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. Calivigny Island - Just South of Woburn Bay, Greneda

Grenada

Beachfront | Pool | AC

from $120000/Nt
This large villa complex combines three villas into one estate and is the ultimate location for a group. Has specials during your dates. The Pearls of Long Bay Estate consist of Pearl East, Pearls West and Lidia House

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $21000/Nt
6, 7, 8, 9, 10, 11, 12, 13 & 14 BR rates available. Over Yonder Cay is a spectacular exclusive private island south of Nassau in the Bahamas

Exuma and Cays, Bahamas

Beachfront | Pool | AC

from $46000/Nt
Two luxurious Grace Bay villas in one easy rental. Beachfront views from Sentosa Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $22000/Nt
A quietly luxurious, All-Inclusive Hideaway 8 BR rate available. Three Bees at Harbour Island photo

Harbour Island, Bahamas

Beachfront | Pool | AC

from $24286/Nt
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 $39000/Nt
This totally private island will make you feel like royalty. Beach and water sports on Necker Island

Necker Island, BVI, British Virgin Islands

Beachfront | Pool | AC

from $57500/Nt
This private, beachfront villa has a full staff and five-star amenities for everyone in your party. 9 BR rate available.
Has specials during your dates.
The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
Spoil yourself with luxury amenities, beach access, and gorgeous views inside and out at this private island villa estate. 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. Parrot Cay Resort - The Residence photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $21500/Nt
2, 3, 4, 5, 6, 7, 8 & 9 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 $6000/Nt
Sophisticated, three-story home perfect for family vacation or getaway with friends. 5 BR rate available. The Beach House at Calivigny Island

Grenada

Beachfront | Pool | AC

from $40000/Nt
A beautiful stretch of sandy beach along the front of Casa de Campo #131

Casa de Campo, Dominican Republic

Beachfront | Pool | AC

from $11200/Nt
Waterfront gem with secluded location, full staff, and a spacious layout. 5 & 8 BR rates available.
Has specials during your dates.
Indigo Villa photo

Anguilla

Beachfront | Pool | AC

from $6860/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 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 offers two swimming pools and two beaches on 2.5 acres 5 & 8 BR rates available.
Has specials during your dates.
Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Anguilla

Beachfront | Pool | AC

from $7750/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 $7245/Nt
Large beachfront estate with two pools that's ideal for family and friends alike. 5, 6, 7, 8 & 9 BR rates available. Casa Sunshine photo

Guana Bay (Dutch Side), St. Martin

Beachfront | Pool | AC

from $1214/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 $6800/Nt
Chic and modern home with nine suites and tons of outdoor space. 5 BR rate available. The Overhang House at Calivigny Island

Grenada

Beachfront | Pool | AC

from $35000/Nt
Glamorous, spacious villa with ultra luxurious amenities and a full staff. La Dolce Vita photo

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. Ocean kayaks  (always check for current condition/availability)

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from $6750/Nt
Luxurious, bright pink villa on a pink sand beach. La Palmeraie offers many luxury amenities - including a heated pool

Harbour Island, Bahamas

Beachfront | Pool | AC

from Call for rates
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 $2536/Nt
Sun, sand, and swimming on Plum Bay Beach for numerous guests with the villa's 9 bedrooms. 5 BR rate available. 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 $6000/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 $2464/Nt
Incredible high-end villa has tons of privacy, a superb beach, and every luxury imaginable 8 BR rate available. Amazing pool area and tropical landscape features at Greensleeves

Barbados

Beachfront | Pool | AC

from $7500/Nt
Spacious home away from home on Long Bay Beach. Has specials during your dates. Luxury pool and patio areas at Santosha Villa on Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $7000/Nt
Luxury oceanfront property with seven bedrooms, water-sports equipment, and access to Seven Mile Beach. Has specials during your dates. Coconut Walk Villa at twilight

Grand Cayman, Cayman

Beachfront | Pool | AC

from $5000/Nt
Ideal location for a large group vacation with a gorgeous ocean backdrop. A aerial view of Conch and Milestone Villas

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5730/Nt
This Punta Cana Resort villa makes relaxation and entertainment a cinch. 5, 6 & 7 BR rates available. La Serena Villa features a private dock that brings you to a beautiful private sandy beach

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $2670/Nt
Secluded villa has 6 bedrooms and access to Sandy Lane Beach, along with a large pool and staff. 2 & 6 BR rates available. Pool in the evening

Barbados

Beachfront | Pool | AC

from $500/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 $4950/Nt
Get the feeling of the Old Colonial style of villa here, but with recent renovations as well 5 BR rate available. Lawn and entry to St. Helena Villa

Barbados

Beachfront | Pool | AC

from $2500/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
Water, water everywhere at La Reve Villa with water lily and cascading ponds to greet you. 6 BR rate available. Le Reve Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $6143/Nt
Deluxe villa with a secluded beach on one side and restaurants and activities on the other. Kaiku Villa beach front

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1960/Nt
Beachfront architectural masterpiece with butler, sports courts, and full entertainment system. African Sapphire Villa is just one of the -jewels- of the Villas at Altamer

Anguilla

Beachfront | Pool | AC

from $3571/Nt
Privacy and luxury for large groups on a two acre, beachfront tropical haven. Sunrise Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $2000/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. Has specials during your dates. 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 Villa photo

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. Fischer\'s Reef Villa is located right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Tropically high-tech, this 8-bedroom villa offers guests a multilevel pool, waterfall, golf simulator, tennis/basketball court, and signing privileges at nearby resorts. 5 BR rate available. Nevaeh Villa photo

Anguilla

Beachfront | Pool | AC

from $5980/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 during your dates.
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 during your dates.
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 $6500/Nt
This villa was made for family vacations, with four levels and ample lounging space. 6 BR rate available.
Has specials during your dates.
Our Cayman Cottage sits along a beautiful stretch of  beach on the north side of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1200/Nt
Varadero photo

Cap Cana, Dominican Republic

Beachfront | Pool | AC

from $5070/Nt
Open, chic beachfront villa with a family-friendly design. Has specials during your dates. Evolution Vill offers it all - right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2300/Nt
This villa was designed to maximize privacy and relaxation, with three levels of suites and a separate apartment. Has specials during your dates. Tatenda Villa is a beautiful beach front home just along South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2300/Nt
Beautiful, well-designed villa with amazing outdoor space. Has specials during your dates. The pool and beautiful beach at Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

from $3100/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 photo

St. Thomas, USVI

Beachfront | Pool | AC

from $1399/Nt
On Baie Rouge Beach, L'Oasis Villa offers instant beach access with sporting activities nearby 4, 5 & 6 BR rates available. L\'Oasis is perched above the beauty of Baie Rouge beach

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $4429/Nt
Beachfront villa great for families and groups, with entertainment for kids and adults alike. Coral Reef Villa is situated directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2860/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 photo

