront | Pool | AC

from $77500/Nt
Over Yonder Cay is the pinnacle of luxury. It's a private island in the Bahamas with a full staff of ... 6 BR rate available. Over Yonder Cay is a spectacular exclusive private island south of Nassau in the Bahamas

Exuma and Cays, Bahamas

Beachfront | Pool | AC

from Call for rates
Seaclusion Estate combines two gorgeous properties into one luxurious villa rental. This Grace Bay Club estate sits on the island’... Seaclusion Villa and Seascape Villa combined comprise the Seaclusion Estate in Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $19000/Nt
Combining the words, "Luxurious" and "All-Inclusive" can almost sound paradoxical. But at Three Bees at Harbour Island, Bahamas these two ... 8 BR rate available. Three Bees at Harbour Island photo

Harbour Island, Bahamas

Beachfront | Pool | AC

from Call for rates
Located in the Exuma Islands, Musha Cay at Copperfield Bay has five luxurious homes you can choose from, from the 10,000... 6, 7, 8, 9, 10 & 11 BR rates available. Musha Cay at Copperfield Bay photo

Musha Cay, Bahamas

Beachfront | Pool | AC

from $42000/Nt
If you've always wanted to spend a week or two in a home with interiors designed by Donna Karan including ... Has specials. Private luxury at The Sanctuary at Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $36000/Nt
The Residence at COMO Parrot Cay is ideal for any travelers who expect first-rate service and luxury. You’ll be ... Has specials. The Residence at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $21500/Nt
2, 3, 4, 5, 6, 7 & 8 BR rates available. Enjoy relaxing by the pool and spectacular views of the Sir Francis Drake Channel beyond

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $5000/Nt
The Beach House is the biggest and most impressive accommodation on the island. If you want to vacation in style, ... The Beach House at Calivigny Island

Grenada

Beachfront | Pool | AC

from Call for rates
This beachfront estate combines two villas into one luxurious rental. The St. James Estate enjoys an oceanfront location on Paynes ... The St. James Estate is located on Paynes Bay Beach and is comprised of The One and The Villa

Barbados

Beachfront | Pool | AC

from $3655/Nt
If you want a lot of room to roam around in, water access, a full staff, and luxury accommodations, Indigo ... 5 & 8 BR rates available. Indigo Villa is located right on Little Harbor and has its on little piece of sandy beach

Anguilla

Beachfront | Pool | AC

from $6860/Nt
Surrounded on three sides by green, tropical foliage, Le Chateau des Palmiers is ideal for any luxury vacation. The villa ... 6 & 9 BR rates available.
Has specials.
Le Chateau des Palmiers is located along a beautiful stretch of Plum Bay Beach

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $5000/Nt
Cove Spring offers its guests every amenity they could possibly need or imagine. Guests can give their full attention to ... Has specials. Cove Spring photo

Barbados

Beachfront | Pool | AC

from $15000/Nt
Imagine having a bonfire on the beach after a long day of fun swimming, playing in the sand, tennis and ... Has specials. The luxurious resort like pool is just steps away from the ocean at Flor de Cabrera

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $2900/Nt
If you do things with an all or nothing attitude, you'll flip over Le Bleu Villa. It's hard to think ... Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Anguilla

Beachfront | Pool | AC

from $8600/Nt
The cove on which Crystal Springs Villa rests is like a clip out of a castaway movie. It is private ... 7 & 8 BR rates available.
Has specials.
Crystal Springs is a beautiful Estate located right on the beach

Barbados

Beachfront | Pool | AC

from $8150/Nt
I recommend Casa Sunshine for family vacations or big celebrations with friends. With 10 bedrooms and three levels of air-conditioned interiors, ... 4, 5, 6, 7, 8 & 9 BR rates available.
Has specials.
Casa Sunshine photo

Guana Bay (Dutch Side), St. Martin

Beachfront | Pool | AC

from $1143/Nt
This estate is perfect for family reunions or staff retreats. The sheer size of it all makes you feel like ... 5, 6 & 8 BR rates available. The Hawksbill Villa Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $7100/Nt
La Dolce Vita is super luxurious and spacious. There's seven different lounges inside the villa and tons around the property's ... La Dolce Vita sits beachfront on a beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $16000/Nt
Bella Vita has a great design for a big family vacation. There are two sets of connecting suites upstairs, an ... 7 BR rate available. Bella Vita is a contemporary villa located on the shores of Grace Bay

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $4700/Nt
This villa may be painted pink, but it has all the luxury and amenities you'd expect in a five-star Caribbean ... La Palmeraie is located on Harbour Island in the Bahamas

Harbour Island, Bahamas

Beachfront | Pool | AC

from $6380/Nt
If you’re looking for luxury, Nevaeh has it in abundance. Not only does it sit on a gorgeous, private ... 5, 6 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $6800/Nt
Located on picture-perfect Grace Bay Beach, Seaclusion epitomizes luxury island lifestyle. The design is ultra-modern, with sleek finishes, cutting-edge technology, ... Seaclusion photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $14000/Nt
Sand Dollar Estate is the best bet for a St. Thomas wedding, family reunion, or special occasion. With a full ... 6 BR rate available. Sand Dollar Estate photo

St. Thomas, USVI

Beachfront | Pool | AC

from $2607/Nt
"Cerulean" means "heaven," and this private resort attends to all the details of your stay to create your personal heaven. ... Has specials. The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
Sitting directly on Long Bay Beach, Casa Varnishkes is an opulent, gated estate perfect for families or larger group gatherings. ... 6 BR rate available. Luxurious private swimming pool at Casa Varnishkes

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $2218/Nt
Santosha sits right on Long Bay Beach and is perfect for beach weddings, anniversaries, and any special event. You can't ... 5, 6, 7 & 8 BR rates available.
Has specials.
Santosha is located along a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5000/Nt
“Nevaeh” is “heaven” backwards, and the villa's golf simulator, movie theater, media room, and gym are just a few of ... 5, 6 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5000/Nt
Coconut Walk was designed to maximize views and luxury. You can see the ocean from almost everywhere in the house, ... Has specials. Coconut Walk Villa at twilight

Grand Cayman, Cayman

Beachfront | Pool | AC

from $4450/Nt
This two-story home is ideal for families to share or for a few couples. The bedrooms are spread out over ... La Serena Villa features a private dock that brings you to a beautiful private sandy beach

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $3950/Nt
Villa Del Mare is the ideal oceanfront villa. It's near Rum Point, which is one of Grand Cayman's most elegant ... Has specials. Villa Del Mare is in an ideal oceanfront location near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2500/Nt
Silver Sands is modern, luxurious, fully staffed, and beachfront. The villa has its own stainless steel pool, and Thompson Cove ... 6 BR rate available. Silver Sands Villa is located along Thompson's Cove on the world famous Grace Bay

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $4200/Nt
Footprints Estate is the place to be for your next group getaway. With two villas and eight bedrooms total, there’... Footprints Estate is located on Alleynes Bay Beach

Barbados

Beachfront | Pool | AC

from $3500/Nt
Mango Bay is a large estate featuring seven bedrooms, a full on-site staff, and easy access to some of Barbados ... 6 & 7 BR rates available.
Has specials.
Mango Bay's patio sits right on the beach

Barbados

Beachfront | Pool | AC

from $5322/Nt
If you want to not only see the water from your villa but be able to step right into it, ... 2, 4, 6 & 7 BR rates available. Beach Court Villa is settled at the western end of Shoal Bay Beach

Anguilla

Beachfront | Pool | AC

from $1100/Nt
From the inviting front exterior to the contemporary furnishings, from the large pool to the quiet beach, Kaiku Villa is ... 7 BR rate available.
Has specials.
Kaiku is located on the Rum Point end of the island directly on Bio-luminescent Bay

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1850/Nt
If your standards are in the upper stratosphere, then the 14,000-square foot, 4-level African Sapphire at Altamer is for you. ... Has specials. African Sapphire Villa is just one of the -jewels- of the Villas at Altamer

Anguilla

Beachfront | Pool | AC

from Call for rates
If you want to hear the ocean from every room, then Sunrise Villa is the perfect setting for your next ... Sunrise Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $1600/Nt
Located on Flamands Beach, St. Bart's, Villa ELA is an ideal retreat for families with older children or large groups. ... 4 & 6 BR rates available. A private beachfront pool at Villa ELA

Flamands, St. Barts

Beachfront | Pool | AC

from $5429/Nt
The Beach House's high-class architecture and contemporary style is enough to make you want to stay forever, but that's not ... The Beach House features an amazing pool and outdoor area

Anguilla

Beachfront | Pool | AC

from $10714/Nt
Sentosa Villa is the perfect vacation rental if you want a luxurious getaway on Grace Bay Beach with resort amenities. ... Sentosa is located along a beautiful stretch of Grace Bay Beach

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $15000/Nt
You'll never lack entertainment here at Fischer's Reef. Have a cornhole tournament by the pool, read in the gazebo, or ... Has specials. Fischer's Reef Villa is located right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Pearl East will make you feel like royalty. I love this villa for large family reunions and get-togethers with all ... 5, 6 & 7 BR rates available.
Has specials.
Aerial view of Pearl East

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5500/Nt
Pearl West is incredible. This villa is right on Long Bay, which is one of the most private beaches on ... 5, 6 & 7 BR rates available.
Has specials.
Exterior Pearl West

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5500/Nt
Tucked behind the pristine sand dunes of Long Bay Beach, Triton Villa has set a new standard for luxury in ... Beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $7600/Nt
Our Cayman Cottage is pretty impressive. This villa was made for family reunions, with ample space for kids and adults ... Has specials. Our Cayman Cottage sits along a beautiful stretch of  beach on the north side of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1195/Nt
Varadero photo

Cap Cana, Dominican Republic

Beachfront | Pool | AC

from $5070/Nt
Evolution is going to revolutionize your next family vacation. Not only is there a specific children's bedroom, but there's also ... Evolution Vill offers it all - right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Tatenda is a great family villa because its far enough from cruise traffic and tourist spots to actually relax, but ... Tatenda Villa is a beautiful beach front home just along South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
This luxury villa is absolutely beautiful and has plenty of room for any group. The outdoor space is amazing, with ... The pool and beautiful beach at Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
Beach Enclave is unique not only because it sits on Long Bay, but also because it has a resort feel ... 6 BR rate available.
Has specials.
A boardwalk to the beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5900/Nt
Ocean Heights is the perfect choice for any family vacation. The villa has four levels of bedrooms and balconies, and ... 6 BR rate available.
Has specials.
Ocean Heights is situated on a cliff front along the Platinum Coast

Barbados

Beachfront | AC

from $1570/Nt
If you've been dreaming of a five-star luxury vacation, Royal Island is hard to beat. This private island retreat has ... Royal Island is located four miles from North Eleuthera, and 40 miles northeast of Nassau

Bahamas

Beachfront | Pool | AC

from $17400/Nt
Emily House is a great choice for multiple families on a Barbados vacation. The main house has four bedrooms spread ... 4 & 5 BR rates available.
Has specials.
Emily House Villa is located on the southernmost end of Barbados right on the ocean

Barbados

Beachfront | Pool | AC

from $685/Nt
Whether you're here to work or to play, you'll find something for everyone in your party at Sea Star. Kick ... 5 & 6 BR rates available. Sea Star Villa  is located on Cabrita Point

St. Thomas, USVI

Beachfront | Pool | AC

from $1399/Nt
Zenaida offers a great experience at an exceptional value. The beach is down a short, private path, and the villa ... 3, 4, 5 & 6 BR rates available. Zenaida Beach & Tennis Estate is located just above Sandy Hill Beach

Anguilla

Beachfront | Pool | AC

from $950/Nt
Private, secluded, and peaceful, La Koubba Villa will give you a lifetime of vacation memories. This 8000 sq.ft. fully air-conditioned ... 6 BR rate available. La Koubba Villa sits on the white sands of Sapodilla Bay

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1786/Nt
Offering king-size beds and an en-suite bathroom for each of the five bedrooms, La Plage is a villa conveniently located ... 4, 5 & 6 BR rates available. Luxurious Lorient Bay beachside pool deck at La Plage

