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!


Luxurious, private island with a full staff, six beaches, and every activity you could ask for. 20 BR rate available. Calivigny Island is located just south of Woburn Bay, Grenada

Grenada

Beachfront | Pool | AC

from Call for rates
This large villa complex combines three villas into one estate and is the ultimate location for a group. 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
This totally private island will make you feel like royalty. 15 BR rate available.
Has specials.
The Beach pool at Necker Island

Necker Island, BVI, British Virgin Islands

Beachfront | Pool | AC

from $77500/Nt
Totally secluded private island with luxurious amenities and a full staff. 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
A quietly luxurious, All-Inclusive Hideaway 8 BR rate available. Three Bees at Harbour Island photo

Harbour Island, Bahamas

Beachfront | Pool | AC

from Call for rates
Combine business with pleasure at Musha Cay at Copperfield Bay, where there are five houses to choose from and a host of sporting activities. 6, 7, 8, 9, 10 & 11 BR rates available. Musha Cay at Copperfield Bay photo

Musha Cay, Bahamas

Beachfront | Pool | AC

from $42000/Nt
Spoil yourself with luxury amenities, beach access, and gorgeous views inside and out at this private island villa estate. Has specials. Private luxury at The Sanctuary at Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $36000/Nt
Gorgeous villa estate offers the ultimate in luxury with a private beach, gorgeous views, and resort amenities. 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
Sophisticated, three-story home perfect for family vacation or getaway with friends. The Beach House at Calivigny Island

Grenada

Beachfront | Pool | AC

from Call for rates
Waterfront gem with secluded location, full staff, and a spacious layout. 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
Sun, sand, and sea are in ample abundance at this luxurious Plum Bay Beach estate. 5, 6 & 9 BR rates available.
Has specials.
The pool at Le Chateau des Palmiers offers beautiful scenery - It is situated on Plum Bay Beach

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $5000/Nt
A fully equipped gym, a staff of 12, and a theater that seats 20 sets this island estate apart from the usual vacation villa Cove Spring photo

Barbados

Beachfront | Pool | AC

from $15000/Nt
Park yourself right on the beach in Jamaica's 10 bedroom jewel, Flor de Cabrera Villa 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
High-end, modern elegance with two pools, two beaches, and two and a half acres. Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Anguilla

Beachfront | Pool | AC

from $8600/Nt
Self-contained hideaway (with its own theater) is a little chunk of paradise to make for the perfect holiday 7 & 8 BR rates available. Crystal Springs is a beautiful Estate located right on the beach

Barbados

Beachfront | Pool | AC

from $8150/Nt
Large beachfront estate with two pools that's ideal for family and friends alike. 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
The ultimate in luxury, this 10-bedroom estate sits on the best part of Grace Bay beach. 5, 6 & 8 BR rates available. The Hawksbill Villa Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $7100/Nt
Glamorous, spacious villa with ultra luxurious amenities and a full staff. La Dolce Vita sits beachfront on a beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $16000/Nt
Grace Bay beachfront villa equipped with Apple TVs, a Jeep Wrangler, a gym, and open design. 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 $5800/Nt
Luxurious, bright pink villa on a pink sand beach. La Palmeraie is located on Harbour Island in the Bahamas

Harbour Island, Bahamas

Beachfront | Pool | AC

from $6380/Nt
Classic beachfront estate with a full staff, luxury amenities, and a guest cottage. 6 BR rate available. Sand Dollar Estate photo

St. Thomas, USVI

Beachfront | Pool | AC

from $2607/Nt
This private, beachfront villa has a full staff and five-star amenities for everyone in your party. Has specials. The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
An opulent, gated estate with everything a large group could need, including a sport court and massive pool. 6 BR rate available. Luxurious private swimming pool at Casa Varnishkes

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $2218/Nt
Ultra private, beachfront estate! 5, 6, 7 & 8 BR rates available. Santosh a is located along a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5000/Nt
Tropically high-tech, this luxury villa offers a multilevel pool, golf simulator, tennis/basketball court, and signing privileges at nearby resorts. 5, 6 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $6800/Nt
Luxury oceanfront property with seven bedrooms, water-sports equipment, and access to Seven Mile Beach. Has specials. Coconut Walk Villa at twilight

Grand Cayman, Cayman

Beachfront | Pool | AC

from $4000/Nt
This Punta Cana Resort villa makes relaxation and entertainment a cinch. 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
Up to 18 guests can stay at this family-friendly home along the rocky Cayman coastline. Has specials. Southern Ayr is located on the southeastern coast

Grand Cayman, Cayman

Beachfront | AC

from $950/Nt
Oceanfront villa with outdoor amenities, spacious design, and wedding capability. Has specials. Villa Del Mare is in an ideal oceanfront location near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2500/Nt
Stunning oceanfront estate offers the most in luxury and privacy, as well as a full staff to accommodate every need. 6 & 7 BR rates available. Mango Bay's patio sits right on the beach

Barbados

Beachfront | Pool | AC

from $5322/Nt
This massive beachfront villa sits on a hill overlooking Shoal Bay. 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
Deluxe villa with a secluded beach on one side and restaurants and activities on the other. 7 BR rate available.
Has specials.
Kaiku Villa beach front

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1850/Nt
Beachfront architectural masterpiece with butler, sports courts, and full entertainment system. Has specials. African Sapphire Villa is just one of the -jewels- of the Villas at Altamer

Anguilla

Beachfront | Pool | AC

from Call for rates
Privacy and luxury for large groups on a two acre, beachfront tropical haven. Sunrise Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $1600/Nt
Gorgeous eight-bedroom beachfront villa with outstanding views, pool, and cool, clean tropical atmosphere! 4 & 6 BR rates available. A private beachfront pool at Villa ELA

Flamands, St. Barts

Beachfront | Pool | AC

from $5429/Nt
Ultra modern and fully staffed villa with regal amenities. The Beach House features an amazing pool and outdoor area

Anguilla

Beachfront | Pool | AC

from $10714/Nt
This luxurious beachfront villa has an impressive outdoor area and the ocean in its backyard. Sentosa is located along a beautiful stretch of Grace Bay Beach

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $15000/Nt
The perfect villa for a family vacation, with a multi-level terrace, huge rooms, and eight bedrooms spread out over two floors. Has specials. Fischer's Reef Villa is located right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Ultimate modern luxury set on Long Bay Beach, with a full staff and five star amenities. 5, 6 & 7 BR rates available.
Has specials.
Aerial view of Pearl East

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5500/Nt
Large and spacious villa with modern design that's right on Long Bay Beach. 5, 6 & 7 BR rates available.
Has specials.
Exterior Pearl West

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5500/Nt
Large, modern and completely luxurious, this impressive estate is the ultimate beachfront hideaway. Beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $7600/Nt
This villa was made for family vacations, with four levels and ample lounging space. 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
Open, chic beachfront villa with a family-friendly design. Has specials. Evolution Vill offers it all - right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
This villa was designed to maximize privacy and relaxation, with three levels of suites and a separate apartment. Has specials. Tatenda Villa is a beautiful beach front home just along South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Beautiful, well-designed villa with amazing outdoor space. Has specials. The pool and beautiful beach at Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
Two-story beachfront resort villa with a guest cottage and water sports. 6 BR rate available.
Has specials.
A boardwalk to the beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5900/Nt
Seven-bedroom beachfront villa with beach access and family-friendly design. 6 BR rate available. Ocean Heights is situated on a cliff front along the Platinum Coast

Barbados

Beachfront | AC

from $1570/Nt
Luxurious private island retreat with a full staff, endless activities, and every amenity you can imagine. Has specials. Royal Island is located four miles from North Eleuthera, and 40 miles northeast of Nassau

Bahamas

Beachfront | Pool | AC

from $17400/Nt
South coast villa with a classic beach house vibe and accommodations for multiple families. 4 & 5 BR rates available. Emily House Villa is located on the southernmost end of Barbados right on the ocean

Barbados

Beachfront | Pool | AC

from $685/Nt
Bring your laptop if you must; Sea Star has a wireless connection that will allow you to hop online from any place on the property 5 & 6 BR rates available. Sea Star Villa  is located on Cabrita Point

St. Thomas, USVI

Beachfront | Pool | AC

from $1399/Nt
The private tennis court is just the beginning of this stunning estate perched right above the beach. 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
Moroccan-inspired beachfront villa with a guest house, private pool, and access to Sapodilla Bay. 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
This gorgeous Lorient Beach estate has lots of dining and activity options for the active vacationer 4, 5 & 6 BR rates available. Luxurious Lorient Bay beachside pool deck at La Plage