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 beachfront Property

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. Relax by the pool and enjoy island luxury at La Plage Villa

Lorient, St. Barts

Beachfront | Pool | AC

from $4571/Nt
Beachfront villa with an open design and golf course access. Phoenix Villa at Tryall photo

Montego Bay, Jamaica

Beachfront | Pool | AC

from $2338/Nt
Six bedroom oceanfront property with a protective coral reef 6 BR rate available.
Has specials during your dates.
Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. 5 & 6 BR rates available.
Has specials during your dates.
Aerial view of Villa Mora

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1600/Nt
Enjoy simple luxury in this seven-bedroom beachfront home on Long Bay. 4 BR rate available.
Has specials during your dates.
The entertainment patio and pool area at Conched Out Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1400/Nt
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $1920/Nt
This secluded, luxury beach house boasts fantastic amenities on over four tropical acres. Turtle Tail Estate photo

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $10000/Nt
A luxuriously modern 5-bedroom beachfront villa. An aerial view of the Mandalay Villa property

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $7000/Nt
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 $2564/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 $4571/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 $4571/Nt
Tuscan-style villa in a gated community a short walk from the beach. Casa Barana has amazing views of the Caribbean

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1200/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 $2929/Nt
Three intimate villas perfect for a family vacation or romantic getaway. The beach front at the Beach Bungalows on Calivigny Island

Grenada

Beachfront | AC

from $27000/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 during your dates. Beachfront pool at Oceanus Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2300/Nt
Long Bay property with an equally-stocked main villa and guest house. 2 & 4 BR rates available. Brise de Mare is located on the beautiful shores of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $900/Nt
Unique house with a cottage-just a stone's throw from 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 await you at Landfall Villa Amazing beachfront property of Landfall Villa

Barbados

Beachfront | Pool | AC

from $3950/Nt
Gordon Villa: Secluded and very private in the Dominican's prestigious Hideaway Beach GO Villa photo

Sosua, Dominican Republic

Beachfront | Pool | AC

from $800/Nt
Beachfront villa with private pool that our readers rave about 4 & 5 BR rates available.
Has specials during your dates.
Enjoy endless views of the ocean from Calypso Blue Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/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 $4750/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 $1676/Nt
Bright, modern and private villa situated on Providenciales' coveted Long Bay Beach. 3 & 5 BR rates available. Aerial views from the ocean

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1500/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 $1870/Nt
Gorgeous beachfront villa has stunning sunset views over the water, and plenty of space and privacy for everyone in your group. 4 BR rate available. Relax in a rocker and enjoy the beautiful views of the Caribbean from the porch at Belair Villa

Barbados

Beachfront | AC

from $925/Nt
All modern amenities and entertainment options, Les Trois Jours Villa is great for groups who want to enjoy life together. 5 BR rate available. Les Trois Jours photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1929/Nt
Large and grand luxury villa on the western end of Grace Bay. 3 & 4 BR rates available. Tamarind Villa with Grace Bay in the distance

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1086/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 $1579/Nt
Large families or groups of travelers will love this three-level oceanfront luxury home. 2 & 3 BR rates available. Sterling House photo

Tortola, BVI, British Virgin Islands

Beachfront | Pool | AC

from $600/Nt
Eclectic estate on the southern shore with its own private beach and bay. The Mani property is one largest high-end destinations in the Turks and Caicos

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Family-friendly villa with a bunk room, huge Great Room, outdoor amenities, and an ideal location in Rum Point. Has specials during your dates. The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2700/Nt
Six-bedroom seaside villa with private courtyard and large entertainment area 5 BR rate available.
Has specials during your dates.
Moon Kai has a beachfront pool where you can lounge in the Caribbean sun

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2225/Nt
Grand and spacious ocean front property with some of the best snorkeling on the island 4 & 5 BR rates available. Far Tortuga Villa is on the north side of Grand Cayman, on the way to Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $845/Nt
Large estate home set on three acres with pool and beach front access 4 BR rate available. Tropical luxury surrounds the pool area and views of the ocean at Gardenia Villa

Barbados

Beachfront | Pool | AC

from $2900/Nt
Don't lift a finger during your stay at Kishti Villa! 4 BR rate available.
Has specials during your dates.
Kishti Villa on Meads East photo

Anguilla

Beachfront | Pool | AC

from $4200/Nt
Modern beachside villa with sound system, expansive outdoor space, and a gourmet kitchen. 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 during your dates. Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2300/Nt
Cascade Villa provides guests with the utmost in privacy, ocean views, and jaw-dropping pool design. 4 BR rate available. Sunset over the Caribbean - from Cascade Villa

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1643/Nt
A Leeward beach house with an unbeatable Grace Bay setting, modern luxury, and superior accommodations. 4 & 5 BR rates available. Amazing beachfront pool at Awa Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Las Hamacas Villa photo

Cap Cana, Dominican Republic

Beachfront | AC

from $5870/Nt
Two story, beachfront villa with spacious rooms and a large balcony. 4 & 5 BR rates available.
Has specials during your dates.
Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1550/Nt
South Sound Beach villa with five star amenities and no shortage of entertainment. Has specials during your dates. Point of View Villa is located on a picturesque Caribbean beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $3100/Nt
Spectacular beachfront private island estate offers Balinese luxury. 2 & 3 BR rates available. A private cabana sits beachfront at Love Pumpkin

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $8000/Nt
The ultimate in modern beachfront luxury, with sleek design and privacy. 3 BR rate available. Eos is a beachfront villa that is located directly on Long Bay

Eos

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/Nt
Modern villa luxury with amenities. 3 BR rate available. Helios Villa on Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/Nt
Amenities and privacy - a hard combination to find. 3 BR rate available. Hyperion is flanked by two sister villas ideally located on Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/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 $3800/Nt
Privacy and luxury within a secluded beach hideaway. 3 & 4 BR rates available.
Has specials during your dates.
The pool and view of the ocean from Beach Enclave Ocean View Villas

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $2000/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. 4 BR rate available. Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | AC

from $845/Nt
The Beach House photo

St. Thomas, USVI

Beachfront | AC

from $1400/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 during your dates. White Cottage is a great beachfront villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/Nt
Gated two-story estate with three levels of outdoor space and chic amenities. Has specials during your dates. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1425/Nt
Beachfront, bohemian villa with a spacious design and top technology. Has specials during your dates. Nirvana photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1900/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
Ultra private, eco-friendly island with one villa and 80 acres of untouched nature. Choini Cay is an exclusive private island in the Bahamas

Exuma and Cays, Bahamas

Beachfront | Pool | AC

from $18000/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
Casa Bougainvillea is as fresh and lively as its name implies, surrounded by exotic tropical gardens 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 $814/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
This boutique resort offers guests an amazing staff, large gathering spaces, and two private acres. 3 BR rate available. Baraka Point photo