Lorient, St. Barts

Beachfront | Pool | AC

from $4571/Nt
This is a fantastic property for large families or groups that are working within a budget. There is plenty of ... Has specials. Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1250/Nt
Villa Mora balances luxury, access, and spaciousness. With 8,000 square feet and beachfront access, everyone in your party will have plenty ... Has specials. Villa Mora is located beachfront in South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1650/Nt
Wake up to the soothing sounds of the ocean and fall asleep to the cooling trade winds. Huge arcs throughout ... 4 BR rate available. The entertainment patio and pool area at Conched Out Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1114/Nt
If you want your own private beachfront home with plenty of room for all 17 of your guests, Seascape is for ... Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Jolly Harbour's Palm Point Villa is THE retreat for wedding parties, family reunions, or any group of 16 who are ready ... 1, 2, 3, 4, 5 & 6 BR rates available.
Has specials.
Palm Point Villa is located right on Jolly Harbour

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1800/Nt
Mandalay Villa’s design, features, and amenities will make you feel like royalty the instant you arrive. This 5-bedroom beach ... Mandalay Villa photo

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from Call for rates
Has specials. Aerial views of Sirena Blue

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $5720/Nt
Grace Too is the ideal beachfront escape. With wraparound porches and room for 16, it was made for big families and ... The beachside pool at Grace Too - main beach house

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2821/Nt
This villa is literally right on the beach, with the most gorgeous view from the back patio. Kids can swim ... 3, 4 & 5 BR rates available. Loungers by the beachfront pool at Aqua Villa

Grand Cul de Sac, St. Barts

Beachfront | Pool | AC

from $5029/Nt
Bleu's pool runs the length of the house, and sits right on the beach. 6 bedrooms leaves room for every family ... 3, 4 & 5 BR rates available. The beachfront lap pool at Bleu Villa

Grand Cul de Sac, St. Barts

Beachfront | Pool | AC

from $5029/Nt
Wake Up is super modern, well-equipped, and gorgeously designed. There's tons of space to relax outside by the pool or ... Has specials. Wake Up Villa is located on the beautiful Flamands Beach

Flamands, St. Barts

Beachfront | Pool | AC

from $12143/Nt
This villa is totally serene. There's more than enough activities - pool and beach toys, kayaks, snorkeling, and a huge ... Casa Barana is located on Thompson Cove and has amazing ocean views

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1350/Nt
Impulse is honestly one of a kind. There's sculptures and statues throughout the space, waves of colored lights in the ... Expansive living area has endless views of the ocean

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3571/Nt
I love this villa because it's secluded, designed with tons of windows, and has private beach access. Willoughby Bay is ... 3, 4 & 5 BR rates available. The Estate at Daniel Bay #024, is situated in Willoughby Bay

English Harbour, Antigua

Beachfront | Pool | AC

from $1161/Nt
Oceanus is the perfect place to host your next family reunion, corporate retreat, or special event. This villa rental is ... Beachfront pool at Oceanus Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Seaclusion will make you feel like royalty. There's more chandeliers and ocean views that I can count, and the exterior ... 4 & 5 BR rates available.
Has specials.
Seaclusion is located just steps away from an amazing white sand beach

Barbados

Beachfront | Pool | AC

from $3750/Nt
These resort villas are perfect for any group that wants to vacation in style. The villas range from three to ... 4 & 5 BR rates available. The elegant Shore Club Villas feature private swimming pools

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
This beachfront villa is a great choice if you want to take your family to Turks and Caicos, and you ... Has specials. Beach Enclave Beach Front Villa Plus 1 Bedroom Cottage at Long Bay photo

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5800/Nt
Kempa Kai is luxurious, gorgeous, and unforgettable. Its modern design is both beautiful and practical, while the exterior is packed ... Kempa Kai villa is located on a nature preserve near Rum Point

Grand Cayman, Cayman

Beachfront | AC

from $3149/Nt
Dei Sogni is an totally gorgeous, luxurious choice for your next family vacation. The entire villa opens to the outdoors, ... Dei Sogni is located right on a very desirable stretch of Lorient Beach

Lorient, St. Barts

Beachfront | Pool | AC

from $8571/Nt
Vittoria is one of the most classically beautiful beachfront villas I've ever seen. I love the wrought iron gates, modern ... Has specials. Vittoria is located directly on Simpson Bay

Simpson Bay (Dutch side), St. Martin

Beachfront | Pool | AC

from $1143/Nt
Landmark House is a gorgeous beachfront property surrounded by gardens and pristine lawns. It’s living areas open to the ... 4 BR rate available.
Has specials.
Landmark House - Sandy Lane photo

Barbados

Beachfront | AC

from $1800/Nt
Landfall is 12,000 square feet of beachfront paradise. Spacious, open-style living and six air-conditioned bedrooms leaves plenty of room for the ... Has specials. Amazing beachfront property of Landfall Villa

Barbados

Beachfront | Pool | AC

from $4450/Nt
Calypso Blue feels like home as soon as you approach the circle drive. With 4 bedrooms and 3.5 bathrooms, a family or 2 ... Has specials. Enjoy endless views of the ocean from Calypso Blue Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $695/Nt
You will never want to leave the gazebo at Petite Plage 5. Set in the center of a wrap-around pool, it ... Has specials. Petite Plage 5 Villa photo

Grand Case (French side), St. Martin

Beachfront | Pool | AC

from $2829/Nt
Stargazer villa is the ultimate in luxury. This 14,000 sq. ft. beachfront villa leaves no amenity untouched. A billiards table, two ... The Stargazer property

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $2500/Nt
Turtle Breeze Villa is one of the most striking villas you will ever see. This beachfront villa features a freeform ... 5 BR rate available. Turtle Breeze is a beachfront getaway like no other on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1971/Nt
Long Bay Beach House is a beautiful vacation villa that's perfect for family reunions or a fun getaway for up ... 3 & 5 BR rates available.
Has specials.
Long Bay Beach House Villa is located on a beautiful stretch of beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1500/Nt
Vintage charm and private cabins make Nelson Gay House an ideal spot for a wedding or family reunion. The size ... 4 & 5 BR rates available.
Has specials.
From Nelson Gay House the view of the ocean within its tropical garden for privacy

Barbados

Beachfront | Pool | AC

from $2200/Nt
This six-bedroom property includes a main house and a guest house, along with tons of indoor and outdoor living spaces ... 4 BR rate available.
Has specials.
Belair is located directly on Mullins Bay Beach

Barbados

Beachfront | AC

from $995/Nt
Tamarind Villa is located in Providencials' best neighborhood, right on Grace Bay Beach. The views from both inside and outside ... Tamarind Villa with Grace Bay in the background

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1540/Nt
With lots of space indoors and out, a great beachfront location, and easy access to water sports and entertainment, Serenity ... Serenity House Villa is located directly on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1500/Nt
Royal Belize is an exclusive private island rental with seclusion, luxury, and full service. There are three villas and a ... 5 BR rate available.
Has specials.
Royal Belize Private Island

Belize

Beachfront | AC

from $6200/Nt
Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot ... The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2499/Nt
Finding the perfect mix of oceanfront and privacy for a larger family can be difficult at times, but Coconut Villa ... Has specials. Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Facing the impressive coast of the Caribbean Sea in Rum Point, Moon Kai Villa has six bedrooms that provide you ... Has specials. Moon Kai has a beachfront pool where you can lounge in the Caribbean sun

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
When you drive up to this grand villa, you feel as though you are at your own mini hotel. The ... Has specials. Far Tortuga Villa is on the north side of Grand Cayman, on the way to Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $700/Nt
There's no need to fight the crowds at a large beach resort when you can stay at Gardenia Villa and ... 4 BR rate available.
Has specials.
Tropical luxury surrounds the pool area and views of the ocean at Gardenia Villa

Barbados

Beachfront | Pool | AC

from $3120/Nt
Kishti Villa on Meads East is a spacious and extravagant beachfront property on one of the best beaches in the ... 4 BR rate available. Kishti Villa East on Meads Bay offers relaxing outdoor spaces

Anguilla

Beachfront | Pool | AC

from $4200/Nt
I love this villa's clean lines and all-white interior, and how quiet and private it is. Not only is C'est ... Has specials. C'est La Vie Villa is located on Plum Bay Beach

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $4714/Nt
Tranquility Cove lives up to its name. This beachfront villa sits mere feet from the South Sound, with plenty of ... Has specials. Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
If you want a modern villa that will leave you and your friends speechless, book Cascade. The pools here come ... 4 BR rate available. Cascade Villa is located right on Babalua Beach

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1714/Nt
Awa’s unique pool with a dark mosaic floor keeps the water extra cool and makes for a beautiful focal ... Amazing beachfront pool at Awa Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5400/Nt
Las Hamacas Villa is the perfect destination for a beachfront luxury vacation. It has an open-air, Balinese design with hammocks ... Has specials. Las Hamacas Villa photo

Cap Cana, Dominican Republic

Beachfront | AC

from $5870/Nt
The best thing about this villa is easily the location. It's right on South Sound Beach, which is calm and ... Has specials. Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1300/Nt
Point of View is a great villa rental for large groups of travelers who want to be near the beach ... Point of View Villa is located on a picturesque Caribbean beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
If you want a luxurious resort experience with zen-inducing Balinese design and nonstop ocean views, then you'll fall in love ... 3 BR rate available.
Has specials.
A private cabana sits beachfront at Love Pumpkin

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $11000/Nt
Tip of the Tail is so private, you'll feel like you have the island all to yourself. It has an ... Tip of the Tail Villa sits on the peninsula for which it is named

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Beach Enclave Ocean View Villas are stunning beachfront villas perfect for travelers who appreciate elegant design and want to spend ... 3 & 4 BR rates available.
Has specials.
The pool and view of the ocean from Beach Enclave Ocean View Villas

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $3100/Nt
I think Godings is simply breathtaking. The indoors and outdoors blend together beautifully, and I can't say enough about the ... Godings Beach House photo

Barbados

Beachfront | Pool | AC

from $5000/Nt
Crystal Waters, formerly known as Mudslide, is the perfect villa for your next family vacation. Every room is oversized, and ... Has specials. Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1000/Nt
The Beach House is right on the beach and has its own dock, so if you love the sea its ... The Beach House photo

St. Thomas, USVI

Beachfront | AC

from $1200/Nt
Coral Pavilion is chic and elegant, the perfect vacation rental if you want to feel like royalty. You’ll love ... The luxury pool at Coral Pavilion Villa sits just a few yard from the beautiful Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4950/Nt
White Cottage is a great vacation rental for anyone who loves the ocean and privacy. It's in a quiet region ... White Cottage is a great beachfront villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1219/Nt
Great Bluff Estate is perfect for groups who want privacy and space. It's fully gated, and sits on the quiet, ... Has specials. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Nirvana's bohemian design adds a homey touch to the five star amenities, and having your own private beach is the ... Nirvana photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1719/Nt
If you’ve been looking for an ultra secluded vacation rental with ocean views and gorgeous, tropical gardens, you found ... 2 & 4 BR rates available. Anam Cara Villa is perched perfectly above Little Bay offering beautiful ocean views

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $750/Nt
The Five Bedroom Beach Level residences are perfect for families or three couples to share. They're right on Grace Bay ... 4 BR rate available. The Grace Bay Club Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Casa de la Playa is perfect for two families who want to vacation on St. Martin's glamorous west coast. It ... Has specials. Enjoy amazing sunsets at Casa de la Playa Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $3286/Nt
Nirvana is ideal for couples who want to vacation on the beach in style. The pool isn't massive, but who ... 4 BR rate available.
Has specials.
Nirvana's pool deck and lounges

Barbados

Beachfront | Pool | AC

from $1500/Nt
Mirabelle is ideal if you want the beauty of Turks and Caicos without the crowds of Grace Bay. Sapodilla Bay ... Mirabelle sits on a beautiful stretch of Sapodilla Bay Beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1429/Nt
This luxury rental sits right on Paynes Bay and is the only unit in the complex to have a private ... 4 BR rate available.
Has specials.
The Villa at the St. James is located beachfront on Paynes Bay Beach