Lorient, St. Barts

Beachfront | Pool | AC

from $4571/Nt
Six bedroom oceanfront property with a protective coral reef Has specials. Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1250/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. Has specials. Villa Mora is located beachfront in South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1650/Nt
Enjoy simple luxury in this seven-bedroom beachfront home on Long Bay. 4 BR rate available. The entertainment patio and pool area at Conched Out Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1271/Nt
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
1.25 acres of pure Antiguan beachfront bliss and panoramic views to die for. 1, 2, 3, 4, 5 & 6 BR rates available. Palm Point Villa is located right on Jolly Harbour

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1800/Nt
A luxuriously modern 5-bedroom beachfront villa. Mandalay Villa photo

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from Call for rates
Aerial views of Sirena Blue

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $5720/Nt
The ideal beachfront villa for large groups, with a Beach House and Cottage. The beachside pool at Grace Too - main beach house

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2821/Nt
Waterfront villa with close-up ocean view perfect for large groups. 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
Family-sized villa right on the beach, with a lengthy pool. 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
Five-star, modern villa with all the amenities you need for a luxury vacation. Has specials. Wake Up Villa is located on the beautiful Flamands Beach

Flamands, St. Barts

Beachfront | Pool | AC

from $12143/Nt
Tuscan-style villa on a beautiful beach, walking distance to a popular Conch restaurant. Casa Barana has amazing views of the Caribbean

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1350/Nt
Large beachfront villa with wraparound ocean views and lots of room for decompressing! Expansive living area has endless views of the ocean

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3571/Nt
Six-bedroom villa floor-to-ceiling windows and beach access. 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
Fully-equipped large group villa with several family-friendly suites and lots of outdoor space. Has specials. Beachfront pool at Oceanus Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
A two-story beachfront villa fit for a king or queen. 4 & 5 BR rates available. Seaclusion is located just steps away from an amazing white sand beach

Barbados

Beachfront | Pool | AC

from $3750/Nt
Five-star amenities and arrangements for any group of travelers. 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
Full-service beachfront resort villa perfect for families seeking peace and beauty. 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
Beachfront barefoot luxury for any couples' getaway. Has specials. Kempa Kai Villa is just steps away from Starfish Point

Grand Cayman, Cayman

Beachfront | AC

from $2859/Nt
Family-friendly beachfront villa for travelers of all ages. Dei Sogni is located right on a very desirable stretch of Lorient Beach

Lorient, St. Barts

Beachfront | Pool | AC

from $8571/Nt
Timelessly elegant beachfront villa with six king suites and modern amenities. Vittoria is located directly on Simpson Bay

Simpson Bay (Dutch side), St. Martin

Beachfront | Pool | AC

from $1143/Nt
Open-air villa with a cottage and proximity to Sandy Lane Beach. 4 BR rate available. Landmark House - Sandy Lane photo

Barbados

Beachfront | AC

from $1800/Nt
Spacious privacy with a blend of indoor and outdoor living. Amazing beachfront property of Landfall Villa

Barbados

Beachfront | Pool | AC

from $3950/Nt
Beachfront villa with private pool that our readers rave about Has specials. Enjoy endless views of the ocean from Calypso Blue Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $695/Nt
Wrap-around pool near to Grand Case beach is great for families and children Petite Plage 5 Villa photo

Grand Case (French side), St. Martin

Beachfront | Pool | AC

from $2829/Nt
Fully-staffed luxury beachfront estate with a cliff top locale and a private beach. The Stargazer property

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $4250/Nt
Stay right on Grace Bay Beach on two private, tropical acres that feel like a small resort. 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
Bright, modern and private villa situated on Providenciales' coveted Long Bay Beach. 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 $1200/Nt
Vintage charm, private cottages and a great beachfront location. 4 & 5 BR rates available. From Nelson Gay House the view of the ocean within its tropical garden for privacy

Barbados

Beachfront | Pool | AC

from $2200/Nt
Classic beachfront villa with stunning sunset views over the water. 4 BR rate available. Belair is located directly on Mullins Bay Beach

Barbados

Beachfront | AC

from $995/Nt
Large and grand luxury villa on the western end of Grace Bay. Tamarind Villa with Grace Bay in the background

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1540/Nt
Great family house on a less developed part of Grace Bay. Serenity House Villa is located directly on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1500/Nt
Exclusive private island rental with full staff, all-inclusive rates, and endless activity. 5 BR rate available.
Has specials.
Royal Belize Private Island

Belize

Beachfront | AC

from $6200/Nt
Family-friendly villa with a bunk room, huge Great Room, outdoor amenities, and an ideal location in Rum Point. Has specials. The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2499/Nt
Let everyone enjoy an oceanfront experience at this bright and cheery villa. Has specials. Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Six-bedroom seaside villa with private courtyard and large entertainment area 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
Grand and spacious ocean front property with some of the best snorkeling on the island 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
Large estate home with a pool, guest cottage, tennis, and more set on three gorgeous, beachfront acres. 4 BR rate available. Tropical luxury surrounds the pool area and views of the ocean at Gardenia Villa

Barbados

Beachfront | Pool | AC

from $3120/Nt
This villa's full staff and beach access eliminates any potential stressors for your Caribbean vacation. 4 BR rate available. Kishti Villa East on Meads Bay offers relaxing outdoor spaces

Anguilla

Beachfront | Pool | AC

from $4200/Nt
Modern beachside villa with sound system, expansive outdoor space, and a gourmet kitchen. Has specials. C'est La Vie Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $4714/Nt
Witenblauw Estate has every creature comfort, three pools, and beach access. Witenblauw Estate Villa photo

Pelican Key (Dutch side), St. Martin

Beachfront | Pool | AC

from $2071/Nt
A private Grand Cayman estate with tranquil design and a Master Suite that feels like a spa. Has specials. Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Cascade Villa provides guests with the utmost in privacy, ocean views, and jaw-dropping pool design. 4 BR rate available. Cascade Villa is located right on Babalua Beach

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1714/Nt
A Leeward beach house with an unbeatable Grace Bay setting, modern luxury, and superior accommodations. Amazing beachfront pool at Awa Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5400/Nt
Luxury beachfront villa with a full staff and resort amenities. Las Hamacas Villa photo

Cap Cana, Dominican Republic

Beachfront | AC

from $5870/Nt
Two story, beachfront villa with spacious rooms and a large balcony. Has specials. Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1300/Nt
South Sound Beach villa with five star amenities and no shortage of entertainment. Has specials. Point of View Villa is located on a picturesque Caribbean beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
Spectacular beachfront private island estate offers Balinese luxury. 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
The ultimate in modern beachfront luxury, with sleek design and privacy. Eos is a beachfront villa that is located directly on Long Bay

Eos

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3000/Nt
Modern villa luxury with amenities. Helios Villa on Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3000/Nt
Amenities and privacy - a hard combination to find. Hyperion is flanked by two sister villas ideally located on Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3000/Nt
Ultra private, ultra modern villa with extensive outdoor amenities. 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
Privacy and luxury within a secluded beach hideaway. 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
Well-designed beach house with a media room, gym, infinity pool, and modern updates. Godings Beach House photo

Barbados

Beachfront | Pool | AC

from $5000/Nt
Beach lovers and adventurers will love this villa's private beach access and nearness to Kaibo Yacht Club and Rum Point Club. 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
Private boat dock, beach, and panoramic ocean views at this fully air-conditioned villa. The Beach House photo

St. Thomas, USVI

Beachfront | AC

from $1200/Nt
Elegant, refined villa with beachfront access, luxurious amenities, and an open layout. 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
Chic interiors, a screened porch, and spacious bedrooms make this beachfront home feel like paradise. Has specials. White Cottage is a great beachfront villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1219/Nt
Gated two-story estate with three levels of outdoor space and chic amenities. Has specials. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Beachfront, bohemian villa with a spacious design and top technology. Has specials. Nirvana photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1719/Nt
Tranquil, lush property far from the hustle and bustle of everyday life. 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
Full-service, luxury villa with beach views and spacious design. Enjoy amazing sunsets at Casa de la Playa Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $3286/Nt
Sunset views and beach access are just two of this luxury villa's best amenities. 4 BR rate available.
Has specials.
Nirvana's pool deck and lounges

Barbados

Beachfront | Pool | AC

from $1500/Nt
Beachfront Sapodilla Bay villa with a guest cottage. Mirabelle sits on a beautiful stretch of Sapodilla Bay Beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1429/Nt
Chic and luxurious five-bedroom rental on Paynes Bay. 4 BR rate available. The St. James has a lovely lap pool overlooking the beach

Barbados

Beachfront | Pool | AC

from $1775/Nt
Chic beachfront condo with as much space as many five-bedroom villas. 4 BR rate available. The St. James

Barbados

Beachfront | AC

from $1560/Nt
Well-decorated villa with ocean views and snorkeling access. Three Dolphins sits in a beautiful location with great ocean views