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $2857/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. Casa Cervo is an idyllic beach front villa with lots of amenities

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1281/Nt
This villa has four master suites with sea view terraces. Has specials during your dates. Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

from $3300/Nt
Enjoy easy beach access and equal bedrooms. Has specials during your dates. Lounge in luxury at Sand Villa on Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $3100/Nt
For a vacation retreat steeped in effortless enjoyment and magical charm, Moon Reach is truly a slice of paradise The ocean is just steps away from the pool at Moon Reach

Barbados

Beachfront | Pool | AC

from $3200/Nt
5 bedroom secluded villa with pool, hot tub and room to breathe 4 BR rate available. Ecstasea has a beautiful pool and patio area with the ocean in the background

Grand Cayman, Cayman

Beachfront | Pool | AC

from $850/Nt
Private beach, lots of space and gorgeous waters Aerial view of Two Rainbows

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/Nt
Heavenly views await 4 couples at Little Jazz Bird in Terres Basses. 2, 3 & 4 BR rates available. From the pool at Little Jazz Bird you have a beautiful view of the ocean

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $900/Nt
Beautiful 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 full staff, pool and fungame room. 3 & 4 BR rates available. La Paloma Villa photo

Barbados

Beachfront | Pool | AC

from $675/Nt
Comfortable and large enough for several to share, Serena Villa is the destination of choice. Beautiful Serena Villa Estate has an amazing resort like pool

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1500/Nt
Set up high for fantastic pool views and a beachfront location on Taylor Bay. 4 BR rate available. The luxurious resort like pool at Alizee Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1000/Nt
With a 40ft pool right on Long Bay Beach, this villa is a water-lover's dream. Shambhala Villa has a beautiful pool with an elevated hot tub

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $2100/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
Families with children can enjoy their surroundings and each other at Petite Plage 4 Villa Luxurious pool and patio at Petite Plage 4 Villa

Grand Case (French side), St. Martin

Beachfront | Pool | AC

from $2357/Nt
Relax in this villa's infinity pool, beach cabana and hammock and enjoy the close proximity to George Town Has specials during your dates. Lounge poolside on the beach at Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Want more than just a beachfront villa? This is it...theater, pool table and an exquisite gaming table! The luxurious pool at Blue Diamond Villa

Anguilla

Beachfront | Pool | AC

from $3357/Nt
The Beach House is an adventure destination perfect for the outdoor person in tune with nature Has specials during your dates. 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. Antilles Pearl Villa is located on Shoal Bay Beach at the Altamer Villas

Anguilla

Beachfront | Pool | AC

from $3214/Nt
Beachfront at Klein Bay! 1, 2, 3 & 4 BR rates available. Serenata de la Playa has a beautiful pool

Klein Bay, St. John

Beachfront | Pool | AC

from $565/Nt
Exclusive and private plantation-style estate with full staff. Has specials during your dates. Endless views of the Caribbean from Coral House Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4310/Nt
Superb luxury villa enjoys a private beachfront location and tons of indoor/outdoor living space. 1, 2, 3 & 4 BR rates available. Arushi Villa photo

Anguilla

Beachfront | Pool | AC

from $2200/Nt
The fully staffed, beachfront Vida del Mar lets you vacation like a tourist and still feel like a local. 2 & 3 BR rates available.
Has specials during your dates.
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 - great beach views from each bedroom

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. Turtle Beach Villa has amazing views of Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1243/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 Amazing pool and patio area at Beach Escape Villa

Anguilla

Beachfront | Pool | AC

from $1500/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
Exclusive private island rental! Peaceful with some of the most amazing views of the Caribbean Sea! Royal Belize Private Island

Belize

Beachfront | AC

from $6000/Nt
Gorgeous beachfront property boasts incredible views, tons of space, and easy walking access to island attractions. Beautiful Casa Grande Villa on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2357/Nt
Exclusive beachfront villa boasts amazing views, sumptuous accommodations, and every luxury you'll want Has specials during your dates. Luxurious pool just steps away from the beach at The Dream Villa

Barbados

Beachfront | Pool | AC

from $4000/Nt
This stunning 5-bedroom villa has a great location near Cruz Bay and North Shore beaches! Has specials during your dates. 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. Castaway Villa is the perfect place to relax - endless Caribbean views

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $1643/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa 4 BR rate available.
Has specials during your dates.
Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $950/Nt
Let everyone enjoy an oceanfront experience at Grand Cayman's Coconut Villa 3 & 4 BR rates available.
Has specials during your dates.
Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $610/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. 4 BR rate available.
Has specials during your dates.
Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Large 5 bedroom home offering private white sand beach and turquoise waters right at your door step 4 BR rate available. The pool at Kai Conut is just steps away from the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Beachfront island home with plenty of room for family getaways 4 BR rate available. The pool and this cabana are located right on the beach at Reef Romance Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $950/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 $1770/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
Ocean front villa ideal for families with young children Sunset at the Tryall Club has a beautiful beachfront pool and hot tub

Montego Bay, Jamaica

Beachfront | Pool | AC

from $1949/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 luxury retreat on Meads Bay Beach! 4 BR rate available.
Has specials during your dates.
Kishti Villa on Meads West photo

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 during your dates.
The Residences on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3400/Nt
Ideal location in a luxurious, family-friendly villa. BOM Villa  photo

Saint Jean, St. Barts

Beachfront | Pool | AC

from $8764/Nt
Perfect family and friends beachfront villa with sunset views. 4 BR rate available. Caribbean Blue Villa photo

Pelican Key (Dutch side), St. Martin

Beachfront | Pool | AC

from $700/Nt
Spacious, minimalistic beachfront villa with a loft for kids and a central living area. 4 BR rate available.
Has specials during your dates.
Ocean Kai sits directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1200/Nt
Relaxing modern villa on Long Bay Beach with fantastic outdoor space and a unique master suite. Lounge chairs facing the ocean to soak up the Caribbean sun

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. Sea Grape Villa sits just on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $700/Nt
Two L-shaped villas make up the Amoraflora property, united by an 80' long pool and an over-the-water gazebo. 4 BR rate available.
Has specials during your dates.
Aerial view of Amoraflora Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $795/Nt
Has specials during your dates. Villa Corales 18 photo

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $4550/Nt
La Perla Estate, comprised of three beautiful beachfront properties offers privacy and exquisite amenities. La Perla Palais

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $3286/Nt
Fully air-conditioned beachfront villa with sunset views and a massive Master Suite. 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 during your dates.
The interior pool and dining palapa at the Dunes Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/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 $929/Nt
Luxuriously modern villa with stunning views of the ocean and private beach access. 3 & 4 BR rates available.
Has specials during your dates.
Beach Enclave Beachfront Villas offer amazing ocean views

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $2650/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 $1143/Nt
A chic, beachfront villa with resort amenities. Beach front private pool