Barbados

Beachfront | Pool | AC

from $1775/Nt
This beachfront villa is ideal for anyone who wants the security of a resort and the spaciousness of a private ... 4 BR rate available.
Has specials.
The One at St. James is located on Paynes Bay Beach

Barbados

Beachfront | AC

from $1560/Nt
Zazen is an ultra-modern beachfront villa that doesn't sacrifice any privacy. It's on Cattlewash Beach, a little-known but gorgeous part ... Has specials. Zazen Villa on Cattlewash Beach

Barbados

Beachfront | Pool | AC

from $7500/Nt
Emerald Pavilion is the place to stay for a luxurious, beachfront vacation. This villa was designed by Paul Duesing Partners ... Has specials. Emerald Pavilion Villa is located on Emerald Point beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5500/Nt
Abita Kai is a great choice for a multi-generational family vacation. With three bedrooms spread across two levels of the ... Has specials. Abita Kai is located on a beautiful stretch of white sand beach in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1000/Nt
Vision Beach is a gorgeous, luxurious villa on Turks and Caicos’s most envied location: Grace Bay Beach. Not only ... Vision Beach Villa is located directly on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $6500/Nt
Seascape is the perfect place for five couples to experience the best part of Turks and Caicos. This chic five-bedroom ... Seascape Villa is located on a beautiful stretch of Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5000/Nt
Dunes 2 by Grace Bay Resorts is an easy, breezy way to relax in luxury in Turks and Caicos. This villa ... 3 BR rate available. Dunes 2 on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Residence 2 lets you enjoy the convenience of a resort community and the comforts of home, in one villa. The villa ... 4 BR rate available. The Residences are located directly on Grace Bay Beachfront and each have private infinity pools

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5100/Nt
The Residences is a beachfront, resort community within the exclusive Grace Bay Club. Residence 3 enjoys luxurious design inside and out, ... 4 BR rate available. Residence 3 photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5100/Nt
The Residences at Seafire 5 Bedroom is a beachfront resort villa with luxurious amenities, an ideal location, and modern interiors. Guests ... The Residences at Seafire are located directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Casa Bougainvillea is the ideal spot for guests who love water sports and beach combing. Situated right on the water's ... 2, 3 & 4 BR rates available. Casa Bougainvillea Villa has a beautiful private pool

St. Thomas, USVI

Beachfront | Pool | AC

from $853/Nt
Beachcomber Villa is situated right on Mahoe Beach, so you can slip down to the shoreline to pick up shells ... 2 & 4 BR rates available. Beachcomber Villa photo

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $929/Nt
Blue Lagoon has all the amenities needed for an amazing couples’ retreat. You can enjoy sunset cocktails on the pool ... Blue Lagoon Villa is located in the exclusive Garden Area

Barbados

Beachfront | Pool | AC

from $4350/Nt
Sandcastle sits right at the water's edge on Mahoe Beach. Its location makes it ideal for early morning walks in ... 2 & 4 BR rates available. The tropically landscaped pool sits just steps away from Mahoe Beach

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $957/Nt
This is a great place to combine work and play. There's every amenity you could want, from a fully equipped ... Luxurious resort style pool in a lush tropical setting at Sol y Sombra

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $2075/Nt
Casa Cervo is just steps away from the white sands of Baie Rouge with its secluded beaches, blue skies, and ... 3 & 4 BR rates available.
Has specials.
Casa Cervo is an idyllic beach front villa - located directly on Baie Rouge

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1281/Nt
If you want to be pampered, come to Sea Villa. In addition to its stunning common areas, you have access ... Has specials. Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

from $3300/Nt
At Long Bay Villas, you can expect to be relaxed and pampered. There's a full staff, water sports, four king ... Has specials. The luxurious Sand Villa at Long Bay

Anguilla

Beachfront | Pool | AC

from $3100/Nt
Moon Reach combines privacy, luxury, and convenience perfectly. Lush gardens and a wrought iron gate are all that stands between ... Has specials. The ocean is just steps away from the pool at Moon Reach

Barbados

Beachfront | Pool | AC

from $3200/Nt
This is a five bedroom home known by guests as the perfect find for those who want a private vacation ... Has specials. Aerial view of Two Rainbows

Grand Cayman, Cayman

Beachfront | Pool | AC

from $900/Nt
Heronetta has an enviable location between Sandy Lane Beach and Paynes Bay. On Sandy Lane, guests can enjoy exclusive access ... 4 BR rate available.
Has specials.
Heronetta Villa- Sandy Lane photo

Barbados

Beachfront | Pool | AC

from $1500/Nt
Because La Paloma Villa sits directly on the beach, you have access to unlimited snorkeling and kayaking. For evenings in, ... 3 & 4 BR rates available.
Has specials.
La Paloma Villa photo

Barbados

Beachfront | Pool | AC

from $675/Nt
The beach is just steps away from Alizee Villa. Not just any beach, but Taylor Bay! Taylor Bay is a ... 4 BR rate available. Alizee Villa is located just a short distance away from Taylor Bay Beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1143/Nt
If you love being outside, Shambhala is for you. With a 40' infinity-edge pool, quick beach access, sea kayaks, and ... Shambhala Villa is located on a beautiful stretch of Long bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1271/Nt
Great for a family, Indian Song Villa is in a private gated community, with beachfront access and plenty of space ... 2, 3 & 4 BR rates available. Beautiful infinity edge pool over looking Petit cul de sac

Petit Cul de Sac, St. Barts

Beachfront | Pool | AC

from $2429/Nt
Peace Bay House is perfect for several families or a group with its ample square footage and many amenities to ... Has specials. Lounge poolside on the beach at Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1495/Nt
The Beach House is truly a property with something for everyone. You might want to try some rock climbing on ... Lounge and enjoy views of the Caribbean from the deck at The Beach House

St. Thomas, USVI

Beachfront | AC

from $650/Nt
At Sandalo, you'll love being a short walk away from Gibbs Beach and having it almost all to yourself! The ... Has specials. The private pool at Sandalo is immersed in tropical beauty

Barbados

Beachfront | Pool | AC

from $3950/Nt
If you like modern architecture, you'll love Antilles Pearl at Altamer. You can ride the elevator from floors 1-3, and ... Has specials. Antilles Pearl Villa is located on Shoal Bay Beach at the Altamer Villas

Anguilla

Beachfront | Pool | AC

from $3214/Nt
If you are looking for a completely stunning location for your family getaway, Coral House might just be it. With ... Has specials. Coral House sits on a beautiful stretch of the world famous Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4310/Nt
Located on a private cove with a sandy beach, Arushi Villa is one of Anguilla's premier villas. With over 5,300 square ... 1, 2, 3 & 4 BR rates available. Arushi Villa is located on the western end of Rendezvous Bay

Anguilla

Beachfront | Pool | AC

from $2800/Nt
Vida de Mar is the perfect Caribbean rental for a family with older children or friends traveling together. This beachfront ... 2 & 3 BR rates available.
Has specials.
Vida de Mar sits just above Devers Bay

Devers Bay, St. John

Beachfront | Pool | AC

from $786/Nt
Paprika Villa offers stately elegance on the Turks and Caicos beachfront. With five spacious bedrooms, a dining room for ten, ... Villa Paprika is located on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1400/Nt
Turtle Beach Villa fits the bill for a Caribbean getaway: private pool, beautiful beach, ocean views, and easy water sport ... Aerial views of the Turtle Beach property

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $971/Nt
Beach Escape is an excellent choice for friends traveling together because it has separate entrances. There's a path leading right ... 2, 3 & 4 BR rates available. Amazing pool and patio area at Beach Escape Villa

Anguilla

Beachfront | Pool | AC

from $920/Nt
Featuring 9,000-square-feet of living space, five spacious bedrooms, and over 600 feet of the sugary sands of Grace Bay beach, Amazing ... The pool area at Amazing Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4950/Nt
Casa Grande is totally relaxing. Its super open, has great views, and is steps from a private part of Grace ... Casa Grande is located directly on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2557/Nt
Casa Coram Deo has a great location and design for families or large groups traveling to St. John. With 5 bedrooms, ... Casa Coram Deo is located in the Great Cruz Bay Estate

Great Cruz Bay, St. John

Beachfront | Pool | AC

from $1629/Nt
At Castaway villa, you’ll find distinctive features few other holiday rentals can offer, including handmade furniture, four beachfront master ... 2 BR rate available. Castaway Villa is located beachfront on Thompson Cove

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1000/Nt
Clear aquamarine water packed with beautiful marine animals. A secluded beach with calm water just waiting for you. It is ... Has specials. Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $825/Nt
Cayman Sands is a great family vacation villa for peace and quiet. There are two children's bedrooms, two master bedrooms, ... Has specials. Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
What is there not to love about Kai Conut Villa. This ocean front property is open and airy with five ... Has specials. The pool at Kai Conut is just steps away from the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
This is the perfect location to bring the family together. The house is spacious and inviting. There are five bedrooms ... Has specials. The pool and this cabana are located right on the beach at Reef Romance Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $825/Nt
Expect a grand and luxurious vacation when you come to Still Fathoms. This is an exquisite and unique five bedroom ... 4 BR rate available.
Has specials.
Still Fathoms is a super stylish villa just steps away from the beach

Barbados

Beachfront | Pool | AC

from $1900/Nt
Blue Water Villa is an impressive gated property perfect for your next family vacation. As you drive through the gates, ... Has specials. Blue Water is located on Rum Point with a beautiful stretch of beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $900/Nt
Villa Isla is not only exquisite, it feels like heaven on earth. Large palm trees line the entrance, and the ... Amazing beachfront infinity edged pool on Long Bay Beach at Villa Isla

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1557/Nt
Island View Beach House offers beach living at its best. This villa is built directly on the white sands of ... Lounge by the beachside pool at Island View Beach House

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1429/Nt
Turtle Tail is for any large group that wants it all. The activities you can do are limitless inside and ... Turtle Tail Estate is located on the southern tip of Turtle Tail

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $10000/Nt
When I think of Firefly Villa, two words come to mind: grand and spacious. The decor is so chic, it ... 4 BR rate available.
Has specials.
View from Old Trees#6 Firefly

Barbados

Beachfront | Pool | AC

from $1500/Nt
If you want an oceanfront property that is as deluxe as it is spacious, then Kishti Villa on Meads Bay ... 4 BR rate available. Relax in the pool and hot tub during your stay at Kishti Villa West

Anguilla

Beachfront | Pool | AC

from $4200/Nt
Looking for a remote home experience with all of the services and perks of a first-class resort? The Residences on ... 4 BR rate available. The Residences are located directly on Grace Bay Beachfront and each have private infinity pools

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5100/Nt
This villa manages to be luxurious and family friendly at the same time. Four bedrooms plus a bungalow make the ... BOM Villa is located on the beach in St. Jean Bay

Saint Jean, St. Barts

Beachfront | Pool | AC

from $7913/Nt
This villa has great sunset views and a spacious deck to enjoy it from. I like this villa for family ... 4 BR rate available.
Has specials.
Caribbean Blue Villa photo

Pelican Key (Dutch side), St. Martin

Beachfront | Pool | AC

from $743/Nt
This villa has a great open floor plan and sits on picturesque Cayman Kai. The high ceilings, minimal design, and ... Has specials. Ocean Kai sits directly on the beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $925/Nt
The sights both inside and out are unbelievable here. Take in the waters of Long Bay Beach from anywhere in ... Aguaribay Villa is located on a beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1350/Nt
This beachfront villa in Rum Point has tons of outdoor activities, from volleyball to snorkeling to swimming. For air-conditioned activities, ... Has specials. Sea Grape Villa sits just on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Amoraflora is secluded and private, because it's on the quieter side of Cayman. This villa would be great for two ... Has specials. Aerial view of Amoraflora Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Villa Corales 18 photo

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $4550/Nt
This two-story villa has great sunsets over the water, and is near popular Rum Point. There’s floor to ceiling ... Has specials. The Caribbean view from the balcony at Cos Kai Villa

Grand Cayman, Cayman

Beachfront | AC

from $950/Nt
The Dunes 1 is perfect for any traveler who wants five-star resort amenities on picturesque Grace Bay. Stroll along the beach ... 3 BR rate available. The interior pool and dining palapa at the Dunes 1 Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
This villa's outdoor area is fit for royalty. Chaise lounges, sun beds, and dining spots abound, so your guests will ... Has specials. The beautiful Footprints Villa