Anguilla

Beachfront | Pool | AC

from $1850/Nt
Modern architecture and a convenient beachfront location. Zazen Villa on Cattlewash Beach

Barbados

Beachfront | Pool | AC

from $7500/Nt
Has specials. Emerald Pavilion Villa is located on Emerald Point beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5500/Nt
Family-friendly beachfront villa with wheelchair-accessibility and modern design. Has specials. Abita Kai is located on a beautiful stretch of white sand beach in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
An expansive sun-drenched deck and beautifully decorated interiors guarantee luxury. 2, 3 & 4 BR rates available. Casa Bougainvillea Villa has a beautiful private pool

St. Thomas, USVI

Beachfront | Pool | AC

from $853/Nt
Wheelchair accessible villa that's an excellent choice for children, yet gives adults independence and privacy. 2 & 4 BR rates available. Beachcomber Villa photo

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $929/Nt
Ideal location for sports enthusiasts or fitness buffs right on the water's edge of Mahoe Bay. 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
A separate guest cottage makes this location ideal for several travelers who want to dwell independently. 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 sits right on the white sands of Baie Rouge Beach, for those who want a European-style beach 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
This villa has five spacious suites with sea view terraces. Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

from $3300/Nt
Enjoy easy beach access and spacious bedrooms. The luxurious Sand Villa at Long Bay

Anguilla

Beachfront | Pool | AC

from $3100/Nt
Moon Reach is truly a slice of paradise, with beach access, a full staff, and endless entertainment. The ocean is just steps away from the pool at Moon Reach

Barbados

Beachfront | Pool | AC

from $3200/Nt
Private beach, lots of space and gorgeous waters Has specials. Aerial view of Two Rainbows

Grand Cayman, Cayman

Beachfront | Pool | AC

from $900/Nt
This beachfront property with its own tennis court has the best that Barbados offers under one ample roof. 4 BR rate available. Heronetta Villa- Sandy Lane photo

Barbados

Beachfront | Pool | AC

from $1500/Nt
Beachfront villa with a full staff, a pool, and a game room. 3 & 4 BR rates available. La Paloma Villa photo

Barbados

Beachfront | Pool | AC

from $675/Nt
Set up high for fantastic pool views and a beachfront location on Taylor Bay. 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
With a 40 ft pool right on Long Bay Beach, this villa is a water-lover's dream. Shambhala Villa is located on a beautiful stretch of Long bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1271/Nt
Private and spacious beachfront villa with a media room, gym, and extensive outdoor 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
Relax in this villa's infinity pool, beach cabana and hammock and enjoy the close proximity to George Town Has specials. Lounge poolside on the beach at Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1495/Nt
The Beach House is an adventure destination perfect for the outdoor person in tune with nature Lounge and enjoy views of the Caribbean from the deck at The Beach House

St. Thomas, USVI

Beachfront | AC

from $650/Nt
Expansive villa within a short walk of Gibbs Beach, with lots of outdoor space and two stories. The private pool at Sandalo is immersed in tropical beauty

Barbados

Beachfront | Pool | AC

from $3950/Nt
Striking four-story villa beachfront villa with ocean views and a private tennis court. Has specials. Antilles Pearl Villa is located on Shoal Bay Beach at the Altamer Villas

Anguilla

Beachfront | Pool | AC

from $3214/Nt
Chic, plantation-style estate with full staff. 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
Superb luxury villa with a private beachfront location and tons of indoor/outdoor living space. 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 Del Mar lets you vacation like a tourist and feel like a local. 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
Beachfront decks combine with easy access to Smiths Reef for island elegance. Villa Paprika is located on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1400/Nt
This villa has an upstairs pool and deck space, giving amazing views down the beach. Aerial views of the Turtle Beach property

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1114/Nt
Path to the Beach and Bedrooms with separate entrances offers lots of options for your Anguilla hWith Separate Entrances offers lots of options for your Anguilla holiday 2, 3 & 4 BR rates available. Amazing pool and patio area at Beach Escape Villa

Anguilla

Beachfront | Pool | AC

from $1150/Nt
Huge beachfront villa with housekeeping, five bedrooms, and 18 acres of land. The pool area at Amazing Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4950/Nt
Gorgeous beachfront property boasts incredible views, tons of space, and easy walking access to island attractions. Casa Grande is located directly on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2557/Nt
Exclusive beachfront villa with amazing views, sumptuous accommodations, and every luxury you could ask for. Luxurious pool just steps away from the beach at The Dream Villa

Barbados

Beachfront | Pool | AC

from $4300/Nt
This stunning five-bedroom villa has a great location near Cruz Bay and North Shore beaches. Casa Coram Deo photo

Great Cruz Bay, St. John

Beachfront | Pool | AC

from $1629/Nt
Bright and beautiful gated property with modern amenities, full air-conditioning, and snorkeling nearby. 2 BR rate available. Castaway Villa is located beachfront on Thompson Cove

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1000/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa Has specials. Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $825/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. Has specials. Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Large 5 bedroom home offering private white sand beach and turquoise waters right at your door step Has specials. The pool at Kai Conut is just steps away from the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Beachfront island home with plenty of room for family getaways 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
Modern and luxurious five bedroom home on Barbados’ West coast 4 BR rate available. Still Fathoms is a super stylish villa just steps away from the beach

Barbados

Beachfront | Pool | AC

from $1900/Nt
Tropical island elegance, Cayman style Has specials. Blue Water is located on Rum Point with a beautiful stretch of beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $900/Nt
This elevated two-story villa has five Master Suites, ocean views in every room, and direct access to beautiful Long Bay beach. Amazing beachfront infinity edged pool on Long Bay Beach at Villa Isla

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1643/Nt
Beachfront home with white sands and turquoise waters ready to greet you each morning! Lounge by the beachside pool at Island View Beach House

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1429/Nt
This secluded, luxury beach house boasts fantastic amenities on over four tropical acres. Turtle Tail Estate is located on the southern tip of Turtle Tail

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $10000/Nt
Beachfront, five bedroom property with luxe design, a grand piano, and spacious design. 3 & 4 BR rates available. View from Old Trees#6 Firefly

Barbados

Beachfront | Pool | AC

from $1500/Nt
A luxurious five-bedroom retreat with a full staff, entertainment system, and Meads Bay location. 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
Enjoy the private beachfront villa experience with the comforts of a five-star resort. 4 BR rate available.
Has specials.
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
Ideal location in a luxurious, family-friendly villa. BOM Villa is located on the beach in St. Jean Bay

Saint Jean, St. Barts

Beachfront | Pool | AC

from $7929/Nt
Perfect family and friends beachfront villa with sunset views. 4 BR rate available.
Has specials.
Caribbean Blue Villa photo

Pelican Key (Dutch side), St. Martin

Beachfront | Pool | AC

from $743/Nt
Spacious, minimalistic beachfront villa with a loft for kids and a central living area. Has specials. Ocean Kai sits directly on the beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $925/Nt
Relaxing modern villa on Long Bay Beach with fantastic outdoor space and a unique master suite. Aguaribay Villa is located on a beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1557/Nt
Fully air-conditioned villa with tons of outdoor activities and a beach in the backyard. Has specials. Sea Grape Villa sits just on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Two L-shaped villas make up the Amoraflora property, united by an 80' long pool and an over-the-water gazebo. 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
Fully air-conditioned beachfront villa with sunset views and a massive Master Suite. Has specials. The Caribbean view from the balcony at Cos Kai Villa

Grand Cayman, Cayman

Beachfront | AC

from $950/Nt
This eco-friendly villa enjoys a beachfront location and resort amenities. 3 BR rate available.
Has specials.
The interior pool and dining palapa at the Dunes Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Luxurious outdoor areas spread out over multiple levels, with the beach in the backyard. The beautiful Footprints Villa

Barbados

Beachfront | Pool | AC

from $3000/Nt
A Long Bay stay with direct beach access and an unbeatable view of the south shore waters. 3 BR rate available. Aerial Views of Sandy Beaches

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $829/Nt
Luxuriously modern resort villa with stunning ocean views and private beach access. 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
Bright, spacious and modern, the setting of this house is perfect for those that like to hang by the pool and relax. Perfect patio to enjoy waterfront views at Sunset Close Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $914/Nt
A chic, beachfront villa with resort amenities. Located on a stretch of white sand beach Frangipani Villa enjoys all of the  resort amenities

Anguilla

Beachfront | Pool | AC

from $3500/Nt
Two-story beachfront villa steps away from snorkeling and sea life. Amazing ocean views

Barbados

Beachfront | Pool | AC

from $950/Nt
Chic beachfront villa with tons of entertainment inside and out. Infinity edge pool looking out over the harbour at Jolly Harrbour #31