Anguilla

Beachfront | Pool | AC

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

Barbados

Beachfront | Pool | AC

from $950/Nt
Infinity edge pool looking out over the harbour at Jolly Harrbour #31

English Harbour, Antigua

Beachfront | Pool | AC

from $2995/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 during your dates. The four bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3400/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. Calmaro 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 during your dates. Stepping Stone Villa is located along a beautiful beach at the East End of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1900/Nt
Modern, private beachfront villa with a stylish rooftop deck. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1400/Nt
Rum Point villa with two decks and a cozy interior. Has specials during your dates. An aerial view of Hilltime Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Three pools, the ocean, and the beach will keep guests entertained. The Estate pools

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

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

Grace Bay, Turks and Caicos

Beachfront | AC

from $5330/Nt
Four equal king suites, two Jacuzzis, and resort amenities perfect for a couples' getaway. The Estate swimming pool

Grace Bay, Turks and Caicos

Beachfront | AC

from $8600/Nt
Child-Friendly Beachfront Villa with 10,000 sq. feet of thoughtful amenities 3 BR rate available. 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. Ocean view from the pool at Five Turtles Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1143/Nt
A four-bedroom estate situated right on the beach that is family friendly with lots of extras. 2 BR rate available. The amazing pool at Villa on the Beach!

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
Private Barbados beachfront home is contemporary and stylish with lots of space for guests Thespina Villa

Barbados

Beachfront | AC

from $850/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 beachfront villa on Long Bay Beach has incredible views and plenty of space inside and out 2 & 3 BR rates available.
Has specials during your dates.
Beautiful beachfront pool at Blue Beach Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $929/Nt
Complimentary kayaks give you access to the offshore reef and a way to explore the beach. Rambutan Villa photo

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $1071/Nt
A deluxe villa on Gibbs Beach, this brand new property has thought of everything for your Caribbean adventure 3 BR rate available. Tropical surroundings greet you at the pool at Bonavista Villa

Barbados

Beachfront | Pool | AC

from $1280/Nt
Privacy and safety are key at this Paynes Bay villa Has specials during your dates. The pool at New Mansion is surrounded by tropical greenery and is just steps away from the ocean

Barbados

Beachfront | Pool | AC

from $1150/Nt
This four-bedroom villa is a tropical haven with ocean views, luxurious accommodations, and plenty of amenities Has specials during your dates. Luxurious pool at Leamington Pavilion just steps away from the ocean

Barbados

Beachfront | AC

from $2365/Nt
With or without children, amenities at Fosters House can be enjoyed to the utmost Ocean views and just steps away from the beach - Fosters House

Barbados

Beachfront | Pool | AC

from $1300/Nt
Gorgeous retreat in St. Peter near Gibbs Beach, there should be sign on the door that reads 'No Stress Allowed' 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. Ecume des Jours photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $757/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 $550/Nt
Bright and open villa looks out to the beach and comes with a private pool and convenient access to restaurants and shops. Take a dip in the pool at High Trees Villa

Barbados

Beachfront | Pool | AC

from $920/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. Dawn Beach Villa has a beautiful pool and a hot tub

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1183/Nt
Four-bedroom resort villa right on Grace Bay beach. Has specials during your dates. 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. Picturesque beach front Villa - Five Little Cays

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 photo

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $714/Nt
Beach front property in Shore Pointe's gated community, just 3 minutes from Atlantis Resort and Casino. 2 & 3 BR rates available. Farniente Villa photo

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $714/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
Ciffside location with breathtaking views over Falmouth Beach and convenient access to the sand. Beach View Villa photo

Barbados

Beachfront | Pool | AC

from $600/Nt
This warm, tropical villa on West End Bay Beach relaxes guests with simple pleasures. Mangrove Villa at Indigo Reef photo

Anguilla

Beachfront | Pool | AC

from $900/Nt
Kayaks, hammocks, screened porches, and a boat dock makes this fully air-conditioned villa perfect for sun-lovers. 3 BR rate available. Great Escape Villa is very close to the beautiful beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Elegant private home on St. John: take 12 steps from the deck and you're on Peter Bay 3 BR rate available. The private pool at The Beach House surrounded in tropical beauty

Peter Bay, St. John

Beachfront | Pool | AC

from $2571/Nt
Villa Sull Oceano: Jolly Harbor's most comfortable locale with lots of island activities to choose from A view of the ocean from the pool deck at Sull Oceano

Jolly Harbour, Antigua

Beachfront | Pool | AC

from $1714/Nt
Light and airy tropical beach house right on Grace Bay Beach. Reef Beach House is located near Smith Reef along Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $589/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
With a stream running through the property to the beach. Blue Point Villa has many delightful views and a beachfront location. A private beachside pool offers relaxation at Blue Point Villa

Barbados

Beachfront | Pool | AC

from $1800/Nt
Regal, colonial home steps from serene Reeds Bay. Caprice Villa sits in it\'s stately location on the Gold Coast Beachfront

Barbados

Beachfront | AC

from $1800/Nt
Gorgeous 4-bedroom oceanfront villa with a serene, beachy vibe is perfect for couples traveling together. Dudley Woods poolside villa

Barbados

Beachfront | Pool | AC

from $700/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 $2150/Nt
Beachfront villa offers multiple ways to capitalize on relaxationon the popular Lower Carlton Beach Private beachside pool with plenty of lounging at Oyster Bay villa

Barbados

Beachfront | AC

from $1000/Nt
Luxury complex with direct access to the beach and four levels of living space. 1 & 3 BR rates available. The Penthouse hot tub at Reeds House #1 has beautiful ocen views

Barbados

Beachfront | AC

from $395/Nt
Watch the fish playing from your balcony window, or take a short walk to the beach and dive in yourself Westhaven Villa has a great pool and it just a few steps to the beach

Barbados

Beachfront | AC

from $2070/Nt
Enjoy a Sandy Lane beachfront view from the shaded terrace. 3 BR rate available.
Has specials during your dates.
West We Go photo

Barbados

Beachfront | AC

from $605/Nt
Clearwater Villa is an outdoor heaven for sports enthusiasts Relax by the ocean

Barbados

Beachfront | AC

from $520/Nt
Pinel has its own boat dock so you can explore the Caribbean however you wish. 3 BR rate available. Relax on the deck and watch the ocean traffic in the Bay at Pinel Villa

Orient Bay (French side), St. Martin

Beachfront | Pool | AC

from $558/Nt
Coral Cove Villa has the beach right at its door and lots of peace and quiet 1, 2 & 3 BR rates available.
Has specials during your dates.
Coral Cove Villa photo

Coral Bay, St. John

Beachfront | Pool | AC

from $643/Nt
Beachfront, family-friendly home near snorkeling. 1, 2 & 3 BR rates available.
Has specials during your dates.
Sunset Beach Villa photo

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 $1857/Nt
Libellule Villa provides easy access to beautiful white sand beaches in Terres Basses. 3 BR rate available. Great views from the patio deck at Libellule