Barbados

Beachfront | Pool | AC

from $3000/Nt
Sandy Beaches is one of the most economical rentals for a large group, especially when you consider just how close ... 3 BR rate available. Aerial Views of Sandy Beaches

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $829/Nt
This resort villa is in a low traffic neighborhood just five minutes from the airport and Grace Bay, and has ... 3 & 4 BR rates available.
Has specials.
Beach Enclave Beachfront Villas offer amazing ocean views

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $3800/Nt
Sunset Close is very modern, beautifully decorated, extremely comfortable and well-stocked. The Silly Creek area is known for its peace ... Perfect patio to enjoy waterfront views at Sunset Close Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $700/Nt
Frangipani Villa is luxurious through and through. I love the marble countertops and sleek decor, and every feature makes you ... Located on a stretch of white sand beach Frangipani Villa enjoys all of the  resort amenities

Anguilla

Beachfront | Pool | AC

from $3500/Nt
Solaire Premier is a resort villa with a quiet, tranquil location on Lochrum Bay. This elegant, modern villa is ideal ... 2 BR rate available.
Has specials.
Soalire Villas are located on Pelican Bay with a beautiful stretch of sandy beach

Anguilla

Beachfront | Pool | AC

from $900/Nt
If you want to keep a large group entertained, Jolly Harbour 31 is easy. Not only is it on the beach, ... Infinity edge pool looking out over the harbour at Jolly Harrbour #31

English Harbour, Antigua

Beachfront | Pool | AC

from $1908/Nt
Milestone is a stunning villa that manages to strike the perfect balance between convenience and privacy. It sits on the ... A luxurious pool just steps away from the beach at Milestone Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2425/Nt
Sailrock Resort is great for those who want complete privacy on their vacation. South Caicos is almost totally undeveloped, but ... The four bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3850/Nt
Villa Antigua - Jolly Harbour #008 is a great choice for travelers who want to experience island living at its fullest. ... Jolly Harbour#oo8 has a beautiful location right on the beach

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1200/Nt
Even though this villa has four bedrooms, it seems super-sized! Every room is massive, spacious, and airy. This beachfront property ... Has specials. Sand Dollar Villa has a beautiful pool and entertainment patio

Barbados

Beachfront | Pool | AC

from $1800/Nt
Stepping Stone has unreal ocean views and a perfect, private stretch of beach. It's pretty secluded, on a quiet end ... Stepping Stone Villa is located along a beautiful beach at the East End of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1719/Nt
Olympus is a modern, beachfront villa with full air-conditioning and an enviable location near Rum Point Beach. Rum Point is ... Has specials. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
Hilltime is perfect for any family or couples who want to relax by the sea with minimal fuss. This villa ... Has specials. An aerial view of Hilltime Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $595/Nt
Sandy Bottom is super modern, sleek, and chic. I love the panoramic ocean views, easy access to the beach, and ... Enjoy endless ocean views at Sandy Bottom Villa

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $2000/Nt
The Penthouse Suite in the Villas at Grace Bay Club is perfect for travelers who want to be as close ... Grace Bay Club Resort pool

Grace Bay, Turks and Caicos

Beachfront | AC

from $5330/Nt
This four-bedroom beachfront resort villa is absolutely gorgeous. It's on Long Bay, which is the quieter, windier sister to Grace ... Has specials. Beach Enclave Beach Front Villas on Long Bay

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5400/Nt
Imagine certainly fits my ideal vacation rental. It's right on the beach, still has privacy, and has modern interiors. There's ... Has specials. Imagine photo

Barbados

Beachfront | Pool | AC

from $850/Nt
Mirador is a great villa for a family or four couples who want to be as close to the beach ... Has specials. Mirador is located in Fitts Village - right on the beach

Barbados

Beachfront | Pool | AC

from $1500/Nt
Sand Castle is the perfect choice for a beach vacation. It's open-air design brings the sea, sand and sun right ... Sand Castle Villa is located directly on Lorient Bay Beach

Lorient, St. Barts

Beachfront | AC

from $1429/Nt
The Reef is a gorgeously modern villa for anyone who loves the beach, design, and privacy. It's near Holetown and ... Has specials. The Reef Villa is located on Batts Rock Bay

Barbados

Beachfront | AC

from $990/Nt
Bahia Mar is ideal for a family or four couples who want to vacation on Taylor Bay. The beach is ... Bahia Mar Villa on Taylor Bay

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

from $929/Nt
The Four Bedroom Beachfront Collection at Sugar Beach is the place to go for a luxury experience. Each villa provides ... The Beachfront Luxury Collection is located on the white sands of Sugar Beach in St. Lucia

Soufriere, St. Lucia

Beachfront | Pool | AC

from $5985/Nt
Bristol Bliss is the perfect villa for a quiet vacation with your favorite couples. It's on Turtle Tail, which is ... The pool at Bristol Bliss sits beachside overlooking the azure waters so famous in Turks and Caicos

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $2000/Nt
The four bedroom residence at Seafire Resort is a great choice for a large family. Two queen suites, the master, ... The Residences at Seafire are located directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $2000/Nt
Jolly Harbour #049 is the place to be for an easy, breezy beachfront experience. The villa sits on its own white ... Jolly Harbour #049 sits on the beach with ocean views

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1590/Nt
Vacationing will be as much fun for your kids as it is for you at Sand Castle Villa. It has ... 3 BR rate available.
Has specials.
Pool with view of ocean

Anguilla

Beachfront | Pool | AC

from $1600/Nt
Turks and Caicos is well known for its beautiful beaches, and Five Turtles Villa gives you direct access to one ... Five Turtles Villa is just steps away from Taylor Bay Beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1214/Nt
Villa On The Beach is a family-friendly villa that can easily accommodate three couples. There are four bedrooms, three of ... 2 BR rate available. Villa on the Beach is located beachfront on Mahoe Bay

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $886/Nt
Beach Dreams is great for beach lovers and snorkelers. The beach is a few steps away from the pool, with ... 2 BR rate available. Wonderful beach just steps away from the pool at Beach Dreams Villa

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $886/Nt
Situated right on the sandy beach, Thespina is one of Barbados' most unique private villas. The home itself is very ... 2 & 3 BR rates available. Thespina Villa is located in Holetown right on the beach nestled in tropical foliage

Barbados

Beachfront | AC

from $600/Nt
If you are looking for a place to vacation, either with your family or a couple of friends, Sea Fans ... 2 BR rate available. Just steps away from Mahoe Beach - Sea Fans is a beautiful villa

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $886/Nt
Located right on the French side of St. Martin, Blue Beach Villa is a great beachfront home with tons of ... 2 & 3 BR rates available.
Has specials.
Lounge by the pool with amazing ocean views

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $929/Nt
Quiet and peaceful, Azure Wish villa sits right at the water's edge making this a perfect getaway for couples that ... Azure Wish Villa is located on the western shore of Nail Bay

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $1071/Nt
Bonavista Villa is located in a gated community, and is just steps away from Gibbs Beach. It has a cook, ... 3 BR rate available.
Has specials.
Tropical surroundings greet you at the pool at Bonavista Villa

Barbados

Beachfront | Pool | AC

from $1375/Nt
Privacy and safety are key at New Mansion located on the exclusive West Coast at Paynes Bay. This beachfront villa ... Has specials. The pool at New Mansion is surrounded by tropical greenery and is just steps away from the ocean

Barbados

Beachfront | Pool | AC

from $1220/Nt
At Leamington Pavilion, the only thing you have to plan your day around is your own desires. Let the staff ... Has specials. Manicured landscaping and the large pool

Barbados

Beachfront | AC

from $1995/Nt
Fosters House is a gorgeous beachfront property directly on Mullins Beach. It offers 4 bedrooms, all with air-conditioning and their own ... Has specials. Fosters House Villa is located right on Mullins Bay Beach

Barbados

Beachfront | Pool | AC

from $1300/Nt
Seascape Villa is a cozy beachfront retreat with ocean views, a picturesque canopy of trees, and entertainment only minutes away. ... 3 BR rate available.
Has specials.
Seascape Villa - from the beach

Barbados

Beachfront | AC

from $600/Nt
The modern villa of Ecume des Jours is just 15 minutes from the airport, but it is situated in a very ... 2 & 3 BR rates available.
Has specials.
Ecume des Jours photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $829/Nt
Built in 2009, Ocean Villa is a 4-bedroom, 3.5-bathroom accommodation located within the Wyndham Rio Mar Beach Resort, making this great ... View to the ocean and pool from the 4 bedroom ocean villa!

Northeast Coast, Puerto Rico

Beachfront | AC

from $536/Nt
With four bedrooms, spacious living areas, and an open floor plan that combines indoor and outdoor living, High Trees Villa ... Has specials. Take a dip in the pool at High Trees Villa

Barbados

Beachfront | Pool | AC

from $1180/Nt
If you love design, you'll go crazy for Claridge villa. The magazine-worthy living area is all-white with exposed beams and ... 2 & 3 BR rates available. Lounge poolside and enjoy amazing ocean views from Claridge Villa

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $1429/Nt
One of my favorite things about Dawn Beach Villa is how close it is to all the amenities of Turtle ... 3 BR rate available. Dawn Beach Villa has a beautiful pool and a hot tub

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1214/Nt
Once you stay at West Bay Club, you'll be planning your return before you even leave. You'll love sitting on ... Has specials. The West Bay Club by night

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2020/Nt
Located in the peaceful Turtle Tail area, Sandy Shore has direct beach access, a private onsite swimming pool, a kayak, ... Sandy Shore Villa is located on the beach of the beautiful Taylor Bay

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $1071/Nt
Etoile de Mer Villa offers high vaulted ceilings and tile floors throughout that keep the house cool even on the ... 2 & 3 BR rates available.
Has specials.
Etoile De Mer Villa has amazing views of the Caribbean from the covered patio

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $714/Nt
This secluded villa is great for guests who want to relax with a good book or adventure on the water. ... 2 & 3 BR rates available. Bright Idea has great views of Chalk Sound

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

from $800/Nt
The Villa K is located in Anse des Cayes and, in addition to four bedrooms and four bathrooms, features a ... 2 BR rate available. The luxurious pool and deck at Villa k and the path leading to the beach at Anse de Cayes

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $2143/Nt
If you love to cook, a great kitchen can make a huge difference. At Mangrove Villa at Indigo Reef, there's ... Mangrove - is located in the Villas at Indigo Reef on West End Bay

Anguilla

Beachfront | Pool | AC

from $900/Nt
With a private pool, onsite restaurants and activities, and a beachfront location, you and your family will never want to ... The vibrant colors at Turtle Villa provide for a fun atmosphere right on the beach

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1843/Nt
Reef Beach House truly is a tropical haven. Located right on Grace Bay Beach, this villa offers four air-conditioned bedrooms ... 2 BR rate available. Reef Beach House is located near Smith Reef along Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $471/Nt
Vacationing on the beachfront is something many people only dream about. Now there are more options than ever when it ... 1, 2 & 3 BR rates available. Rolling Surf Villa photo

Grenada

Beachfront | Pool | AC

from $800/Nt
Caprice Villa has everything you need to enjoy a carefree vacation in Barbados. Spend your mornings playing golf or tennis, ... Has specials. Caprice Villa sits in it's stately location on the Gold Coast Beachfront

Barbados

Beachfront | Pool | AC

from $2700/Nt
This villa has some of the most beautiful ocean views on the island. It's a few steps from the water, ... Has specials. Hemingway House is tucked in a cove between Gibbs Beach and Mullins Beach

Barbados

Beachfront | Pool | AC

from $2310/Nt
Reeds House #1 is a luxurious, four-story condominium with direct access to trendy Reeds Bay. A cook will prepare two meals ... Has specials. The Penthouse hot tub at Reeds House #1 has beautiful ocen views

Barbados

Beachfront | AC

from $745/Nt
Located in St. Peter along the clear waters of Gibbs Beach, it's easy to enjoy this two-story beachfront villa! With ... Has specials. Westhaven is located just steps away from the beach on Gibbs Bay