English Harbour, Antigua

Beachfront | Pool | AC

from $1908/Nt
Beachfront villa on idyllic Grace Bay with water sports and tons of outdoor lounging space. A luxurious pool just steps away from the beach at Milestone Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2425/Nt
Nearly 6,000 square feet of luxury, with up close and personal ocean views. Has specials. The four bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3850/Nt
Beachfront villa for any group of travelers, with peaceful privacy and an unfussy design. Jolly Harbour#oo8 has a beautiful location right on the beach

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1200/Nt
Relaxing, tropical family vacation villa with convenient location and modern design. Sand Dollar Villa has a beautiful pool and entertainment patio

Barbados

Beachfront | Pool | AC

from $1800/Nt
Super private beachfront villa with water sports, a home theater, and ocean views. Has specials. 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
Modern, private beachfront villa with a stylish rooftop deck. Has specials. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
Rum Point villa with two decks and a cozy interior. Has specials. An aerial view of Hilltime Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $595/Nt
Frank Lloyd Wright-inspired home with modern amenities and beach access. Enjoy endless ocean views at Sandy Bottom Villa

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $2000/Nt
Three pools, the ocean, and the beach will keep guests entertained. Has specials. The Estate pools

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Luxurious resort property with full service and amenities. Has specials. Grace Bay Club Resort pool

Grace Bay, Turks and Caicos

Beachfront | AC

from $5330/Nt
Elegant and chic Long Bay resort villa with an open floor plan. Has specials. Beach Enclave Beach Front Villas on Long Bay

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $5400/Nt
Chic, modern four-bedroom villa with beach access and a private chef. Imagine photo

Barbados

Beachfront | Pool | AC

from $850/Nt
Beachfront villa with a large terrace and lush gardens for privacy. Has specials. Mirador is located in Fitts Village - right on the beach

Barbados

Beachfront | Pool | AC

from $1500/Nt
Beachfront traditional St. Barths house with all the modern amenities. Sand Castle Villa is located directly on Lorient Bay Beach

Lorient, St. Barts

Beachfront | AC

from $1429/Nt
Luxurious, modern, four-bedroom villa with gorgeous design and TVs in every room. The Reef Villa is located on Batts Rock Bay

Barbados

Beachfront | AC

from $990/Nt
Taylor Bay beachfront villa with four suites, ocean access, and extensive outdoor space. Bahia Mar Villa on Taylor Bay

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

from $929/Nt
Luxury beachfront collection on the white sand of Sugar Beach. Has specials. 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
Ocean views, a beachfront location, and four king suites elevate this chic Turtle Tail villa. Has specials. 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
Chic, modern resort villa with ocean views and four family-friendly suites. The Residences at Seafire are located directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Child-friendly beachfront villa with 10,000 sq. feet of Tuscan architecture. 3 BR rate available.
Has specials.
Pool with view of ocean

Anguilla

Beachfront | Pool | AC

from $1600/Nt
A children's suite connected to the master bedroom combines with direct beach access for the ideal family vacation rental. Five Turtles Villa is just steps away from Taylor Bay Beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1214/Nt
A four-bedroom estate right on the beach near Virgin Gorda's natural wonders. 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
This villa sits right on Mahoe Beach's white sands, perfect for beach lovers. 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
Sea Fans Villa enjoys a cathedral ceiling and a modern, well-equipped kitchen for the discerning family. 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
Stunning Long Bay Beach villa with panoramic ocean views and spacious, modern design. 2 & 3 BR rates available. Lounge by the pool with amazing ocean views

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $929/Nt
Complimentary kayaks and snorkel gear provide access to the offshore reef and a new way to explore the beach. Azure Wish Villa is located on the western shore of Nail Bay

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $1071/Nt
A luxurious two-story villa on Gibbs Beach with three king suites and one twin suite. 3 BR rate available. Tropical surroundings greet you at the pool at Bonavista Villa

Barbados

Beachfront | Pool | AC

from $1375/Nt
Privacy and safety are key at this Paynes Bay 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
A tropical haven with ocean views, a world class chef, and direct beach access. Manicured landscaping and the large pool

Barbados

Beachfront | AC

from $1995/Nt
Beachfront villa with direct access, a gorgeous pool, and ocean views. Ocean views and just steps away from the beach - Fosters House

Barbados

Beachfront | Pool | AC

from $1300/Nt
Beachfront retreat in St. Peter with open, comfortable design. 3 BR rate available. Seascape Villa - from the beach

Barbados

Beachfront | AC

from $600/Nt
If the beach were any closer, you would have to sleep with a mask and flippers on 2 & 3 BR rates available.
Has specials.
Ecume des Jours photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $829/Nt
Ocean Villa offers incredible views in every direction and is very kid-friendly. View to the ocean and pool from the 4 bedroom ocean villa!

Northeast Coast, Puerto Rico

Beachfront | AC

from $536/Nt
Bright, spacious decor, an expansive lawn with tons of lounging space, and direct beach access. Take a dip in the pool at High Trees Villa

Barbados

Beachfront | Pool | AC

from $1180/Nt
Perfect for a family vacation or getaway with friends with incredible views and gorgeous design. 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
Luxurious beachfront villa with a fantastic outdoor space and ideal location near Turtle Cove. 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
Four-bedroom resort villa right on Grace Bay beach. Has specials. The West Bay Club by night

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2020/Nt
Beachfront villa with kayaks, an entertainment system, and everything you need to relax. Sandy Shore Villa is located on the beach of the beautiful Taylor Bay

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $1071/Nt
This villa is located within a gated community on Cupecoy Beach and is considered a jewel of the Caribbean 2 & 3 BR rates available. 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
Escape stress and relax at this waterfront Chalk Sound villa. 2 & 3 BR rates available. Bright Idea has great views of Chalk Sound

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

from $800/Nt
Find relaxation to the max at the deluxe Villa K in Anse des Cayes 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
This warm, tropical villa on West End Bay Beach relaxes guests with simple pleasures. Mangrove - is located in the Villas at Indigo Reef on West End Bay

Anguilla

Beachfront | Pool | AC

from $900/Nt
Jolly Harbor's most comfortable locale with lots of island activities to choose from. The vibrant colors at Turtle Villa provide for a fun atmosphere right on the beach

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1843/Nt
Light and airy tropical beach house right on Grace Bay Beach. 2 BR rate available. Reef Beach House is located near Smith Reef along Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $600/Nt
Comfortable surroundings and tons of possible adventures waiting, Rolling Surf is conveniently located to take care of all your needs. 1, 2 & 3 BR rates available. Rolling Surf Villa photo

Grenada

Beachfront | Pool | AC

from $800/Nt
Regal, colonial home steps from serene Reeds Bay. Caprice Villa sits in it's stately location on the Gold Coast Beachfront

Barbados

Beachfront | Pool | AC

from $2700/Nt
Beachfront villa has stunning sea views and tons of space for you and your loved ones. Hemingway House is tucked in a cove between Gibbs Beach and Mullins Beach

Barbados

Beachfront | Pool | AC

from $2310/Nt
Beachfront villa with an ideal location near restaurants, activities, and attractions. 3 BR rate available. Private beachside pool with plenty of lounging at Oyster Bay villa

Barbados

Beachfront | Pool | AC

from $1100/Nt
Luxury complex with direct access to the beach and four levels of living space. The Penthouse hot tub at Reeds House #1 has beautiful ocen views

Barbados

Beachfront | AC

from $745/Nt
A short walk to the two beaches. Westhaven is located just steps away from the beach on Gibbs Bay

Barbados

Beachfront | AC

from $2225/Nt
Enjoy a Sandy Lane beachfront view from the shaded terrace. 3 BR rate available. West We Go photo

Barbados

Beachfront | AC

from $650/Nt
Clearwater Villa is an outdoor heaven for sports enthusiasts Relax by the ocean

Barbados

Beachfront | AC

from $560/Nt
Beachfront, family-friendly home near snorkeling. 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
This Grace Bay beauty has modern luxury, a fantastic pool bar, and an upstairs dining room. Beautiful resort-like pool and landscaping at Avalon Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2000/Nt
Grace Bay villa with an open-concept living area. From the patio at Sandstone you have endless Caribbean views

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $929/Nt
This villa offers stunning views of the mountains of St. Marten and the Caribbean Sea from all angles. 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
This villa offers stunning views of the mountains of St. Marten and the Caribbean Sea from all angles. 3 BR rate available. Odyssey is located along Anguilla's south shore

Anguilla

Beachfront | Pool | AC

from $1850/Nt
Set above a private beach, this villa is tucked away yet close to everything. Amazing Caribbean views at Roi Soleil

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $1421/Nt
Peaceful tranquility combines with beachfront luxury at this Leeward villa. Beachfront Villa Aquazure has amazing beachfront views

Leeward, Turks and Caicos

Beachfront | Pool | AC

from $1143/Nt
This family-friendly villa has a huge kitchen and beautiful bedrooms, just a short drive from St. Jean Bay. 1, 2 & 3 BR rates available. Private pool at Bord de Mer Villa