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $857/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 $957/Nt
This villa offers stunning views of the mountains of St. Marten and the Caribbean Sea from all angles. 3 BR rate available.
Has specials during your dates.
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.
Has specials during your dates.
Aquamarie is located along Anguilla\'s south shore

Anguilla

Beachfront | Pool | AC

from $1850/Nt
Stunning beachfront property with private pool, full staff, and access to resort amenities. Elegant poolside lounging at Reef House

Montego Bay, Jamaica

Beachfront | Pool | AC

from $857/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 $1564/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 $1271/Nt
Beachfront villa, close to water sports and local restaurants 2 BR rate available.
Has specials during your dates.
Bora Bora Lower apartment offers a beautiful beachfront

Barbados

Beachfront | AC

from $325/Nt
Perfect blend of seclusion and excitement close to Holetown 2 BR rate available.
Has specials during your dates.
Bora Bora Upper Villa photo

Barbados

Beachfront | AC

from $310/Nt
Eco-friendly beachfront villa conveniently located near Rum Point Club. Has specials during your dates. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Tropical island elegance, Cayman style Has specials during your dates. An amazing view from the balcony at Zara Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/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
Beachfront boutique resort with snorkeling access, elegant design, and a convenient location. Seabreeze 8 has a balcony overlooking the ocean

Grand Cayman, Cayman

Beachfront | AC

from $750/Nt
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. Has specials during your dates. The beautiful Saving Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2560/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 Conch Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2025/Nt
Family-friendly villa with a bunk room for kids, a kayak, and a great location between Rum Point and Seven Mile Beach. 3 BR rate available. An aerial view of Present Moment Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $650/Nt
Beachfront villa with its own strip of sand, an oceanfront pool, and lots of windows. Has specials during your dates. An aerial view of in Harmony Villa located directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/Nt
Oceanfront villa near snorkeling reefs, Seven Mile Beach, and marine life. Has specials during your dates. Lounge on the deck with amazing ocean views at Serenity Now Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1275/Nt
Contemporary Penthouse with direct beach access and top-of-the-line amenities. Old Trees #301 Penthouse photo

Barbados

Beachfront | Pool | AC

from $2250/Nt
Beachfront, two story villa with central air-conditioning, an open floor plan, and walls of windows to take in the view. The beach set up in front of Tarasand Villa

Grand Cayman, Cayman

Beachfront | AC

from $995/Nt
Beachfront villa rental with sunset views and rooftop deck. 3 BR rate available.
Has specials during your dates.
Picture Perfect Villa has many options for a fun holiday

Grand Cayman, Cayman

Beachfront | Pool | AC

from $710/Nt
Spacious, luxurious beachfront property designed for outdoor living. Smugglers Cove # 5 photo

Barbados

Beachfront | AC

from $1400/Nt
Family-friendly home on the beach with a cozy interior. Has specials during your dates. The white sandy beach in front of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $710/Nt
Beachfront villa with large rooms and easy snorkeling access. Gypsy Villa has a beautiful beach front private pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/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
Luxurious penthouse with a plunge pool and expansive balcony. Has specials during your dates. Stunning pool with views out to the Carribean

Barbados

Beachfront | Pool | AC

from $1650/Nt
This penthouse villa has completely amazing views: miles of sand and blue sea. Has specials during your dates. 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.
Has specials during your dates.
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 Harbour House photo

Barbados

Beachfront | Pool | AC

from $450/Nt
This fully air-conditioned beachfront villa is near Rum Point Beach, bioluminescent bay, and tennis courts. 2 BR rate available.
Has specials during your dates.
Amazing waterfront pool at Just for fun Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $475/Nt
asddghjghjgfh Thom\'s Beach House photo

Anguilla

Beachfront | AC

from $4500/Nt
Private villa within a resort neighborhood with a private beach and walking distance to yacht clubs. Has specials during your dates. The private pool at Kai Zen is tucked away to the side of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Sunny villa with lush vegetation and floor to ceiling windows in luxurious COMO Parrot Cay resort. Parrot Cay Resort - Point House photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $9500/Nt
Totally private, with all the amenities of a luxe resort, on a stretch of pristine beachfront. Has specials during your dates. The three bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $2750/Nt
Beachfront villa in a private community near Gibbs and Mullins Beach. Has specials during your dates. 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 during your dates. Lone Palm Villa is located on a beautiful white sand beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $550/Nt
Extremely private, oceanfront villa with access to the island's best shallow snorkeling site. Has specials during your dates. The private pool at Babylon Reef has a man made -beach- surrounding it

Grand Cayman, Cayman

Beachfront | Pool | AC

from $550/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 $900/Nt
Third floor apartment with a luxurious layout and resort amenities. Has specials during your dates. Sapphire Beach #317 is located in the beautiful Sapphire Beach Complex

Barbados

Beachfront | AC

from $440/Nt
Family vacation villa in a well-equipped resort community. Has specials during your dates. There is an amazing beach cove at Casa Luan Villas

Grand Cayman, Cayman

Beachfront | AC

from $770/Nt
Enjoy easy access to Grace Bay and luxurious service from the resort. 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 $786/Nt
Cozy beachfront residence has all the comforts of home, but with incredible ocean views and a sand beach just steps away. 2 BR rate available. Lounge beachfront at Faja Lobie!

Beacon Hill (Dutch side), St. Martin

Beachfront | Pool | AC

from $321/Nt
Private villa located right on Baie Longue Beach is the ideal getaway on St. Martin 1 & 2 BR rates available.
Has specials during your dates.
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 Has specials during your dates. Emerald Beach #1 - Solandra photo

Barbados

Beachfront | Pool | AC

from $600/Nt
All adult villa with swimming, snorkeling, and beachcombingfor those who can't get enough of the ocean Has specials during your dates. Emerald Beach #2 - Allamanda photo

Barbados

Beachfront | Pool | AC

from $700/Nt
Ixoria faces due west, which means sunsets will be center stage to your terrace each evening Has specials during your dates. 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. Has specials during your dates. 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 Has specials during your dates. 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 private villa enjoys an excellent location on the beach and is close to the popular Royal Westmoreland and Sandy Lane Hotels. Has specials during your dates. Hibiscus has a private plunge pool as well as access to the Merlin Bay common pool