Barbados

Beachfront | AC

from $2225/Nt
With golf, tennis, and water sports nearby, you'll never be bored at West We Go. Swimming and snorkeling are a ... 3 BR rate available.
Has specials.
West We Go photo

Barbados

Beachfront | AC

from $650/Nt
Clearwater Villa is ideal for outdoor enthusiasts. Guests can enjoy their own piece of Gibbs Beach from this beachfront villa ... Has specials. Relax by the ocean

Barbados

Beachfront | AC

from $560/Nt
Westshore Beach House is ideal for two couples or families who are traveling together. Both levels have two bedrooms, seating ... Westshore Beach House is located right on the beach between Alleyne's Bay and Reeds Bay

Barbados

Beachfront | Pool | AC

from $950/Nt
Watching the sun set over Dever's Bay is a daily must-see at Sunset Beach Villa. With a coral stone beach ... 1, 2 & 3 BR rates available.
Has specials.
Views over Devers Bay from Sunset Beach Villa

Devers Bay, St. John

Beachfront | Pool | AC

from $557/Nt
Avalon Villa, located right on the world-famous Grace Bay Beach, is where fun meets relaxation. This lush, tropical island getaway ... Beautiful resort-like pool and landscaping at Avalon Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2000/Nt
Sprawling Sandstone villa offers a front row seat to over twelve miles of beach, a private swimming pool, a gazebo, ... From the patio at Sandstone you have endless Caribbean views

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1229/Nt
Situated at the water's edge on the south end of Anguilla, Anani Villa takes advantage of its location to offer ... 3 BR rate available. Lounge by the pool at Anani and enjoy views of the Caribbean and the mountains of St. Maarten beyond

Anguilla

Beachfront | Pool | AC

from $1455/Nt
Situated at the water's edge on the south end of Anguilla, Odyssey villa takes advantage of its location to offer ... 3 BR rate available. Odyssey is located along Anguilla's south shore

Anguilla

Beachfront | Pool | AC

from $1850/Nt
This villa has great kayak and snorkel access, and is close to some great restaurants. On the island, there's horseback ... Amazing Caribbean views at Roi Soleil

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $1421/Nt
Sitting beachfront, Aquazure offers all of the necessities for an ideal Caribbean experience. It has a clean modern look and ... Beachfront Villa Aquazure is located in Leeward along a beautiful stretch of white sandy beach

Leeward, Turks and Caicos

Beachfront | Pool | AC

from $1257/Nt
Designed to help you relax whether you are indoors or outdoors, the four-bedroom Bord De Mer Villa has a large ... 1, 2 & 3 BR rates available. Private pool at Bord de Mer Villa

Saint Jean, St. Barts

Beachfront | Pool | AC

from $943/Nt
Right on the coastline, the Bora Bora Lower Villa provides easy access to the water sports and beaches that make ... 2 BR rate available.
Has specials.
Dining

Barbados

Beachfront | AC

from $350/Nt
Looking out over the waters of Paynes Bay Beach, the Bora Bora Upper Villa is the complete mix of privacy ... 2 BR rate available.
Has specials.
Bora Bora Upper Villa photo

Barbados

Beachfront | AC

from $335/Nt
Kai Vista is a colorful oceanfront villa that encompasses all that an idyllic, tropical getaway destination should. After long evening ... Has specials. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Reef Tides Villa gives off a tropical vibe and has a large terrace where everyone will want to spend all ... Reef Tides Villa has beautiful views over Grace Bay

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1350/Nt
Located off the white sands of Malcolm beach, the Amanyara Resort is great for the nature-focused traveler who wants to ... Amanyara Beach Villa photo

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from Call for rates
Walking through the front door of this luxury four bedroom beachfront estate, all you'll see is the turquoise of the ... Has specials. Turtle Nest Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1357/Nt
This villa is great for a family. Most of the bedrooms are upstairs, and there's terraces on both levels so ... Saving Grace Villa photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2300/Nt
Right on Grace Bay, Sunsara Villa will have you living in the lap of luxury. Everything about this place is ... 3 BR rate available. Sunsara Villa is located on the northern end of Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2025/Nt
In Harmony is a charming beachfront villa that would be perfect for your next family vacation. It has a private ... An aerial view of in Harmony Villa located directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
If you love the ocean, you'll love vacationing at Serenity Now. The villa is a minute from Seven Mile Beach, ... Serenity Now Villa is located in the West Bay area and is steps away from Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
The Old Trees #301 Penthouse is one of a kind. High ceilings, contemporary decor, and a panoramic ocean view on the ... Has specials. Pld Trees#301 Penthouse is a luxuriously appointed property located just steps from Paynes Bay Beach

Barbados

Beachfront | Pool | AC

from $2800/Nt
Tarasand villa is a great choice for anyone who wants to be near Rum Point and have easy access to ... Has specials. The beach set up in front of Tarasand Villa

Grand Cayman, Cayman

Beachfront | AC

from $950/Nt
Picture Perfect has a great location for travelers who want to be near Seven Mile Beach and George Town. Snorkeling ... Has specials. Picture Perfect Villa has many options for a fun holiday

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Smugglers Cove is great for beach lovers, since it sits right on Paynes Bay. Suite #5 is so spacious and beautifully ... Has specials. Smugglers Cove #5 photo

Barbados

Beachfront | AC

from $1495/Nt
This house is great for two families to share. There are two king suites that each have exterior access, and ... Has specials. The white sandy beach in front of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Gypsy is perfect for a family who wants a beachfront vacation rental with spacious rooms, a private bay, and easy ... Has specials. Gypsy Villa has a beautiful beach front private pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $725/Nt
Smugglers Cove is an excellent choice for beach lovers. You'll have direct access to Paynes Bay, and are just a ... Has specials. Sandy Lane Beach just steps outside of Smugglers Cove

Barbados

Beachfront | AC

from $1400/Nt
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian ... Has specials. Penthouse at The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $1425/Nt
Reeds House #12 fits a lot of luxury into a cozy penthouse suite. There's two levels of outdoor living, one with ... 2 BR rate available.
Has specials.
From the hot tub at Reeds House 12 Penthouse

Barbados

Beachfront | AC

from $695/Nt
The Coral Cove villas are stylish and spacious, and #4 is no exception. I really love the private beach entrance and ... Has specials. View of Paynes Bay Beach from Coral Cove 4

Barbados

Beachfront | AC

from $550/Nt
This property is great for a family vacation or couples' getaway. Two of the three bedrooms can be made up ... 2 BR rate available.
Has specials.
Sapphire Beach - beautiful beachfront resort

Barbados

Beachfront | AC

from $335/Nt
Just For Fun has amenities for any traveler and is well-designed for families and friends alike. The bioluminescent bay, tennis ... Has specials. Amazing waterfront pool at Just for fun Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $395/Nt
This villa has an amazing private beach that's perfectly set up for parties and al fresco feasts. The bedrooms are ... Has specials. The private pool at Kai Zen is tucked away to the side of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $575/Nt
Every villa at COMO Parrot Cay is gorgeous, but Point House is particularly charming. I love how the living area ... Has specials. Point House at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $9500/Nt
Sailrock has all the best parts of a resort vacation: activities, excursions, fine dining, and a spa, all without the ... The three bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3395/Nt
Emerald Beach is a charming community of villas. The freshwater pool is well-sized and easy to share, and the ocean ... Has specials. The lawn area facing the ocean at Emerald Beach #6

Barbados

Beachfront | AC

from $700/Nt
Lone Palm gives guests an up close and personal view of the ocean. In fact, the sea is a few ... Has specials. Lone Palm Villa is located on a beautiful white sand beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $475/Nt
Babylon Reef feels like a classic beach house, with every amenity you could ask for. It's oceanfront, with a great ... Has specials. The private pool at Babylon Reef has a man made -beach- surrounding it

Grand Cayman, Cayman

Beachfront | Pool | AC

from $425/Nt
Smugglers Cove is great for beach lovers, because the guests have direct access to Paynes Bay. The villa is spacious ... Has specials. Paynes Bay Beach is just below the balcony at Smugglers Cove #4

Barbados

Beachfront | AC

from $995/Nt
This villa has a great location right by the beach, and if you're lucky you can see turtles just beyond ... Has specials. Sapphire Beach #317 is located in the beautiful Sapphire Beach Complex

Barbados

Beachfront | AC

from $440/Nt
Casa Luna 17 is great for families who want a bit of privacy at a great price. Kids can stay on ... Has specials. There is an amazing beach cove at Casa Luan Villas

Grand Cayman, Cayman

Beachfront | AC

from $770/Nt
This vacation rental is perfect if you want to be in the middle of the action on Grace Bay. It ... The Estate at Grace Bay Club

Grace Bay, Turks and Caicos

Beachfront | AC

from $3700/Nt
If you love Grace Bay and Smith's Reef, you'll love Sandpebble. Its right by the sea, near Turks and Caicos' ... Aerial view of the Sandpebble property

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $786/Nt
Infinite Horizon is a gorgeous family vacation villa. It has WiFi, SONOS, a media room, a pool, and the beach ... Has specials. Infinite Horizon Villa is located on the beach just minutes from Seven Mile Beach Corridor

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
Seashells is a great choice for a beachfront family vacation. It's steps away from the sea, has three-stories of space, ... Has specials. Seashells Villa is set on a beautiful stretch of beach

Barbados

Beachfront | Pool | AC

from $495/Nt
Sandcastle Beach House is an action-packed choice for your next family vacation, anniversary, or celebration. With kayaks, paddle boards, bikes, ... Has specials. The Sandcastle Beach House is located on a beautiful beach in Limestone Bay

Anguilla

Beachfront | Pool | AC

from $1250/Nt
Smugglers Cove is a great resort community to stay in for a low-key, totally relaxing vacation. It's fully staffed, right ... Has specials. Smugglers Cove #2 is located on the lower level of the complex

Barbados

Beachfront | AC

from $900/Nt
Smugglers Cove #3 is ideal for a family vacation or a couples getaway if you want a relaxing beachfront villa with ... Has specials. Enjoy amazing ocean views from Smugglers Cove #3's beautiful balcony patio

Barbados

Beachfront | AC

from $900/Nt
Blue Horizon is a lovely choice for families with teens, three couples, or a group of friends. It's steps from ... Blue Horizon Villa pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $450/Nt
Sandy Cove #301 has the best of both worlds: a convenient location and resort amenities. This three-bedroom villa is part of ... Has specials. Sandy Cove Resort

Barbados

Beachfront | AC

from $850/Nt
This resort villa is the perfect choice if you want a convenient, blissful family vacation on Seven Mile Beach. You ... The Residences at Seafire are located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $1500/Nt
This three-bedroom resort villa has everything you need for an easy family vacation. Everything has been thought of for you, ... Seafire Resort

Grand Cayman, Cayman

Beachfront | AC

from $1500/Nt
Viceroy Sugar Beach's Three Bedroom Villa Residence is the ideal rental for a luxurious beachfront experience. The beach is steps ... The Viceroy 3 Bedroom Villa Residences are set in the foothills of the Pitons and the Caribbean Sea

Soufriere, St. Lucia

Beachfront | Pool | AC

from $3915/Nt
Sandy Cove #204 has something for couples and families alike. Whether you’re traveling with your best friends, siblings, or children, ... Sandy Cove #204 is located in the resort complex on Paynes Bay

Barbados

Beachfront | Pool | AC

from $950/Nt
Has specials. Les Jalousies is located in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

from $795/Nt
With its contemporary West Indian design, Baie Longue Beach House provides a much-needed relaxing getaway for couples, friends, or families ... 1 & 2 BR rates available.
Has specials.
Baie Longue Beach House Villa overlooks the beautiful Beach and Bay

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $771/Nt
Solandra is one of a small community of villas sitting amidst a garden next to the Caribbean Sea. The foliage ... Has specials. Emerald Beach #1 - Solandra photo

Barbados

Beachfront | Pool | AC

from $650/Nt
Located within a seven villa complex, Allamanda gives guests a sense of privacy, while offering the security of having others ... Has specials. Emerald Beach #2 - Allamanda photo

Barbados

Beachfront | Pool | AC

from $700/Nt
Ixoria is the ideal place to get away. With a staff that includes a cook, a maid, and a laundress, ... Has specials. Emerald Beach common pool