Saint Jean, St. Barts

Beachfront | Pool | AC

from $943/Nt
Beachfront villa close to water sports and local restaurants. 2 BR rate available. Dining

Barbados

Beachfront | AC

from $350/Nt
Perfect blend of seclusion and excitement near Holetown. 2 BR rate available. Bora Bora Upper Villa photo

Barbados

Beachfront | AC

from $335/Nt
Eco-friendly beachfront villa conveniently located near Rum Point Club. Has specials. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Beachfront home at Tryall Club with a large pool and hot tub. The patio at Seaspray Villa is the perfect place to relax and enjoy some cocktails

Montego Bay, Jamaica

Beachfront | Pool | AC

from $786/Nt
Spacious and open villa set above a private, calm tidal beach perfect for snorkeling and exploration. Reef Tides Villa has beautiful views over Grace Bay

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1350/Nt
This private resort offers full service and off the grid luxury. Amanyara Beach Villa photo

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from Call for rates
Stylish and contemporary beach house ideally suited for couples that is perfect for basking in the sun, on the beach or in a poolside daybed. Turtle Nest Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1357/Nt
A private, beachfront villa that offers comfort and ease on beautiful Grace Bay. Saving Grace Villa photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2300/Nt
Grace Bay villa with chic accommodations, a freshwater pool, and direct access to the best part of the beach. 3 BR rate available. Beach side deck at Sunsara Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2025/Nt
Beachfront villa with its own strip of sand, an oceanfront pool, and lots of windows. Has specials. An aerial view of in Harmony Villa located directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
Oceanfront villa near snorkeling reefs, Seven Mile Beach, and marine life. Has specials. Deck and patio area

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
Contemporary Penthouse with direct beach access and top-of-the-line amenities. Old Trees #301 Penthouse photo

Barbados

Beachfront | Pool | AC

from $2800/Nt
Beachfront, two story villa with central air-conditioning, an open floor plan, and walls of windows to take in the view. Has specials. The beach set up in front of Tarasand Villa

Grand Cayman, Cayman

Beachfront | AC

from $745/Nt
Beachfront villa rental with sunset views and rooftop deck. Has specials. Picture Perfect Villa has many options for a fun holiday

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Spacious, luxurious beachfront property designed for outdoor living. Smugglers Cove #5 photo

Barbados

Beachfront | AC

from $1495/Nt
Family-friendly home on the beach with a cozy interior. Has specials. The white sandy beach in front of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Beachfront villa with large rooms and easy snorkeling access. Has specials. Gypsy Villa has a beautiful beach front private pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $725/Nt
Resort condo with a huge terrace, Jacuzzi tub, and unobstructed ocean view. Sandy Lane Beach just steps outside of Smugglers Cove

Barbados

Beachfront | AC

from $1400/Nt
This penthouse villa has completely amazing views: miles of sand and blue sea. Has specials. Penthouse at The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $1425/Nt
Penthouse suite with beach access, panoramic ocean views, and two levels of indoor and outdoor luxury. 2 BR rate available. From the hot tub at Reeds House 12 Penthouse

Barbados

Beachfront | AC

from $695/Nt
Stylish and spacious villa in a luxury community with private beach access. View of Paynes Bay Beach from Coral Cove 4

Barbados

Beachfront | AC

from $550/Nt
Beachfront resort complex on Dover Beach with two pools and gorgeous ocean views. 2 BR rate available. Sapphire Beach - beautiful beachfront resort

Barbados

Beachfront | AC

from $335/Nt
Oceanfront cottage near Little Good Harbour Hotel and the renowned Fish Pot Restaurant. 2 BR rate available. Little Good Harbor House is located on a beautiful stretch of beach near Smitons Bay

Barbados

Beachfront | Pool | AC

from $450/Nt
This fully air-conditioned beachfront villa is near Rum Point Beach, bioluminescent bay, and tennis courts. Has specials. Amazing waterfront pool at Just for fun Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $395/Nt
Private villa within a resort neighborhood with a private beach and walking distance to yacht clubs. 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
Sunny villa with lush vegetation and floor to ceiling windows in luxurious COMO Parrot Cay resort. Has specials. Point House at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $9500/Nt
Totally private, beachfront villa with all the amenities of a luxury resort. Has specials. The three bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3395/Nt
Beachfront villa in a private community near Gibbs and Mullins Beach. The lawn area facing the ocean at Emerald Beach #6

Barbados

Beachfront | AC

from $700/Nt
Oceanfront property with spacious Great Room and proximity to all the island's hot spots. Has specials. Lone Palm Villa is located on a beautiful white sand beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $475/Nt
Extremely private, oceanfront villa with access to the island's best shallow snorkeling site. Has specials. The private pool at Babylon Reef has a man made -beach- surrounding it

Grand Cayman, Cayman

Beachfront | Pool | AC

from $425/Nt
Al fresco dining and chic furniture set this beachfront property apart. Paynes Bay Beach is just below the balcony at Smugglers Cove #4

Barbados

Beachfront | AC

from $995/Nt
Third floor apartment with a luxurious layout and resort amenities. Sapphire Beach #317 is located in the beautiful Sapphire Beach Complex

Barbados

Beachfront | AC

from $352/Nt
Family vacation villa in a well-equipped resort community. Has specials. There is an amazing beach cove at Casa Luan Villas

Grand Cayman, Cayman

Beachfront | AC

from $1039/Nt
Enjoy easy access to Grace Bay and luxurious service from the resort. Has specials. The Estate at Grace Bay Club

Grace Bay, Turks and Caicos

Beachfront | AC

from $3700/Nt
Beachfront villa with sleek, white interiors and access to Turtle Cove Marina. Aerial view of the Sandpebble property

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $700/Nt
Family-friendly beachfront home with amenities for guests of all ages. 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
Beachfront three-story home with huge outdoor space. Seashells Villa is set on a beautiful stretch of beach

Barbados

Beachfront | Pool | AC

from $495/Nt
Luxury beachfront villa with endless amenities and event-friendly design. Has specials. The Sandcastle Beach House is located on a beautiful beach in Limestone Bay

Anguilla

Beachfront | Pool | AC

from $1250/Nt
Beachfront resort community with staff, beach service, and communal amenities. Smugglers Cove #2 is located on the lower level of the complex

Barbados

Beachfront | AC

from $900/Nt
Beachfront resort villa with three bedrooms and a gorgeous outdoor lounge. Enjoy amazing ocean views from Smugglers Cove #3's beautiful balcony patio

Barbados

Beachfront | AC

from $900/Nt
Oceanfront beauty with floor-to-ceiling views and easy snorkeling access. Blue Horizon Villa pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $450/Nt
Well-designed villa with resort amenities and an ideal beachfront location. Sandy Cove Resort

Barbados

Beachfront | AC

from $850/Nt
Chic, modern resort villa with five-star amenities and maximum convenience. The Residences at Seafire are located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $1850/Nt
This beachfront resort includes every activity, from a spa and gym to the Kid's Club. Seafire Resort

Grand Cayman, Cayman

Beachfront | AC

from $1850/Nt
Private villa located right on Baie Longue Beach is the ideal getaway on St. Martin 1 & 2 BR rates available.
Has specials.
Baie Longue Beach House photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $771/Nt
An island fantasy vaccation rental where you'll swear you can hear a pin drop Emerald Beach #1 - Solandra photo

Barbados

Beachfront | Pool | AC

from $650/Nt
All adult villa with swimming, snorkeling, and beachcombingfor those who can't get enough of the ocean Emerald Beach #2 - Allamanda photo

Barbados

Beachfront | Pool | AC

from $700/Nt
This beautiful villa faces west, so island sunsets take center stage each evening. Emerald Beach common pool

Barbados

Beachfront | Pool | AC

from $700/Nt
Relaxing and spacious villa is right on the beach, with great views, a large pool, and an on-site staff. Emerald Beach 4 - Plumbago is a gem set in the beautiful Community

Barbados

Beachfront | Pool | AC

from $700/Nt
If you're looking for pampered and spoiled, this is where you want to be Emerald Beach #5 - Aspicia photo

Barbados

Beachfront | Pool | AC

from $750/Nt
Penthouse suite with covered dining and outdoor living, three spacious bedrooms, and chic decor. Balcony living area at Golden Sunset

Barbados

Beachfront | AC

from $750/Nt
Charming resort community villa close to the beach. Hibiscus has a private plunge pool as well as access to the Merlin Bay common pool

Barbados

Beachfront | Pool | AC

from $485/Nt
On the beachfront, with an on-site gym and within an easy walk of restaurants and shopping 1 & 2 BR rates available. Schooner Bay #205 photo

Barbados

Beachfront | Pool | AC

from $400/Nt
Tropical, expansive villa with three independent bedrooms and beautiful sea views. 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
Casa Bella Villa in the DR: the privacy of a gated community right on the sand Casa Bella Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $800/Nt
Enjoy sea views and luxurious accommodations amidst a five-star private island resort. Has specials. Private pool at Lucky House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Luxury resort villa that puts a private beach, spa, and water sports at your disposal. Has specials. Spectacular beachfront pool at Dhyani House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Gorgeous three-bedroom villa offers outstanding views, exceptional service, and privacy in COMO Parrot Cay private island resort. Has specials. The pool at Rocky Point villa!