Barbados

Beachfront | Pool | AC

from $450/Nt
Stunning home on Baie Rouge beach offers incredible ocean views, top-of-the-line furnishings and electronics, to go along with the terrific views 2 BR rate available. Beau Rivage Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1214/Nt
Extraordinary villa right on Plum Bay Beach, which is known worldwide for its great snorkeling. 2 BR rate available. Day O Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $786/Nt
On the beachfront, with an on-site gym and within an easy walk of restaurants and shopping 1 & 2 BR rates available.
Has specials during your dates.
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 $405/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. Private pool at Lucky House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
The unique sunken conversation pit in the pool and the wine cooler is all you'll need to create a lasting impression while entertaining. 2 BR rate available. Starfish Villa at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $795/Nt
Spectacular contemporary 3-bedroom villa right on Dawn Beach offers every modern amenity. 2 BR rate available. Corinne Villa at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $795/Nt
Luxury resort villa that puts a private beach, spa, and water sports at your disposal. 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. 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 $1429/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
A Refreshing Getaway: One Place, Reverie Villa 2 BR rate available. Reverie Villa sits directly on St. Jean Beach

Saint Jean, St. Barts

Beachfront | AC

from $929/Nt
Furnished in Contemporary Italian Style, Sandy Cove 201 is comfort and luxury combined Sandy Cove Resort

Barbados

Beachfront | Pool | AC

from $750/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 during your dates. Parrot Cay Resort - Island Beach Villas photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Three-bedroom beachfront villa on Turks and Caicos, with beachside luxury and relaxation. Has specials during your dates. Parrot Cay Resort - COMO Villa photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $4500/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 $850/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 $875/Nt
A modern apartment ideal for 2 couples, sitting at the heart of Paynes Bay 2 BR rate available. Paynes Bay Beach just a short walk  from Coral Cove

Barbados

Beachfront | AC

from $450/Nt
Two couples or a family will enjoy the penthouse views and modern amenities of Coral Cove #15 Coral Cove #15 photo

Barbados

Beachfront | AC

from $750/Nt
Open and inviting 3-bedroom villa is just steps from Gibbs Beach perfect for those wanting to lounge in the sand all day. Harmony House is just steps away from Gibbes Beach

Barbados

Beachfront | Pool | AC

from $850/Nt
Sunshine and sea breezes are plentiful at Sandy Hook 21; elevator access to all floors 2 BR rate available.
Has specials during your dates.
Sandy Hook 21 photo

Barbados

Beachfront | AC

from $275/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 $743/Nt
This beachfront, amenity-packed home is the quintessential family vacation villa. An aerial view of Conch Beach Villa and the surrounding property

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $786/Nt
Step right off the terrace and onto Mullins beach or take advantage of nearby golf and tennis Has specials during your dates. Relax on the patio that is only steps away from Mullins Beach

Barbados

Beachfront | AC

from $380/Nt
Stunning water views, a path right to the beach, and this 3-story townhouse is an ideal choice for couples or families. Has specials during your dates. Chanel #5 at Mahogany Bay photo

Barbados

Beachfront | Pool | AC

from $555/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 $550/Nt
Townhouse living right on the edge of the Caribbean Sea is about as good as it gets Has specials during your dates. Fathom\'s End - Mahogany Bay photo

Barbados

Beachfront | AC

from $485/Nt
One of six units in a complex, they can be rented together to accommodate large groups Views of the ocean from the patio at Firefly

Barbados

Beachfront | Pool | AC

from $350/Nt
One of six villas in the Merlin Bay community, the floor plan affords privacy and intimacy Has specials during your dates. Large resort pool at Merlin Bay with the ocean just in the background

Barbados

Beachfront | Pool | AC

from $465/Nt
Sapphire Beach 505 is ideally situated on the vibrant south coast 2 BR rate available.
Has specials during your dates.
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 your patio at Nutmeg Villa Nutmeg at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $465/Nt
Ocean View has a sunken living room that invites intimate gatherings, and a garden that would inspire Hemingway Ocean View at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $385/Nt
It won't be a secret any longer once you stay here; Secret Garden at Merlin Bay is simply amazing. Has specials during your dates. Secret Garden at Merlin Bay photo

Barbados

Beachfront | AC

from $450/Nt
Comfortably located on the beach in a gated community in Mullins, St. Peter Sea Shell villa sits directly on a great stretch of beach

Barbados

Beachfront | AC

from $515/Nt
On Mullins Beach in St. Peter, Whitecaps Villa has three bedrooms with terrific sea views Nestled among the trees on Mullins beach Whitecaps villa offers plenty of privacy

Barbados

Beachfront | AC

from $385/Nt
Lovely beachfront villa with fitness facilities near Speightstown 1 & 2 BR rates available.
Has specials during your dates.
Schooner Bay #207 photo

Barbados

Beachfront | AC

from $500/Nt
On famous Gibbes Beach, Waverly House offers traditional Barbados atmosphere Waverly House is tucked into lush tropical greenery just along Gibbs Beach

Barbados

Beachfront | Pool | AC

from $600/Nt
Villas in the heart of Holetown, St. James, close to town and attractions, with on-site fitness equipment 1 & 2 BR rates available. The community pool at the Villas on the Beach Complex

Barbados

Beachfront | AC

from $295/Nt
Waverly One is on Barbados' exclusive West Coast side of the island and offers a multitude of activities Plunge pool and gardens leading to the beach at Waverly Villa

Barbados

Beachfront | Pool | AC

from $700/Nt
Perfect as a staging point, Ocean's Edge is situatd at the heart of the action in St. James Ocean\'s Edge Villa  - Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
Wake up to waves crashing against the shore, and no car is needed to explore the area's many attractions 1 & 2 BR rates available.
Has specials during your dates.
Private dining on your own patio at Villas on the Beach

Barbados

Beachfront | Pool | AC

from $375/Nt
Kayaks included with a private beach and a rooftop deck 1 & 2 BR rates available. L\'Embellie Villa photo

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
A spiral staircase leads to the master bedroom in this villa where views from a private patio are yours 2 BR rate available.
Has specials during your dates.
Villas on the Beach 403 photo

Barbados

Beachfront | Pool | AC

from $350/Nt
3 bedroom residences all wrapped up in The legendary Ritz Carlton Club Ritz Carlton Residences photo

St. Thomas, USVI

Beachfront | Pool | AC

from $800/Nt
Small, quiet, luxurious resort with ocean views from every room and five-star amenities. 1 & 2 BR rates available.
Has specials during your dates.
Tuscany photo

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 $776/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 during your dates.
The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $875/Nt
Spacious 3-beddroom villa sits right on the beach and is close to lots of island amenities, but is still very private Has specials during your dates. Latitude Villa photo

Barbados

Beachfront | Pool | AC

from $1100/Nt
Spacious, multi-level apartment comes with a pool, tennis courts, gym, and easy access to the beach 1 & 2 BR rates available. View to the ocean from Glitter Bay 313 Sea Turtle Penthouse

Barbados

Beachfront | AC

from $400/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 $510/Nt
Stunning Dover Beach sea views and upscale accommodations in this beachfront three-bedroom suite Has specials during your dates. 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 Has specials during your dates. Sapphire Beach is a beautiful Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
For luxurious views, accommodations, and privacy, this beachfront three-bedroom villa is a dream come true (literally!) 1 & 2 BR rates available. Dream Come True Villa has great views of Devers Bay