Barbados

Beachfront | Pool | AC

from $700/Nt
Plumbago is one of six three-bedroom villas situated directly on Gibbs Beach, offering ocean views and plenty of activities. With ... Has specials. Emerald Beach 4 - Plumbago is a gem set in the beautiful Community

Barbados

Beachfront | Pool | AC

from $700/Nt
Located within a seven villa complex, Aspicia gives guests a sense of privacy, while offering the security of having others ... Has specials. Emerald Beach #5 - Aspicia photo

Barbados

Beachfront | Pool | AC

from $750/Nt
Glitter Bay 304 is the largest suite in the Glitter Bay resort complex. Three bedrooms are spread across two levels of ... Has specials. Balcony living area at Golden Sunset

Barbados

Beachfront | AC

from $750/Nt
Hibiscus is one of eight villas within the Merlin Bay complex. There are three bedrooms, each with their own ensuite ... Has specials. Hibiscus has a private plunge pool as well as access to the Merlin Bay common pool

Barbados

Beachfront | Pool | AC

from $485/Nt
Located near historic Speightstown, the community of Schooner Bay is within walking distance to numerous restaurants, stores, and island entertainment. ... 1 & 2 BR rates available.
Has specials.
Schooner Bay #205 photo

Barbados

Beachfront | Pool | AC

from $400/Nt
Carnival Beach House is perfect for three couples to share. Two of the bedrooms have their own kitchenette, bathroom, living ... 1 & 2 BR rates available. Perched above Klein Bay Carnival Beach House has amazing ocen views

Klein Bay, St. John

Beachfront | Pool | AC

from $425/Nt
Peaceful and relaxing, Casa Bella Villa offers a luxury vacation destination right on the beachfront of the Orchid Bay Estates. ... Casa Bella Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $800/Nt
Every detail at Lucky House is designed to maximize the views. Whether you're enjoying a cocktail by the beach fire ... Has specials. Private pool at Lucky House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Visiting Dhyani House gives you two vacations in one. When you want privacy and views all to yourself, you can ... Has specials. Spectacular beachfront pool at Dhyani House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
At Rocky Point, you have the opportunity for privacy and excitement, as well as spectacular ocean views. This three-bedroom villa ... Has specials. The pool at Rocky Point villa!

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Location is everything at Sunset 104. Paynes Bay is a great snorkeling spot where you can swim with turtles, and it's ... Has specials. Amazing ocean views and a plune pool on the terrace are the key features of Sunset 104 at Old Trees

Barbados

Beachfront | Pool | AC

from $950/Nt
Eden by the Sea is exactly what the name implies - a garden paradise resting at the water's edge. In ... Has specials. Eden on the Sea at Merlin Bay photo

Barbados

Beachfront | AC

from $550/Nt
Everything that's needed for a relaxing, simple vacation is located at the Casuarinas at Old Trees. There is full air-conditioning ... Has specials. The Casuarinas At Old Trees #9 photo

Barbados

Beachfront | Pool | AC

from $850/Nt
Caprice at Old Trees Bay is in a modern beachfront community situated within steps of Paynes Bay. Spend your days ... Has specials. Caprice at Old Trees Bay photo

Barbados

Beachfront | Pool | AC

from $850/Nt
At Le Moulin, you have instant access to St. Jean's beach, onsite tennis, an infinity-edge pool, and air-conditioned bedrooms. This ... 1 & 2 BR rates available. The landmark -Windmill- at Le Moulin Villa

Saint Jean, St. Barts

Beachfront | Pool | AC

from $1714/Nt
A visitor favorite, guests rave that "this villa offered us everything and more of exactly what we love about St. ... 2 BR rate available.
Has specials.
Amazing beach and ocean views from Mumbai Villa

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $714/Nt
Furnished in contemporary Italian style, Sandy Cove #201 perfectly combines both comfort and luxury. This fully air-conditioned 3-bedroom, 3.5-bath condominium is ... Has specials. Sandy Cove Resort

Barbados

Beachfront | Pool | AC

from $950/Nt
Kailypso Villa is located in gorgeous Cayman Kai. Step out the back door onto the screened patio, or walk a ... Kailypso Villa photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $450/Nt
If you like to travel in style, then COMO Parrot Cay's Island Beach Villas will make your vacation dreams come ... Has specials. Island Beach Villas at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6490/Nt
COMO Villa is perfect if you want ocean views and lots of privacy. With a staff that’s delighted to ... Has specials. COMO Villa at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $5490/Nt
Old Trees Bay #7 has space for families or couples to gather for meals, games, or just plain old conversation, but ... Has specials. Old Trees Bay #7 photo

Barbados

Beachfront | AC

from $935/Nt
Villa del Sol's infinity pool and beachfront location make the perfect backdrop for week in the sun. With nearby golf, ... Poolside views of the Caribbean from Villa del Sol

Leeward, Turks and Caicos

Beachfront | Pool | AC

from $1750/Nt
The joy of renting this 3-bedroom condo at the Ritz Carlton Club is that you know your expectations will be ... The Ritz Carlton Club Condo photo

St. Thomas, USVI

Beachfront | AC

from $915/Nt
Coral Cove #11 is a modern apartment right at the water's edge. You can take lunch down to the beach and ... 2 BR rate available.
Has specials.
Paynes Bay Beach just a short walk  from Coral Cove

Barbados

Beachfront | AC

from $500/Nt
Coral Cove #15 is designed to take advantage of the beach views and sea breezes. Looking out over Paynes Bay is ... Has specials. Coral Cove #15 photo

Barbados

Beachfront | AC

from $750/Nt
Harmony House is an elegantly furnished, fully-equipped, three-bedroom villa with everything you need for a relaxing Barbados getaway. The bedrooms ... Has specials. Harmony House is just steps away from Gibbes Beach

Barbados

Beachfront | Pool | AC

from $975/Nt
Sunshine and sea breezes are plentiful at Sandy Hook 21. This 3-bedroom condo includes a community rooftop patio great for sunbathing ... 2 BR rate available.
Has specials.
Sandy Hook 21 photo

Barbados

Beachfront | AC

from $275/Nt
Reef Pearl Villa, with it's private swimming pool, relaxing hammock, and perfect beachfront location is the ideal getaway spot for ... 2 BR rate available. Ocean kayaks - Ask for availability

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $700/Nt
Conch Beach has everything you could possibly want in a family vacation rental, from the bedrooms to the design to ... Conch Beach Villa is located on the beautiful Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $850/Nt
Aquamarine is a great holiday rental for families or groups of friends looking for cheerful ambiance and lots of beach! ... Has specials. Aquamarine is located just steps away from Mullins Beach

Barbados

Beachfront | AC

from $410/Nt
Chanel #5 is part of a group of five nicely furnished townhouses right on Paynes Bay Beach. This convenient access to ... Has specials. Chanel #5 is a townhouse located on Mahogany Bay Beach

Barbados

Beachfront | Pool | AC

from $595/Nt
Sitting on the deck at Easy Reach, it feels as if the water is coming right up to the edge ... 2 BR rate available.
Has specials.
Easy Reach photo

Barbados

Beachfront | AC

from $590/Nt
You can see the ocean from every room in this beachfront villa, and natural light enhances the tropical vibe. You ... Has specials. Fathom's End - Mahogany Bay is located right on the beach at Mahogany Bay

Barbados

Beachfront | Pool | AC

from $595/Nt
Firefly Villa is one of several villas in the Merlin Bay complex, but you'd never know it. The rooms are ... Has specials. Views of the ocean from the patio at Firefly

Barbados

Beachfront | Pool | AC

from $350/Nt
Gingerbread Villa is a comfortable, cozy, and private villa located within the Merlin Bay villa complex. Gingerbread is just a ... Has specials. Large resort pool at Merlin Bay with the ocean just in the background

Barbados

Beachfront | Pool | AC

from $500/Nt
Overlooking Dover Beach, Sapphire Beach #505 is situated in St. Lawrence Gap on the south coast of Barbados. The condominium development ... 2 BR rate available.
Has specials.
Sapphire Beach #505 has a great patio with ocean views

Barbados

Beachfront | AC

from $325/Nt
Amazing gardens and white sand beaches are just steps off of your patio at Nutmeg Villa. With your own private ... Has specials. Nutmeg at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
Surrounded by lush tropical landscaping, Ocean View offers access to a private plunge pool and a large communal swimming pool. ... Has specials. Ocean View at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $415/Nt
Secret Garden is a family-friendly villa in the Merlin Bay development on the northern end of Alleynes Bay. This villa ... Has specials. Secret Garden at Merlin Bay photo

Barbados

Beachfront | AC

from $485/Nt
Church Point #2 is a cozy mix of urban living and island casual. The vaulted ceilings keep the house cool by ... 2 BR rate available.
Has specials.
A view to the ocean from the patio at Church Point Two

Barbados

Beachfront | Pool | AC

from $500/Nt
Located near historic Speightstown, the community of Schooner Bay is within walking distance to numerous restaurants, stores, and island entertainment. ... 2 BR rate available.
Has specials.
The Schooner Bay complex is located on the beautiful Godings Bay

Barbados

Beachfront | AC

from $500/Nt
Schooner Bay #207 sits on the beachfront and has wonderful balcony views. There are plenty of modern amenities to make this ... 1 & 2 BR rates available.
Has specials.
Schooner Bay #207 photo

Barbados

Beachfront | AC

from $540/Nt
Located on Gibbes Beach, Waverly House offers a traditional Barbados atmosphere with all the amenities of home. With direct beach ... Has specials. Waverly House is tucked into lush tropical greenery just along Gibbs Beach

Barbados

Beachfront | Pool | AC

from $915/Nt
Gibbes Beach is one of Barbados' nicest white sand beaches on the West Coast. Shops, groceries, and restaurants are only ... Has specials. Plunge pool and gardens leading to the beach at Waverly Villa

Barbados

Beachfront | Pool | AC

from $600/Nt
Ocean's Edge puts you close to golfing, tennis, water sports, and duty-free retail therapy. You can relax by the plunge ... Has specials. Ocean's Edge Villa  - Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
Sea Sand Sun Villa is located right on the beach and offers nice views of Anse de Cayes Beach. Enjoy ... 2 BR rate available. Sea Sand Sun Villa photo

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $1257/Nt
At L'Embellie, there's no shortage of activities. Along with kayaks and fishing gear, you get a snorkeling beach right on ... 1 & 2 BR rates available. L'Embellie Villa is located near Forest Bay and has a beautiful pool

Anguilla

Beachfront | Pool | AC

from $575/Nt
Reeds House is a private beach-front development between the Royal Pavilion and Cobblers Cove Hotel in St. James. Reeds House ... 2 BR rate available.
Has specials.
Amazing Caribbean views from Reeds House Penthouse #14

Barbados

Beachfront | AC

from $795/Nt
Tuscany Resort is one of my favorite properties on Turks and Caicos. At WhereToStay.com, we only list resorts that ... 1 & 2 BR rates available.
Has specials.
The Tuscany Resort is located on East Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $775/Nt
This modern villa is just the place for a family with small children. It sits in a sheltered cove right ... 1 & 2 BR rates available. Crystal Dream Villa photo

Saint Jean, St. Barts

Beachfront | Pool | AC

from $804/Nt
Located within walking distance to a grocery store and restaurants, Ecoute les Vagues sits right on Flamands Beach, giving guests ... 2 BR rate available. Private waterfront pool at Ecoute les Vagues

Flamands, St. Barts

Beachfront | Pool | AC

from $600/Nt
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian ... 1 & 2 BR rates available.
Has specials.
The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $875/Nt
Latitude Villa is an excellent choice for three couples. Two bedrooms are upstairs and one is downstairs, so everyone will ... Has specials. Latitude Villa photo

Barbados

Beachfront | Pool | AC

from $1185/Nt
Located on Dover Beach in the St. Lawrence Gap area, Sapphire Beach #203 is part of a gated community that offers ... Has specials. Sapphire Beach #203 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
The Sapphire Beach condominium complex is located right on Dover Beach, just minutes away from St. Lawrence Gap's restaurants, shops, ... Has specials. Sapphire Beach is a beautiful Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
Dream Come True Villa delivers not only privacy, but magnificent ocean views. Just steps above Devers Bay, this three-bedroom villa ... 1 & 2 BR rates available. A Dream Come True Villa has amazing ocean views and a fun pool area