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
If you want to be a short walk from the beach, tennis courts, golf courses, and restaurants, you'll love this villa. 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
Private garden on the roof offers one of the best views on the island. Eden on the Sea at Merlin Bay photo

Barbados

Beachfront | AC

from $550/Nt
Charming villa in a gated community with private plunge pool on Barbados' gorgeous west coast The Casuarinas At Old Trees #9 photo

Barbados

Beachfront | Pool | AC

from $850/Nt
Located right on the beach, this gem catches the sea breezes and offers undisturbed views of the ocean. Caprice at Old Trees Bay photo

Barbados

Beachfront | Pool | AC

from $850/Nt
Le Moulin's signature windmill beckons you to relax in paradise. 1 & 2 BR rates available. The landmark -Windmill- at Le Moulin Villa

Saint Jean, St. Barts

Beachfront | Pool | AC

from $1714/Nt
Close to the Atlantis Resort and Cupecoy Beach, this villa offers entertainment for every guest. 2 BR rate available. 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 is comfort and luxury combined Sandy Cove Resort

Barbados

Beachfront | Pool | AC

from $950/Nt
A tropical beachfront haven with endless amenities and a Cayman Kai location. Kailypso Villa photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $450/Nt
With a 2,500 ft. deck and 1350 sq. ft. infinity pool, you'll have all the space you need to unwind. Has specials. Island Beach Villas at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6490/Nt
Three-bedroom beachfront villa on Turks and Caicos, with beachside luxury and relaxation. Has specials. COMO Villa at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $5490/Nt
Open floor plan and high ceilings trap the cool sea breezes all day long in this dreamy Barbados vacation spot Old Trees Bay #7 photo

Barbados

Beachfront | AC

from $1005/Nt
This condo offers everything you would expect from the Ritz Carlton-luxury, privacy, and more amenities than you can count The Ritz Carlton Club Condo photo

St. Thomas, USVI

Beachfront | AC

from $915/Nt
A modern resort villa ideal for two couples at the heart of Paynes Bay. 2 BR rate available. Paynes Bay Beach just a short walk  from Coral Cove

Barbados

Beachfront | AC

from $500/Nt
Two couples or a family will love these penthouse views and modern amenities. Coral Cove #15 photo

Barbados

Beachfront | AC

from $750/Nt
Open, inviting villa steps from Gibbs Bay. 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; elevator access to all floors 2 BR rate available.
Has specials.
Sandy Hook 21 photo

Barbados

Beachfront | AC

from $295/Nt
Perfect for family beach getaways right on Grace Bay. Fantastic snorkeling right off the beach. 2 BR rate available. Ocean kayaks - Ask for availability

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $700/Nt
This beachfront, amenity-packed home is the quintessential family vacation villa. Conch Beach Villa is located on the beautiful Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $850/Nt
Step right off the terrace and onto Mullins Beach, or take advantage of nearby golf and tennis. Aquamarine is located just steps away from Mullins Beach

Barbados

Beachfront | AC

from $410/Nt
Stunning water views, a path right to the beach, and this 3-story townhouse is an ideal choice for couples or families. Chanel #5 is a townhouse located on Mahogany Bay Beach

Barbados

Beachfront | Pool | AC

from $595/Nt
Watch the sunset and listen to the crashing waves below the deck at this Mullins Beach villa. 2 BR rate available. Easy Reach photo

Barbados

Beachfront | AC

from $590/Nt
Beachfront villa with private bedrooms, beach access, and a convenient location perfect for any family. Fathom's End - Mahogany Bay is located right on the beach at Mahogany Bay

Barbados

Beachfront | Pool | AC

from $595/Nt
Firefly is in an eight-villa beachfront complex with manicured gardens and Mediterranean design. Views of the ocean from the patio at Firefly

Barbados

Beachfront | Pool | AC

from $350/Nt
Privacy and intimacy abound at this three-story Merlin Bay villa. Large resort pool at Merlin Bay with the ocean just in the background

Barbados

Beachfront | Pool | AC

from $500/Nt
Sapphire Beach 505 is ideally situated on the vibrant south coast 2 BR rate available.
Has specials.
Sapphire Beach #505 has a great patio with ocean views

Barbados

Beachfront | AC

from $325/Nt
Vibrant villa in a well-kept community with a shared pool, beach access, and an ideal location. Nutmeg at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
Ocean View has a sunken living room that invites intimate gatherings, and a garden that would inspire any traveler. Ocean View at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $415/Nt
Enjoy your own tropical paradise without sacrificing any convenience. Secret Garden at Merlin Bay photo

Barbados

Beachfront | AC

from $485/Nt
Casual beachfront villa with two kitchens, a guest cottage, and an ideal location. 2 BR rate available. A view to the ocean from the patio at Church Point Two

Barbados

Beachfront | Pool | AC

from $500/Nt
Resort villa in an exclusive community with elegant design. 2 BR rate available. The Schooner Bay complex is located on the beautiful Godings Bay

Barbados

Beachfront | AC

from $500/Nt
Lovely beachfront villa with fitness facilities near Speightstown 1 & 2 BR rates available. Schooner Bay #207 photo

Barbados

Beachfront | AC

from $540/Nt
Traditional Barbados villa with direct access to the famous Gibbes Beach. Waverly House is tucked into lush tropical greenery just along Gibbs Beach

Barbados

Beachfront | Pool | AC

from $915/Nt
Classic yet chic beachfront villa on Gibbes Bay. Plunge pool and gardens leading to the beach at Waverly Villa

Barbados

Beachfront | Pool | AC

from $600/Nt
Beachfront villa with three stories and three twin suites. Ocean's Edge Villa  - Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
Handicap accessible villa with lovely views and thoughtful design. 2 BR rate available. Sea Sand Sun Villa photo

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $1257/Nt
Kayaks, a private beach, and a rooftop deck complete this villa and guest cottage. 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
Newly Refurbished Reeds House Penthouse #14 offers luxury and gorgeous views 2 BR rate available. Amazing Caribbean views from Reeds House Penthouse #14

Barbados

Beachfront | AC

from $795/Nt
Small, quiet, luxurious resort with ocean views from every room and five-star amenities. 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
Crystal Dream Villa: a lovely 3 bedroom beachfront oasis sheltered in a cove on St. Jean Beach 1 & 2 BR rates available. Crystal Dream Villa photo

Saint Jean, St. Barts

Beachfront | Pool | AC

from $804/Nt
Great 3-bedroom villa on Flamands Beach in St. Barts boasts stunning views and a convenient location 2 BR rate available. Private waterfront pool at Ecoute les Vagues

Flamands, St. Barts

Beachfront | Pool | AC

from $600/Nt
Each villa has a balcony overlooking Grace Bay at this luxury resort complex. 1 & 2 BR rates available.
Has specials.
The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $875/Nt
Spacious 3-bedroom villa sits right on the beach and is close to lots of island amenities, but is still very private Latitude Villa photo

Barbados

Beachfront | Pool | AC

from $1185/Nt
3-bedroom apartment on the beautiful West Coast of Barbados is perfect for adults and children and is close to Holetown attractions 1 & 2 BR rates available. Glitter Bay Complex

Barbados

Beachfront | Pool | AC

from $575/Nt
Stunning Dover Beach sea views and upscale accommodations in this beachfront three-bedroom suite Sapphire Beach #203 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Three-bedroom Dover Beach condo with incredible views is just minutes from exclusive St. Lawrence Gap Sapphire Beach is a beautiful Complex

Barbados

Beachfront | Pool | AC

from $352/Nt
For luxurious views, accommodations, and privacy, this beachfront three-bedroom villa is a dream come true (literally!) 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
This beautiful, three-bedroom oceanfront apartment puts you at the edge of Dover Beach. Sapphire Beach #307 photo

Barbados

Beachfront | Pool | AC

from $352/Nt
Stunning beachfront resort villa has spectacular views, access to Grace Bay Beach, and includes resort amenities of the West Bay Club. Has specials. The West Bay Club from Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1680/Nt
Affordable, upscale, AND beachfront! This great 3-bedroom apartment is right on Dover Beach and near St. Lawrence Gap Sapphire Beach resort

Barbados

Beachfront | Pool | AC

from $352/Nt
Luxurious Paynes Bay penthouse with activities for every traveler. Coral Cove complex

Barbados

Beachfront | AC

from $850/Nt
Stunning ocean views, beach access, and tons of amenities await you at this comfortable 3-bedroom condo. The pool and view of the ocean from Sapphire Beach

Barbados

Beachfront | AC

from $352/Nt
Resort living right on the beach! 3-bedroom apartment looks out to the ocean and is conveniently located near St. Lawrence Gap 2 BR rate available. Sapphire Beach #205 photo

Barbados

Beachfront | AC

from $335/Nt
Enjoy a stunning view of Dover Beach while basking in the luxury of Barbados Sapphire Beach #213 photo

Barbados

Beachfront | Pool | AC

from $352/Nt
Rethink your priorities with the Dover Beach breeze rushing over you at this Sapphire Beach rental The Sapphire Beach community

Barbados

Beachfront | Pool | AC

from $352/Nt
Beachfront, steps from Payne’s Bay, St. James, Coral Cove #8 is a stylish apartment with terrific views The balcony at Coral Cove # 8 has a hot tub!