Devers Bay, St. John

Beachfront | AC

from $400/Nt
This beautiful, three-bedroom oceanfront apartment puts you at the edge of Dover Beach. Has specials during your dates. Sapphire Beach #307 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Stunning beachfront resort villa has spectacular views, access to Grace Bay Beach, and includes resort amenities of the West Bay Club. Has specials during your dates. 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 Has specials during your dates. Sapphire Beach resort

Barbados

Beachfront | Pool | AC

from $440/Nt
Luxury penthouse located on Paynes Bay with staff to meet every need 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. Has specials during your dates. The pool and view of the ocean from Sapphire Beach

Barbados

Beachfront | AC

from $440/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.
Has specials during your dates.
Sapphire Beach #205 photo

Barbados

Beachfront | AC

from $335/Nt
Enjoy a stunning view of Dover Beach while basking in the luxury of Barbados Has specials during your dates. Sapphire Beach #213 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Rethink your priorities with the Dover Beach breeze rushing over you at this Sapphire Beach rental Has specials during your dates. The Sapphire Beach community

Barbados

Beachfront | Pool | AC

from $440/Nt
Live Like a Queen, King, or a Knight When You Reserve La Perla Palais 2 BR rate available. La Perla Paliaisis a beachfront paradise

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1571/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.
Has specials during your dates.
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 porch while relaxing in your 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
Stunning ocean view from private terrace, and walking distance to fun 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 up to 6 Coral Cove #7 - Sunset photo

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. Bahari Villa photo

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

from $714/Nt
Spacious penthouse suite on Dover Beach with nautical decor and gorgeous ocean views. Has specials during your dates. Sapphire Beach Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
Contemporary 3-bedroom villa steps from Dawn Beach Cockel Villa at Coral Beach Club #12 photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $845/Nt
A perfect three-bedroom beachfront villa located on the edge of St. Lawrence Gap with plenty to do, both on the property and in the town that's only a walk away Has specials during your dates. A sandy stretch of beach along the front of Arcadia Villa

Barbados

Beachfront | AC

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

Grand Cayman, Cayman

Beachfront | AC

from $690/Nt
Traditional Caribbean villa with full air-conditioning and a home theater. Has specials during your dates. A aerial view of Casuarina Cove shows the dock into the water

Grand Cayman, Cayman

Beachfront | AC

from $550/Nt
Waterfront villa with private access to a reef-protected bay, maximum privacy, and a screened porch. Has specials during your dates. An aerial view of Fishbones Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $600/Nt
Art-filled 3-bedroom villa with easy access to the beach and entertainment options for all ages. Rio Mar Beach Resort Luxury Ocean Villa  photo

Northeast Coast, Puerto Rico

Beachfront | Pool | AC

from $536/Nt
An affordable St. James beachfront villa. 2 BR rate available. Church Point Four photo

Barbados

Beachfront | AC

from $400/Nt
This Coral Beach Club villa offers immediate Dawn Beach access, nearby restaurants, and the kind of luxury that guarantees relaxation 2 BR rate available. Ginger at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $795/Nt
Eco-friendly luxury villas with incredible views Has specials during your dates. Solaire Premier photo

Anguilla

Beachfront | Pool | AC

from $900/Nt
Beachfront villa on Gibbes Beach with ample outdoor dining and an outdoor shower. Hot tub on the 200 foot deck at La Lune Villa

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 $557/Nt
Understated luxury and ultimate privacy right on the beach. Has specials during your dates. The Two Bedroom Beach House at Como Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $3250/Nt
Personalized amenities in a clean-lined, simply luxurious retreat. Has specials during your dates. The Parrot Cay Two Bedroom Beach Villa has a great beach front swimming pool

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $3550/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 $971/Nt
South Caicos resort villa with two equal bedrooms. Has specials during your dates. Enjoy endless ocean views from the patio at Sailrock Resort Beach Fron Villa 2 bedroom

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $1825/Nt
Well-equipped apartment with nautical decor and a convenient Platinum Coast location. 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. Has specials during your dates. Great views of the ocean from Sapphire Beach 104

Barbados

Beachfront | AC

from $335/Nt
Cute, modern cottage overlooking the beach, yet within walking distance High atop the bluff above Sandy Lane

Barbados

Beachfront | 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
Incredible oceanfront home in Terres Basses puts every imaginable amenity at your disposal 1 BR rate available. Carisa Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1214/Nt
Unique villa located on Plum Bay Beach has a huge pool, tons of space, and plenty of privacy. 1 BR rate available. Resort style pool just a stones throw from the ocean

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $629/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
Cozy yet modern villa at Coral Beach Club has everything you need for a great island stay Triton Villa at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | AC

from $635/Nt
Amazing views in a picturesque and relaxed setting Has specials during your dates. Glitter Bay Resort

Barbados

Beachfront | Pool | AC

from $490/Nt
Bring your family and make Les Oiseaux Villa your tropical vacation residence Les Oiseaux Villa at Coral Reef has easy access to St. Jean Beach

Saint Jean, St. Barts

Beachfront | AC

from $841/Nt
Airy villa with a beautiful beachfront view and direct access to the ocean -- great for large gatherings Les Cocotiers at Coral Reef photo

Saint Jean, St. Barts

Beachfront | AC

from $841/Nt
A beachfront property at Coral Reef on St. Jean Beach including tennis and water sports (and a hammock) Les Poissons at Coral Reef photo

Saint Jean, St. Barts

Beachfront | AC

from $841/Nt
Impeccable and secluded villa in the exclusive Baie Rouge area has incredible sea views and tons of perks. 1 BR rate available. La Vie En Bleu Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1214/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 $350/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 $735/Nt
Luxury Resort Villa with Kids Club The Ritz Carlton Club Suite Condominium photo

St. Thomas, USVI

Beachfront | AC

from $735/Nt
Elegant and secluded villa right on the beach has a private pool and tons of perks Has specials during your dates. Senderlea Villa photo

Barbados

Beachfront | Pool | AC

from $590/Nt
Open and romantic beachfront apartment close to entertainment Coral Cove 1 has a great patio to lounge on and enjoy the tropical atmosphere

Barbados

Beachfront | AC

from $495/Nt
Comfortable, roomy, and best of all, right on the sandy beach Has specials during your dates. Sunset Reach Villa photo

Barbados

Beachfront | AC

from $424/Nt
The Perfect Day is what Green Flash #3 at Coral Cove offers to bring to your vacation Has specials during your dates. Coral Cove

Barbados

Beachfront | AC

from $375/Nt
Spacious apartment comes with tons of amenities and is close to all the action in Holetown 1 BR rate available. Beautiful views from the patio at Glitter Bay 109

Barbados

Beachfront | AC

from $330/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 $325/Nt
Beachfront condo with great water and garden views and private pool is ideal for couples 1 BR rate available. Reeds House #5 Surfs Up has a great back yard spa pool