Devers Bay, St. John

Beachfront | AC

from $400/Nt
The Sapphire Beach Condos are on 370 feet of Dover Beach's white sand. It has a front row seat to the ... Has specials. Sapphire Beach #307 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Any traveler review will tell you that the West Bay Club in Turks and Caicos is one of the best ... Has specials. The West Bay Club from Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1680/Nt
With 3 bedrooms and 3 bathrooms, Sapphire Beach #211 is a great holiday rental for couples or friends traveling together. This oceanfront apartment ... Has specials. Sapphire Beach resort

Barbados

Beachfront | Pool | AC

from $440/Nt
Crowsnest at Coral Cove is designed for those who want to relax by one of the island's most beautiful beaches. ... Has specials. Coral Cove complex

Barbados

Beachfront | AC

from $850/Nt
Sapphire Beach #209 is a modern and comfortable 3-bedroom condo located on the second floor of the Sapphire Beach condo community. ... Has specials. The pool and view of the ocean from Sapphire Beach

Barbados

Beachfront | AC

from $440/Nt
With 3 bedrooms and 3 bathrooms, Sapphire Beach #205 is a great rental for couples or friends traveling together. This oceanfront apartment has ... 2 BR rate available.
Has specials.
Sapphire Beach #205 photo

Barbados

Beachfront | AC

from $335/Nt
Ideally situated on Dover Beach on the south coast of Barbados and enjoying ocean views, Sapphire Beach #213 is a beachfront ... Has specials. Sapphire Beach #213 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
With 3 bedrooms and 3 bathrooms, Sapphire Beach #407 is a great rental for couples or friends traveling together. This oceanfront apartment has ... Has specials. The Sapphire Beach community

Barbados

Beachfront | Pool | AC

from $440/Nt
This spacious apartment is all on one floor and offers great views of the beautiful blue water outside. It has ... Has specials. The balcony at Coral Cove # 8 has a hot tub!

Barbados

Beachfront | AC

from $550/Nt
Dining outdoors has never been more picturesque as you watch the beautiful sunset from your porch overlooking the ocean. With ... 1 & 2 BR rates available.
Has specials.
The Lookout - Schooner Bay 307 at the Schooner Bay Resort

Barbados

Beachfront | Pool | AC

from $800/Nt
Palm Beach Villa 110 is a great way to escape to the island of Barbados without having to break the bank ... Has specials. Palm Beach Complex in Barbados

Barbados

Beachfront | Pool | AC

from $475/Nt
While staying at Coral Cove #12, you don't have to miss a minute of soaking in the beautiful ocean views. The ... Has specials. Sit on the patio at Coral Cove 12 and enjoy beautiful views of the Caribbean

Barbados

Beachfront | AC

from $550/Nt
When you stay in Coral Cove #5, you can take in an incredible view without leaving your bed! Grab a quick ... Has specials. Coral Cove #5 - Shutters photo

Barbados

Beachfront | AC

from $550/Nt
Coral Cove #6 was designed for relaxation, with three spacious bedrooms and immaculate views from the terrace. You can eat breakfast ... 2 BR rate available.
Has specials.
Coral Cove 6  - The Ivy has great views from the patio - Plus a hot tub

Barbados

Beachfront | AC

from $495/Nt
Located in a secure gated community, the amenities at Schooner Bay are limitless. Let us take care of everything from ... 1 & 2 BR rates available.
Has specials.
The Schooner Bay complex pool

Barbados

Beachfront | AC

from $480/Nt
With the beach as your backyard, you can't go wrong at Lo D'Amour. The water comes right up to the ... 1 & 2 BR rates available. A secluded stretch of beach is located just in front of Lo D'Amour Villa

Marigot, St. Barts

Beachfront | AC

from $457/Nt
Your stay at this Coral Cove villa includes housekeeping, modern amenities, and direct access to Paynes Bay Beach, lounging chairs, ... Has specials. Coral Cove #7 in the Coral Cove Complex is located directly on Paynes Bay Beach

Barbados

Beachfront | AC

from $550/Nt
Bahari Villa is a part of the Shore Pointe village on Cupecoy Beach and is a perfect destination for the ... 2 BR rate available.
Has specials.
Bahari Villa photo

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $715/Nt
This property is great for a family vacation or couples' getaway. One of the three bedrooms can be made up ... Has specials. Sapphire Beach Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
Arcadia sits right on Worthing Beach and has gorgeous ocean views. Spend your days sunbathing by the sea or snorkeling ... Has specials. A sandy stretch of beach along the front of Arcadia Villa

Barbados

Beachfront | Pool | AC

from $450/Nt
If you want ultimate privacy and seclusion, this villa is for you. Far away from the hustle of Seven Mile ... Has specials. Your own private beach at Fingertip Villa

Grand Cayman, Cayman

Beachfront | AC

from $695/Nt
Church Point Four is surrounded by a bright, tropical, beachfront landscape. Its three bedrooms create the perfect setting for family ... 2 BR rate available.
Has specials.
The beautiful beachfront for Church Point Four Villa

Barbados

Beachfront | AC

from $400/Nt
La Lune is great for entertaining and sits right on the beach. Gibbes Beach is an island favorite because it's ... Has specials. La Lune is located on Gibbs Bay Beach

Barbados

Beachfront | AC

from $750/Nt
This villa has the best of both worlds- the sea is on one side, and town is on the other. ... 1 BR rate available. Les Basses photo

Lorient, St. Barts

Beachfront | Pool | AC

from $600/Nt
If you love the sea, then this beachfront home will be the perfect fit for your next vacation. This cozy ... Has specials. The Two Bedroom Beach House at Como Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $4195/Nt
You will love the personalized service that COMO Parrot Cay has to offer. With a staff that is delighted to ... Has specials. Como Parrot Cay Two Bedroom Beach Villa has a great beach front swimming pool

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $4495/Nt
Villa Sandcastle is super well-equipped, modern and clean with a beach level pool providing easy access to the beach. It ... At Sandcastle you can lounge by the pool and enjoy the beautiful Caribbean ocean at the same time

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $971/Nt
There's nothing better than waking up to your own beach! Sailrock Resort's Beach Front Villa puts you right on the ... Enjoy endless ocean views from the patio at Sailrock Resort Beach Fron Villa 2 bedroom

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $2345/Nt
Schooner Bay 204 is perfect for two couples who wants to vacation in style on Barbados' Platinum Coast. The villa is ... 1 BR rate available.
Has specials.
Schooner Bay 204 has amazing views of the ocean

Barbados

Beachfront | AC

from $350/Nt
This vacation rental is perfect if you’re looking for a cozy, simple, beachfront property. It has 24-hour security and ... Has specials. Great views of the ocean from Sapphire Beach 104

Barbados

Beachfront | AC

from $335/Nt
Sandpiper is an awesome choice for two couples who want a beachfront Grace Bay villa with great value. I love ... Sandpiper photo

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $600/Nt
Solaire 2 is part of a cozy resort community on Pelican Bay, and it enjoys exclusive beach access. Modern amenities, like ... 1 BR rate available.
Has specials.
Solaire Villas are located on Pelican Bay with a beautiful stretch of sandy beach

Anguilla

Beachfront | Pool | AC

from $500/Nt
Solaire 4 Plus Guest Bungalow enjoys a beachfront location between Pelican Bay and Blowing Point. This region of Lockrum Beach is ... Solaire 4 Villa Plus Guest Bungalow is located on Pelican Bay

Anguilla

Beachfront | Pool | AC

from $525/Nt
Solaire 5 Plus Guest Bungalow enjoys a beachfront location between Pelican Bay and Blowing Point on Lockrum Beach. Lockrum Beach is ... Solaire 5 Villa Plus Guest Bungalow is located on Pelican Bay

Anguilla

Beachfront | Pool | AC

from $525/Nt
Secret Cove #1 is part of a 4-apartment cluster that comes complete with its own private beach where you can swim ... Has specials. Secret Cove #1 photo

Barbados

Beachfront | AC

from $445/Nt
La Nina at Coral Reef is a nice villa with modern amenities that make a simple vacation enjoyable. You are ... La Nina at Coral Reef photo

Saint Jean, St. Barts

Beachfront | AC

from $1008/Nt
Located on the famous Platinum Coast, Halcyon at Old Trees Bay guarantees relaxation. It’s spacious, open, and beachfront… what ... Has specials. Halcyon at Old Trees Bay photo

Barbados

Beachfront | Pool | AC

from $600/Nt
Electra is located on the third floor of the quiet and wonderfully located Schooner Bay complex. Electra is a 2-bedroom ... 1 BR rate available.
Has specials.
The view from Schooner Bay 401 - Electra, is beautiful.

Barbados

Beachfront | AC

from $350/Nt
This unit is well appointed, has a fantastic balcony, and sits on one of the most beautiful beaches on the ... Has specials. Glitter Bay Resort

Barbados

Beachfront | AC

from $525/Nt
La Vie En Bleu is situated right on the beach in one of St. Martin's nicest areas, the Baie Rouge ... Has specials. La Vie En Bleu Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1500/Nt
Key Lime Villa is spacious, with room for two couples to share and enjoy the Anse des Cayas beach front. ... 1 BR rate available. Key Lime Villa photo

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $390/Nt
Glitter Bay 204, also known as Frangapani, offers the convenience of a beachfront villa with the service of a resort complex. ... 1 BR rate available.
Has specials.
Views from the patio at Glitter Bay 204 - Frangipani-

Barbados

Beachfront | AC

from $340/Nt
The Ritz Carlton Club Condos are all that you might expect from a company of this stature. The property is ... The Ritz Carlton Club Condo photo

St. Thomas, USVI

Beachfront | AC

from $730/Nt
The 2-bedroom suite at the Ritz Carlton provides complete privacy for two couples traveling together, or for parents traveling with ... The Ritz Carlton Club Suite Condominium photo

St. Thomas, USVI

Beachfront | AC

from $730/Nt
Senderlea Villa, located on the coast of Barbados, is a secluded garden villa with direct beach access and a private ... Has specials. Senderlea Villa photo

Barbados

Beachfront | Pool | AC

from $635/Nt
The best part of this villa is the beach it resides over. The Coral Cove resort sits right on gorgeous ... Has specials. Coral Cove 1 has a great patio to lounge on and enjoy the tropical atmosphere

Barbados

Beachfront | AC

from $495/Nt
Sunset Reach has the benefit of being directly on Mullins Beach, a crowd-favorite for snorkeling, water sports, and its famed ... Has specials. Sunset Reach Villa photo

Barbados

Beachfront | AC

from $455/Nt
Coral Cove #3, or Green Flash, is a two-bedroom property within the Coral Cove complex. The wonderful, wide beach of Paynes ... Has specials. Coral Cove

Barbados

Beachfront | AC

from $405/Nt
Reeds House #10 is a very private beachfront condo offering every desired amenity. With 2 king bedrooms (both with en-suite bathrooms), Reeds ... 1 BR rate available.
Has specials.
Reeds House #10 photo

Barbados

Beachfront | Pool | AC

from $350/Nt
Reeds House #5 is a corner beachfront condo unit that is ideally situated within tropical gardens and local palm trees. The ... Has specials. Reeds House #5 Surfs Up has a great back yard spa pool

Barbados

Beachfront | Pool | AC

from $395/Nt
Barbados is known for its laid-back and fun-loving atmosphere, and this beachfront condo will help you enjoy all that the ... 1 BR rate available.
Has specials.
View of the ocean from the villa

Barbados

Beachfront | Pool | AC

from $375/Nt
Glitter Bay 202 is the perfect choice for two couples who want a beachfront location at a great price. The villa ... Has specials. Glitter Bay 202 Serenity photo

Barbados

Beachfront | AC

from $350/Nt
With direct beach access, the Villas on the Beach complex is one of the best spots on the West Coast ... Has specials. The pool area at Villas on the Beach 103