Barbados

Beachfront | AC

from $550/Nt
Indulgent beach living offers ocean view from penthouse porch in a gated community 1 & 2 BR rates available. The Lookout - Schooner Bay 307 at the Schooner Bay Resort

Barbados

Beachfront | Pool | AC

from $800/Nt
Resort pool, ocean front property and boardwalk nearby Palm Beach Complex in Barbados

Barbados

Beachfront | Pool | AC

from $475/Nt
Enjoy a beachfront view from your intimately designed balcony while relaxing in the Jacuzzi. Sit on the patio at Coral Cove 12 and enjoy beautiful views of the Caribbean

Barbados

Beachfront | AC

from $550/Nt
Located directly on Paynes Beach, with an open-concept floor plan and sleek, modern design. Coral Cove #5 - Shutters photo

Barbados

Beachfront | AC

from $550/Nt
Beachfront beauty with ocean views, open design, and activity nearby. Coral Cove 6  - The Ivy has great views from the patio - Plus a hot tub

Barbados

Beachfront | AC

from $550/Nt
Spacious three bedroom with ocean view and fabulous property amenities 1 & 2 BR rates available. The Schooner Bay complex pool

Barbados

Beachfront | AC

from $480/Nt
Off the beaten path, this is a true Caribbean beachside gem. 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
Right on the water with beachside accommodations, this Coral Cove unit is the perfect fit for any group of 6. Coral Cove #7 in the Coral Cove Complex is located directly on Paynes Bay Beach

Barbados

Beachfront | AC

from $550/Nt
A relaxing beachfront villa on Cupecoy with a fantastic beach life and a number of activities from which to choose 2 BR rate available.
Has specials.
Bahari Villa photo

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $715/Nt
Spacious penthouse suite on Dover Beach with nautical decor and gorgeous ocean views. Sapphire Beach Complex

Barbados

Beachfront | Pool | AC

from $330/Nt
A warm, three-bedroom beachfront villa located on the edge of St. Lawrence Gap. A sandy stretch of beach along the front of Arcadia Villa

Barbados

Beachfront | Pool | AC

from $450/Nt
Exceptional island getaway totally secluded from the rest of the island, located in private Cayman Kai. Has specials. Your own private beach at Fingertip Villa

Grand Cayman, Cayman

Beachfront | AC

from $495/Nt
Waterfront villa with private access to a reef-protected bay, maximum privacy, and a screened porch. Has specials. An aerial view of Fishbones Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $475/Nt
A beautiful beachfront villa with two king suites, a guest cottage, and snorkeling. 2 BR rate available. The beautiful beachfront for Church Point Four Villa

Barbados

Beachfront | AC

from $400/Nt
Beachfront villa on Gibbes Beach with ample outdoor dining and an outdoor shower. La Lune is located on Gibbs Bay Beach

Barbados

Beachfront | AC

from $750/Nt
Lorient Beach villa with identical bedrooms and walking distance to town, the beach, and dining. 1 BR rate available. Les Basses photo

Lorient, St. Barts

Beachfront | Pool | AC

from $600/Nt
Understated luxury and ultimate privacy right on the beach. Has specials. The Two Bedroom Beach House at Como Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $4195/Nt
Personalized amenities in a clean-lined, simply luxurious retreat. 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
Luxurious beachfront villa with equal bedrooms and a huge pool. 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 $686/Nt
South Caicos resort villa with two equal bedrooms. Has specials. 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
Residential beachfront condominium on the Platinum Coast. 1 BR rate available. Schooner Bay 204 has amazing views of the ocean

Barbados

Beachfront | AC

from $350/Nt
Split-level beachfront property with resort amenities. Great views of the ocean from Sapphire Beach 104

Barbados

Beachfront | AC

from $268/Nt
Grace Bay home with easy access to Provo's best activities. Sandpiper photo

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $600/Nt
Beachfront beauty with warm, open design and ocean views. 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
Secluded apartment with private beach is spacious and ideally located near restaurants Secret Cove #1 photo

Barbados

Beachfront | AC

from $445/Nt
A beautiful villa located on the Coral Reef beachfront with lots of island activities to choose from La Nina at Coral Reef photo

Saint Jean, St. Barts

Beachfront | AC

from $1008/Nt
Halcyon at Old Trees Bay has a unique atmosphere and is close to the beaches of Sandy Lane Hotel Halcyon at Old Trees Bay photo

Barbados

Beachfront | Pool | AC

from $600/Nt
Great, big sea views and close to the action in Speightstown in this 2 bedroom apartment 1 BR rate available. The view from Schooner Bay 401 - Electra, is beautiful.

Barbados

Beachfront | AC

from $350/Nt
Amazing views in a picturesque and relaxed setting Glitter Bay Resort

Barbados

Beachfront | AC

from $525/Nt
Impeccable and secluded villa in the exclusive Baie Rouge area has incredible sea views and tons of perks. La Vie En Bleu Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1500/Nt
A wonderful villa located directly on the Anse des Cayas beachfront that makes you feel right at home 1 BR rate available. Key Lime Villa photo

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $390/Nt
Spacious two-bedroom condo on Alleynes Bay with spectacular ocean views and beach access 1 BR rate available. Views from the patio at Glitter Bay 204 - Frangipani-

Barbados

Beachfront | AC

from $340/Nt
The Ritz Carlton Club Condo offers the best in both private and social areas for couples or small families traveling together The Ritz Carlton Club Condo photo

St. Thomas, USVI

Beachfront | AC

from $730/Nt
Luxury Resort Villa with Kids Club The Ritz Carlton Club Suite Condominium photo

St. Thomas, USVI

Beachfront | AC

from $730/Nt
Elegant, secluded villa with a beachfront location and lush tropical gardens. Senderlea Villa photo

Barbados

Beachfront | Pool | AC

from $635/Nt
Beach lovers will fall in love with this clean, reasonably priced beauty. Coral Cove 1 has a great patio to lounge on and enjoy the tropical atmosphere

Barbados

Beachfront | AC

from $495/Nt
Comfortable, family-friendly villa right on Mullins Beach. Sunset Reach Villa photo

Barbados

Beachfront | AC

from $455/Nt
Families with teenagers or couples will love this cozy beachfront villa. Coral Cove

Barbados

Beachfront | AC

from $405/Nt
Very private beachfront condo with lush garden, pool, and modern amenities 1 BR rate available. Reeds House #10 photo

Barbados

Beachfront | Pool | AC

from $350/Nt
Beachfront condo with great water and garden views and private pool is ideal for couples Reeds House #5 Surfs Up has a great back yard spa pool

Barbados

Beachfront | Pool | AC

from $395/Nt
Beautiful 2-bedroom condo in Barbados is just steps from the beach and offers panoramic ocean views from the terrace 1 BR rate available. View of the ocean from the villa

Barbados

Beachfront | Pool | AC

from $300/Nt
Serene yet packed with tons of sporting options, Serenity condominium is close to the action Glitter Bay 202 Serenity photo

Barbados

Beachfront | AC

from $350/Nt
Spacious apartment on Barbados' West Coast has amazing ocean views and is just steps from the pool Has specials. The pool area at Villas on the Beach 103

Barbados

Beachfront | AC

from $404/Nt
This spacious villa offers a serene tropical atmosphere close to Holetown and the beach. 1 BR rate available. Glitter Bay Complex

Barbados

Beachfront | AC

from $420/Nt
Newly remodeled two-bedroom apartment comes with lots of amenities and direct access to the beach and pool 1 BR rate available. Glitter Bay 103 Sea View offers great ocean views