Barbados

Beachfront | Pool | AC

from $375/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.
Has specials during your dates.
View of the ocean from the villa

Barbados

Beachfront | Pool | AC

from $350/Nt
Serene yet packed with tons of sporting options, Serenity condominium is close to the action Has specials during your dates. Glitter Bay 202 Serenity photo

Barbados

Beachfront | Pool | AC

from $325/Nt
High up on the 4th floor, Suite #412 offers an elevator, all the creature comforts you expect and great views 1 BR rate available. Glitter Bay Estate #412 Suite photo

Barbados

Beachfront | AC

from $275/Nt
Ground floor apartment in luxury complex in the heart of Holetown has direct beach access 1 BR rate available. Lounge on the patio at Villas on the Beach 101

Barbados

Beachfront | AC

from $380/Nt
Spacious apartment on Barbados' West Coast has amazing ocean views and is just steps from the pool Has specials during your dates. The pool area at Villas on the Beach 103

Barbados

Beachfront | AC

from $380/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
Handicap accessible with lovely views and thoughtful appointments on the popular Anse des Cayes Beach Sea Sand Sun Villa photo

Anse des Cayes, St. Barts

Beachfront | Pool | AC

from $829/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 $350/Nt
Two bedroom condo right on the edge of the Caribbean Sea, this non-smoking villa is ideal for two couples 1 BR rate available.
Has specials during your dates.
Pool and ocean views from Villas on the Beach 205

Barbados

Beachfront | Pool | AC

from $360/Nt
Enjoy amazing beach views and al fresco dining with help from a premiere wait staff. Private dipping pool on the terrace. 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 $330/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 $330/Nt
Unique apartment in the Schooner Bay complex with access to fitness equipment and close to Cobbler Cove Hotel 1 BR rate available.
Has specials during your dates.
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
Airy 2-bedroom Sea Breeze apartment offers beach access and is close to restaurants and shops in Holetown Has specials during your dates. Glitter Bay Resort

Barbados

Beachfront | Pool | AC

from $490/Nt
The name Ritz Carlton ensures that this property will live up to your highest expectations for pampering, ambience, and entertainment Ritz Carlton Residences photo

St. Thomas, USVI

Beachfront | Pool | AC

from $750/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 $571/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 during your dates. 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 $350/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 $500/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 $425/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
Aqualina Beach Club on St. Maarten is all about the location and the views; it is near Maho and offers spectacular views of the Caribbean Sea 1 BR rate available. Look at the ships from the hot tub at Aqualina Beach Club #102

Simpson Bay (Dutch side), St. Martin

Beachfront | Pool | AC

from $315/Nt
Luxury apartment on beautiful Simpson bay 1 BR rate available. Unforgettable at Las Arenas photo

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. Rendezvous Villa at Las Arenas photo

Simpson Bay (Dutch side), St. Martin

Beachfront | Pool | 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 during your dates.
Standard

Anguilla

Beachfront | Pool | AC

from $500/Nt
Contemporary rental on the 6th floor of The Cliff at Cupecoy showing its style, luxury, and guest-pampering amenities Skywalker Villa photo

Cupecoy (Dutch side), St. Martin

Beachfront | AC

from $714/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 $757/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 $1386/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
1 BR rate available. Cayo Espanto - Casa Aurora photo

Belize

Beachfront | Pool | AC

from $1995/Nt
1 BR rate available. Cayo Espanto - Casa Estrella photo

Belize

Beachfront | Pool | AC

from $2195/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
Unsurpassed beachfront location with the benefit of concierge services! Has specials during your dates. 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 $521/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 $521/Nt
Walk from this romantic villa to the beach and dining on the beach. Sunset from the bedoom balcony at Sardinia Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $521/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 $521/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 $521/Nt
Tranquil one-bedroom villa with beach access and ocean views is perfect for romantic vacations Has specials during your dates. Glitter Bay resort pool

Barbados

Beachfront | Pool | AC

from $400/Nt
Spacious Schooner Bay apartment with beach access. A very short walk to Speightstown restaurants and grocery stores. Has specials during your dates. The Resort pool at Schooner Bay

Barbados

Beachfront | AC

from $250/Nt
Secluded, roomy, relaxing home with direct beach access to Baie Rouge. Has specials during your dates. Les Palmiers Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1000/Nt
Enjoy views, privacy, luxurious accommodations, and exceptional service at this intimate one-bedroom cottage Has specials during your dates. Just step through the gate and you are on the beach

Barbados

Beachfront | Pool | AC

from $545/Nt
Spacious private home located directly on the beach has every amenity you need La Perla Classic Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1000/Nt
Cute, affordable apartment near Speightstown has beach access and a large pool Schooner Bay #112 - Moonshine photo

Barbados

Beachfront | AC

from $250/Nt
Airy North Shore romantic retreat on the far west end of Grace Bay beach. Ballyhoo Cottage sits on Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $471/Nt
Restful and serene Caribbean beachfront retreat. Callaloo Cottage is located on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $471/Nt
Private, yet convenient Caribbean getaway on western end of Grace Bay Beach. Enjoy beach views on the distance from the patio at Coriander Cottage

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $293/Nt
Cozy and stylish apartment with excellent ocean views, just right for two Villas on the Beach 303 has great views from the balcony

Barbados

Beachfront | AC

from $275/Nt
Very private and secluded with a sandy beach just steps away, La Perla Bianca is all modern elegance. La Perla Bianca Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1000/Nt
Nearby Cobblers Cove Hotel offers plenty of water sports and recreational activities Has specials during your dates. 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 $486/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 $457/Nt
The perfect honeymoon getaway just steps from a white sand beach. Ocean Edge is nestled on the beach with it\'s sister villas

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $471/Nt
This 1 bedroom resort villa is luxurious and comfortable, and right on the beach Has specials during your dates. The West Bay Club has a beautiful pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $630/Nt
Gorgeous villa with stunning balcony views and all the amenities you could want from a resort! Glitter Bay 302 Always Summer photo

Barbados

Beachfront | Pool | AC

from $460/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 $521/Nt
Wonderful views and all the amenities of Glitter Bay Resort Has specials during your dates. Glitter Bay Estate #308 Seize the Day photo

Barbados

Beachfront | AC

from $275/Nt
Cayo Espanto - Casa Solana photo

Belize

Beachfront | Pool | AC

from $1495/Nt
Cayo Espanto - Casa Olita photo

Belize

Beachfront | Pool | AC

from $1895/Nt
Cayo Espanto - Casa Mañana photo

Belize

Beachfront | Pool | AC

from $1795/Nt
Cayo Espanto - Casa Brisa photo

Belize

Beachfront | Pool | AC

from $1695/Nt
Cayo Espanto - Ventanas photo

Belize

Beachfront | AC

from $1595/Nt