Barbados

Beachfront | AC

from $404/Nt
Glitter Bay 212 "Sunset" is a perfect vacation spot for families and small groups. This two-bedroom villa offers all the conveniences ... 1 BR rate available.
Has specials.
Glitter Bay Complex

Barbados

Beachfront | AC

from $420/Nt
Glitter Bay 103 is the perfect choice for families or small groups. You can leave one bedroom with two twin beds ... 1 BR rate available.
Has specials.
Glitter Bay 103 Sea View photo

Barbados

Beachfront | Pool | AC

from $340/Nt
Azzurro at Old Trees Bay is perfect for couples or a family. The apartment is fully air-conditioned and has great ... Has specials. Enjoy the free form pool in the garden area of the Old Trees complex

Barbados

Beachfront | Pool | AC

from $600/Nt
Glitter Bay 211, also known as Sea Wind, offers the privacy of a villa with the service of a resort. The ... 1 BR rate available.
Has specials.
Glitter Bay 211 Sea Wind has great views from the balcony

Barbados

Beachfront | Pool | AC

from $300/Nt
Glitter Bay 113 is the perfect choice for a family vacation at a great value. The villa is on the ground ... 1 BR rate available.
Has specials.
Glitter Bay 113 Sea Wind 2 has a great patio

Barbados

Beachfront | AC

from $300/Nt
Schooner Bay is an oceanfront resort villa complex located in Speightstown. The complex comes complete with a large pool, gym, ... 1 BR rate available.
Has specials.
The resort pool at Schooner Bay

Barbados

Beachfront | Pool | AC

from $350/Nt
Schooner Bay, on the West Coast of Barbados, is a stylish condominium complex that sits beachfront near Speightstown. #206, or The ... 1 BR rate available.
Has specials.
Schooner Bay #206 - The Palms photo

Barbados

Beachfront | AC

from $350/Nt
Reeds House is a private development located right on the beach in Barbados. Penthouse #13 is a comfortable 2-bedroom unit with ... 1 BR rate available.
Has specials.
The patio at Reeds Penthouse #13

Barbados

Beachfront | Pool | AC

from $450/Nt
With the beach only steps away, and Holetown just a 10-minute's walk, staying at Glitter Bay Suite 309 "Sea Breeze" provides ... Glitter Bay Resort

Barbados

Beachfront | AC

from $490/Nt
Raisiniers Villa comes with a hammock and is located directly on Flamands Beach for your convenience. Restaurants are only a ... 1 BR rate available. Enjoy views of Flamands Bay from Raisiniers Villa

Flamands, St. Barts

Beachfront | Pool | AC

from $400/Nt
Wake up and see turtles in the morning at Villa Les Sables, or spend the afternoon snorkeling or lounging on ... Les Sables sits just at the end of Lorient Bay

Lorient, St. Barts

Beachfront | Pool | AC

from $671/Nt
At FAY villa, you only need to step off the terrace to find yourself on the beach. Lounge there or ... Lounge on the beachfront deck at Fay Villa

Flamands, St. Barts

Beachfront | AC

from $857/Nt
Grace Bay Beach is known as the best beach in the world, and this beautiful 2-bedroom condo is just a ... Has specials. Grace Bay Beach along the West Bay Club

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1020/Nt
If you're looking for a well-priced villa with beach access with activities close by, then Glitter Bay 101 is perfect. You ... 1 BR rate available.
Has specials.
The Glitter Bay complex

Barbados

Beachfront | Pool | AC

from $340/Nt
If you're ready to get away from it all and lose yourself in the calm of island living, then the ... 1 BR rate available. Lounge poolside at Do Dragon Villa

Flamands, St. Barts

Beachfront | Pool | AC

from $371/Nt
Four of you can get away from the pace of your day-to-day life at Polaris Villa. A two-bedroom villa, where ... 1 BR rate available. Polaris Villa photo

Flamands, St. Barts

Beachfront | AC

from $571/Nt
This Rio Mar Luxury 2 bedroom Ocean Villa is for anyone with a need for relaxation and a desire for that ... Rio Mar Beach Resort Luxury Ocean Villa photo

Northeast Coast, Puerto Rico

Beachfront | Pool | AC

from $450/Nt
Your next vacation should be about the two of you. It should be a measure of intimacy designed to ensure ... 1 BR rate available. Beachfront pool at La Sirène Villa

Flamands, St. Barts

Beachfront | Pool | AC

from $553/Nt
If you are looking for an affordable way to stay in St. Martins and not miss out on any island ... 1 BR rate available.
Has specials.
Unforgettable at Las Arenas is a ground floor unit with great views of Simpson Bay

Simpson Bay (Dutch side), St. Martin

Beachfront | AC

from $340/Nt
If you’re looking for a quality resort stay on Barbados, this two-bedroom Palm Beach unit has you taken care ... Has specials. Palm Beach 405 is located in the beautiful Palm Beach Resort Complex

Barbados

Beachfront | AC

from $375/Nt
This newly built villa directly on the beach at Lorient is sure to become one of the most popular vacation ... Sandra and Jessica Villa photo

Lorient, St. Barts

Beachfront | AC

from $786/Nt
Basically, the best and worst thing about Villa Micela is that you may never want to leave! At night you ... 1 BR rate available. Villa Micela sits just on the beach at Flamands Bay

Flamands, St. Barts

Beachfront | Pool | AC

from $929/Nt
Rendezvous Villa is just the place for easy vacationing on St. Maarten. A part of the Las Arenas Complex, this ... 1 BR rate available.
Has specials.
Rendezvous Villa at Las Arenas with views of Simpson Bay

Simpson Bay (Dutch side), St. Martin

Beachfront | AC

from $340/Nt
Wild Cherry is unlike any other villa I've been to. Everywhere you look you'll see the ocean. The inside of ... Wild Cherry photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $686/Nt
If you're looking for something cozy, secluded, and breathable, Solaire has got you covered. The open-air design really puts you ... 1 BR rate available.
Has specials.
Solare Villas are located on a stretch of sandy beach on Pelican Bay

Anguilla

Beachfront | Pool | AC

from $500/Nt
Plum Wild on Providenciales’ famous Grace Bay is exactly what you are looking for if you want luxury, convenience, and ... Plum Wild Villa is located on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $686/Nt
Beach Kandi is a beachfront villa on the famous Grace Bay shoreline with stunning views and a great location. The ... Beach Kandi has endless Caribbean views

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1400/Nt
Coccoloba Beach House is the perfect size for two beach-loving couples who want to spend all day by the sea. ... Coccoloba Beach House is located on Taylor Bay

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $557/Nt
Casa Aurora is a beautifully Zen-inspired, open-air villa with two bedrooms and direct ocean access. Its a boat ride away ... 1 BR rate available. Cayo Espanto - Casa Aurora photo

Belize

Beachfront | Pool | AC

from $2195/Nt
Casa Estrella is a gorgeous, over-water bungalow with two levels and two bedrooms. I love the boat dock and outdoor ... 1 BR rate available. Cayo Espanto - Casa Estrella photo

Belize

Beachfront | Pool | AC

from $2395/Nt
Hawksbill Beach House is perfect for family trips. Your kids can hop between the pool and the ocean under your ... Hawksbill Beach House has a private beachfront pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1450/Nt
The beachfront villa at Meads Bay Beach Villas is the most popular property for an obvious reason... it sits steps ... Has specials. Meads Bay Beachfront Villa 1 is located on a beautiful stretch of Meads Bay Beach

Anguilla

Beachfront | Pool | AC

from $950/Nt
Bari is a gorgeous villa, but what sets it apart from other luxury villas is the gorgeous beach it sits ... Sun set from the patio at Bari Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Capri sits on Sapodilla Bay, which is an absolutely gorgeous beach on the secluded end of Turks. Sapodilla is very ... The beachfront pool at Capri Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Sardinia is awesome because it's close to three different beaches that are all breathtaking. Each beach has crystal blue water, ... Sardinia Villa is located near Taylor Bay on the beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Sorrento is really nice for a getaway with your significant other! It's intimate while still being convenient and spacious. Las ... Enjoy the setting sun over Sapodilla Bay from Sorrento Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
The Solaire villas sit beachfront near Pelican Bay and Blowing Point. This region of Lockrum Beach is known for its ... Solaire 4 Villa is located on Pelican Bay

Anguilla

Beachfront | Pool | AC

from $400/Nt
The Solaire villas enjoy a beachfront location between Pelican Bay and Blowing Point. This region of Lockrum Beach is known ... Solaire 5 Villa is located on Pelican Bay

Anguilla

Beachfront | Pool | AC

from $400/Nt
I love how this villa is right on the beach and has its own pool. The view is, of course, ... A private beach side pool at Amalfi Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
With one bedroom and two bathrooms, Amore at Schooner Bay is a great place to call home during your vacation ... Has specials. The Resort pool at Schooner Bay

Barbados

Beachfront | AC

from $250/Nt
At Leamington Cottage, you can take it easy. Let the trained staff take care of your needs. A cook can ... Has specials. Just step through the gate and you are on the beach

Barbados

Beachfront | Pool | AC

from $595/Nt
With Speightstown just a short walk away, Schooner Bay is a great choice for your vacation in Barbados. The complex ... Has specials. Schooner Bay #112 - Moonshine photo

Barbados

Beachfront | AC

from $250/Nt
If you’re looking for a warm, beachfront, one-bedroom villa on Grace Bay, you’re in the right place. Beach ... Beach Shack Villa is located near Turtle Cove right on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $636/Nt
If your idea of vacation is reading a book, relaxing on the beach, and swinging in a hammock, then Callaloo ... Callaloo Cottage is located on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $400/Nt
Chilterns is an apartment located within the Schooner Bay complex on the West Coast of Barbados. The complex is situated ... Has specials. Schooner Bay 108 - Chilterns has amazing ocean views

Barbados

Beachfront | Pool | AC

from $300/Nt
Cap Frehel Villa is a spacious two story villa with one bedroom. The main floor is white, modern, airy and ... Enjoy an ocean side walk at Cap Frehel

Saint Jean, St. Barts

Beachfront | AC

from $610/Nt
Water Edge lives up to its name with its location directly on Grace Bay Beach. With the sandy beach just ... Private pool at Water Edge Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $529/Nt
This cozy villa is ideal for couples who want to escape. The private swimming pool is great for cooling off ... Endless Caribbean views form the patio balcony at Sea Edge Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $471/Nt
Ocean Edge Villa is one of three private homes that sits right on Grace Bay. At Ocean Edge, you'll find ... Sea Edge, Ocean Edge, and Water's Edge

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $471/Nt
Perfect for a couple on a honeymoon or just looking for a great vacation, the 1-bedroom condo at the West ... Has specials. The West Bay Club has a beautiful pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $630/Nt
Within a one-minute stroll from the white sands of St. Jean Beach, you will find Villa Cap Plage, a quaint ... Cap Plage Villa photo

Saint Jean, St. Barts

Beachfront | AC

from $286/Nt
Positano Villa on Sapodilla Bay is a couple's dream stay for a honeymoon, anniversary vacation, or even a spontaneous getaway. ... Positano is located at the very end of Sapodilla Bay with a small stretch of sandy beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Casa Solana is a great choice for a honeymoon, romantic getaway, or Instagram-worthy vacation. Its right on the water on ... Cayo Espanto - Casa Solana photo

Belize

Beachfront | Pool | AC

from $1595/Nt
If you want to soak up as much sunshine and saltwater as possible, Casa Olita is perfect for you. You ... Cayo Espanto - Casa Olita photo

Belize

Beachfront | Pool | AC

from $1995/Nt
This one-bedroom beauty is perfect for your honeymoon or anniversary celebration. It's open-air, so you can breathe in the salty ... Cayo Espanto - Casa Mañana photo

Belize

Beachfront | Pool | AC

from $1895/Nt
Casa Brisa is the perfect honeymoon destination for a couple who wants to explore all Belize has to offer without ... Cayo Espanto - Casa Brisa photo

Belize

Beachfront | Pool | AC

from $1795/Nt
Ventanas is perfect if you want a one-bedroom with as much privacy as possible without renting your own island. Most ... Cayo Espanto - Ventanas photo

Belize

Beachfront | AC

from $1695/Nt