Barbados

Beachfront | Pool | AC

from $340/Nt
Enjoy amazing beach views and al fresco dining with help from a first-class wait staff. Enjoy the free form pool in the garden area of the Old Trees complex

Barbados

Beachfront | Pool | AC

from $600/Nt
Stylish and comfortable, you'll find complete relaxation here on Barbados' platinum west coast 1 BR rate available. Glitter Bay 211 Sea Wind has great views from the balcony

Barbados

Beachfront | Pool | AC

from $300/Nt
Newly refurbished condo on Barbados' West Coast with amazing beach, large pool, restaurant and the best kids pool on the island 1 BR rate available. Glitter Bay 113 Sea Wind 2 has a great patio

Barbados

Beachfront | AC

from $300/Nt
Unique apartment in the Schooner Bay complex with access to fitness equipment and close to Cobbler Cove Hotel 1 BR rate available. The resort pool at Schooner Bay

Barbados

Beachfront | Pool | AC

from $350/Nt
Two-bedroom condo with luxury furnishings, huge communal pool, and quick access to the beach 1 BR rate available. Schooner Bay #206 - The Palms photo

Barbados

Beachfront | AC

from $350/Nt
This cozy and comfy penthouse boasts spectacular ocean views and easy access to the beach, plus lots of amenities 1 BR rate available. The patio at Reeds Penthouse #13

Barbados

Beachfront | Pool | AC

from $450/Nt
Enjoy the views from the hammock at Raisiners Villa on Flamands Beach 1 BR rate available. Enjoy views of Flamands Bay from Raisiniers Villa

Flamands, St. Barts

Beachfront | Pool | AC

from $400/Nt
Just steps from Lorient Beach, this very private and cozy villa is the perfect getaway for honeymooners Les Sables sits just at the end of Lorient Bay

Lorient, St. Barts

Beachfront | Pool | AC

from $671/Nt
Flamands Beach villa with a wraparound terrace and all-white interior. Lounge on the beachfront deck at Fay Villa

Flamands, St. Barts

Beachfront | AC

from $857/Nt
A gorgeous 2-bedroom resort villa on famous Grace Bay Beach - West Bay Club has a restaurant, beach bar and staff to attend to your vacation needs. Has specials. Grace Bay Beach along the West Bay Club

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1020/Nt
Airy 2-bedroom apartment, close to the beach and amenities, offers views, pool, privacy, and service 1 BR rate available. The view of the ocean from Glitter Bay 101 - Oceanside

Barbados

Beachfront | Pool | AC

from $340/Nt
Open 2-bedroom villa boasts tons of privacy, access to Flamands Beach, and unforgettable ocean views 1 BR rate available. Lounge poolside at Do Dragon Villa

Flamands, St. Barts

Beachfront | Pool | AC

from $371/Nt
Privacy awaits your every move on vacation at Polaris Villa 1 BR rate available. Polaris Villa photo

Flamands, St. Barts

Beachfront | AC

from $571/Nt
A Wyndham Resort stay with a beachfront location and tons of activity options! Rio Mar Beach Resort Luxury Ocean Villa photo

Northeast Coast, Puerto Rico

Beachfront | Pool | AC

from $450/Nt
When privacy and luxury are your biggest holiday concerns, La Sirène Villa is the only way to go 1 BR rate available. Beachfront pool at La Sirène Villa

Flamands, St. Barts

Beachfront | Pool | AC

from $553/Nt
Luxury apartment on beautiful Simpson bay 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
This Palm Beach stay offers guests spectacular elegance and ease for their Barbados vacation and comes with gym, pool, and beach access and nearby local hotspots! Palm Beach 405 is located in the beautiful Palm Beach Resort Complex

Barbados

Beachfront | AC

from $375/Nt
Privacy and proximity to the beach, perfect for ocean-lovers and kids. Sandra and Jessica Villa photo

Lorient, St. Barts

Beachfront | AC

from $786/Nt
Modern oceanfront home with gorgeous swimming pool 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: a condo-style vacation spot that makes time by the water a breeze 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
The best snorkeling spot on the island. Wild Cherry photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $757/Nt
A modern stay in classic, Caribbean style. 1 BR rate available.
Has specials.
Soalire Villas are located on Pelican Bay with a beautiful stretch of sandy beach

Anguilla

Beachfront | Pool | AC

from $500/Nt
A Grace Bay dream villa that is right on the beach and features outdoor showers, an infinity pool, an excellent snorkeling reef, and restaurants nearby Plum Wild Villa is located on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $686/Nt
Grace Bay villa with amazing sunset views and easy access to snorkeling reefs. Beach Kandi has endless Caribbean views

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1400/Nt
This two-bedroom beachfront island home offers a pool, wet bar, and water sports equipment. Coccoloba Beach House is located on Taylor Bay

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $557/Nt
Open-air villa with two bedrooms and outdoor living. 1 BR rate available. Cayo Espanto - Casa Aurora photo

Belize

Beachfront | Pool | AC

from $2195/Nt
This over-water bungalow has a private chef, a boat dock, and two stories of open-air living. 1 BR rate available. Cayo Espanto - Casa Estrella photo

Belize

Beachfront | Pool | AC

from $2395/Nt
Open-plan luxury beach house with private pool and direct access to Grace Bay beach. Hawksbill Beach House has a private beachfront pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1450/Nt
Intimate resort community with two-bedroom villas and a beautiful beachfront location. Has specials. Meads Bay Beachfront photo

Anguilla

Beachfront | Pool | AC

from $950/Nt
Romantic getaway just a few steps from the beach and a short walk from pristine Chalk Sound. Sun set from the patio at Bari Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
One of three honeymooner villas on the gentle and tranquil Sapodilla Bay. The beachfront pool at Capri Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Walk from this romantic villa to the beach and dining on the beach. Sardinia Villa is located near Taylor Bay on the beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Simple yet luxurious villa in a trio of rentals on Taylor Bay Beach. Enjoy the setting sun over Sapodilla Bay from Sorrento Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Romantic getaway right on the beach of Sapodilla Bay. A private beach side pool at Amalfi Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $547/Nt
Spacious Schooner Bay apartment with beach access. A very short walk to Speightstown restaurants and grocery stores. The Resort pool at Schooner Bay

Barbados

Beachfront | AC

from $250/Nt
Enjoy views, privacy, and your own cook at this intimate one-bedroom cottage. Just step through the gate and you are on the beach

Barbados

Beachfront | Pool | AC

from $595/Nt
Cute, affordable apartment near Speightstown has beach access and a large pool Schooner Bay #112 - Moonshine photo

Barbados

Beachfront | AC

from $250/Nt
Embrace romance on the edge of Grace Bay at this warm beachfront villa. Beach Shack Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $636/Nt
Restful and serene Caribbean beachfront retreat. Callaloo Cottage is located on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $400/Nt
Nearby Cobblers Cove Hotel offers plenty of water sports and recreational activities Schooner Bay 108 - Chilterns has amazing ocean views

Barbados

Beachfront | Pool | AC

from $300/Nt
Spacious and modern paradise for two with a beautiful sea view Enjoy an ocean side walk at Cap Frehel

Saint Jean, St. Barts

Beachfront | AC

from $610/Nt
Modern luxury for two directly on the western end of Grace Bay Beach. Private pool at Water Edge Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $550/Nt
This upscale villa offers tons of privacy and immediate access to Grace Bay Beach. Endless Caribbean views form the patio balcony at Sea Edge Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $500/Nt
The perfect honeymoon getaway just steps from a white sand beach. Sea Edge, Ocean Edge, and Water's Edge

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $342/Nt
This 1 bedroom resort villa is luxurious and comfortable, and right on the beach Has specials. The West Bay Club has a beautiful pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $630/Nt
A one-bedroom beachfront villa that is conveniently close to the restaurants and shops of St. Jean. Cap Plage Villa photo

Saint Jean, St. Barts

Beachfront | AC

from $286/Nt
An intimate one-bedroom right on Sapodilla Beach with a private pool, second-story bedroom, and views that you will remember forever 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
The ocean surrounds this one-bedroom beauty off the coast of Belize. Cayo Espanto - Casa Solana photo

Belize

Beachfront | Pool | AC

from $1595/Nt
Rekindle romance just inches from the turquoise sea. Cayo Espanto - Casa Olita photo

Belize

Beachfront | Pool | AC

from $1995/Nt
1500 square foot, one-bedroom bungalow on a private island. Cayo Espanto - Casa Mañana photo

Belize

Beachfront | Pool | AC

from $1895/Nt
Gorgeous honeymoon suite with open-air design and easy ocean access. Cayo Espanto - Casa Brisa photo

Belize

Beachfront | Pool | AC

from $1795/Nt
This over-the-water villa is surrounded by the sea and sits at the end of a 150-ft dock. Cayo Espanto - Ventanas photo

Belize

Beachfront | AC

from $1695/Nt