Caribbean Villa Rentals


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Villa-H

Antigua, Willikies

from $650 /night
up to 4 guests

Villa-H

2 bedroom 2.5 bath Antigua villa in Willikies

Villa H is located on the unspoiled east coast of the island of Antigua, one of the most exclusive destinations in the Caribbean.

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Villa Indigo

Jamaica, Montego Bay

from $2500 /night
up to 20 guests

Villa Indigo

10 bedroom 10 bath Jamaica villa in Montego Bay

Villa Indigo at HALF MOON is one of the undisputed finest private homes in this collection.

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Villa La Susa

United States Virgin Islands, St. John

from $1714 /night
up to 12 guests

Villa La Susa

6 bedroom 8 bath USVI villa in St. John

Villa LaSusa, an impressive native stone and stucco Caribbean mansion, is located on the North Shore of St. John, USVI in the exclusive gated community of Peter Bay within the boundaries of the Virgin Islands National Park.

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Villa Londali - Arrecife 59

Dominican Republic, Punta Cana

from $2650 /night
up to 16 guests

Villa Londali - Arrecife 59

7 bedroom 7.5 bath Dominican Republic villa in Punta Cana

Astonishing brand new seven bedroom villa with golf and lake views.

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Villa Mas

United States Virgin Islands, St. Thomas

rates on request
up to 10 guests

Villa Mas

4 bedroom 4 bath USVI villa in St. Thomas

Beautifully situated at the top of Sunset Road.

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Villa Mora

Grand Cayman, South Sound

from $1895 /night
up to 14 guests

Villa Mora

7 bedroom 7.5 bath Grand Cayman villa in South Sound

Welcome to Villa Mora. This luxurious 7-bedroom 7.5-bath beachfront gated estate sits on over 200 feet of pristine beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.

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Villa Palermo

Turks & Caicos, Providenciales

from $1250 /night
up to 10 guests

Villa Palermo

4 bedroom 4.5 bath Turks & Caicos villa in Providenciales

Villa Palermo is named after the European town located on the northwestern coast of Sicily.

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Villa Paradise

Anguilla, Blowing Point

from $1400 /night
up to 16 guests

Villa Paradise

7 bedroom 7 bath Anguilla villa in Blowing Point

Villa Paradise is an exquisite 7-bedroom, 7,000-square-foot, gated vacation estate surrounded by 3.5 acres of magnificently landscaped gardens overlooking the sea.

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Villa Paz at Casa de Campo

Dominican Republic, la Romana

from $2099 /night
up to 8 guests

Villa Paz at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

Welcome to the warm, welcoming, and tastefully decorated Villa Paz, a perfect choice for serenity-seeking families.

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Villa Portofino

Turks & Caicos, Providenciales

from $6760 /night
up to 10 guests

Villa Portofino

5 bedroom 5.5 bath Turks & Caicos villa in Providenciales

Designed by Edinburgh, Scotland-based Coast Architects.

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Villa Riviera

St. Martin, Terres Basses

from $3143 /night
up to 12 guests

Villa Riviera

6 bedroom 6 bath St. Martin villa in Terres Basses

Beautiful Villa Riviera is a fabulous 6 bedroom St. Martin villa rental located on sublime Plum Bay Beach, with its beautiful sunsets and crystal-clear water.

Villa Rosa

Jamaica, Montego Bay

from $2000 /night
up to 10 guests

Villa Rosa

5 bedroom 6 bath Jamaica villa in Montego Bay

Villa Rosa is our newest villa in Montego Bay's Spring Farm neighborhood. It is a stunning, modern villa, brilliantly designed for an extraordinary indoor-outdoor lifestyle with a full complement of impressive luxuries for the upscale traveler.

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Villa Rosa

Barbados, Royal Westmoreland

from $920 /night
up to 8 guests

Villa Rosa

4 bedroom 5 bath Barbados villa in Royal Westmoreland

Situated in an enviable position on Coronation Drive and adjacent to the Royal Westmoreland Golf Course, Villa Rosa is a stunning, well-maintained four-bedroom family villa boasting views across the fairways to the Caribbean Sea beyond.

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Villa Tartaruga - Arrecife 15

Dominican Republic, Punta Cana

from $8670 /night
up to 16 guests

Villa Tartaruga - Arrecife 15

8 bedroom 8.5 bath Dominican Republic villa in Punta Cana

Behold one of the brand-new and modern properties built inside the exclusive Punta Cana Resort & Club.

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Villa Turquesa

Turks & Caicos, Providenciales

from $1550 /night
up to 8 guests

Villa Turquesa

4 bedroom 4.5 bath Turks & Caicos villa in Providenciales

A fusion of luxury and casual living define this rare tranquil residential estate nestled within the coveted Ocean Point Drive Community on Sapodilla Bay.

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Villa Zen at Casa de Campo

Dominican Republic, la Romana

from $1499 /night
up to 6 guests

Villa Zen at Casa de Campo

3 bedroom 3.5 bath Dominican Republic villa in la Romana

A beautiful and cozy villa, Villa Zen is the perfect place to relax.

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Villas on the Beach 101

Barbados, St. James

from $550 /night
up to 5 guests

Villas on the Beach 101

3 bedroom 3 bath Barbados villa in St. James

Villas on the Beach 101 is a ground floor, three-bedroom apartment with a large patio, offering spectacular sunset views over the sea.

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Villas on the Beach 103

Barbados, St. James

from $421 /night
up to 4 guests

Villas on the Beach 103

2 bedroom 2 bath Barbados villa in St. James

103 is a two-bedroom apartment, located on the ground floor, with direct access to the lagoon-style pool and beach on the sparkling waters of the Caribbean Sea.

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Villas on the Beach 201

Barbados, Holetown

from $450 /night
up to 6 guests

Villas on the Beach 201

3 bedroom 3 bath Barbados villa in Holetown

Villas on the Beach is located on a beautiful West Coast beach in the heart of Holetown, St. James, and sits in an oasis of beautifully-landscaped, tropical gardens.

Villas on the Beach 205

Barbados, Holetown

from $425 /night
up to 4 guests

Villas on the Beach 205

2 bedroom 2 bath Barbados villa in Holetown

Apartment 205 is a two-bedroom apartment located on the first floor, offering a spectacular view of the calm waters of the Caribbean Sea.

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Villas on the Beach 403

Barbados, St. James

from $387 /night
up to 6 guests

Villas on the Beach 403

3 bedroom 3 bath Barbados villa in St. James

This third-floor, three-bedroom penthouse enjoys panoramic views over the turquoise Caribbean Sea.

Vision Beach

Turks & Caicos, Providenciales

from $8500 /night
up to 10 guests

Vision Beach

5 bedroom 7 bath Turks & Caicos villa in Providenciales

Vision Beach is a modern beach house located on the exclusive Prince of Wales Drive along a quiet stretch of Grace Bay Beach, one of the best beaches in the world.

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Vista Caribe

United States Virgin Islands, St. John

from $857 /night
up to 8 guests

Vista Caribe

4 bedroom 4.5 bath USVI villa in St. John

One sunset seen from the sweeping decks of 'Vista Caribe' and you’ll be head-over-heels.

Vista Del Mar

Vista del Mar at the Tryall Club

Jamaica, Montego Bay

from $1357 /night
up to 8 guests

Vista del Mar at the Tryall Club

4 bedroom 4 bath Jamaica villa in Montego Bay

One of the most enviable locations at Tryall atop Barnes Hill, Vista Del Mar is a Jamaican Classic offering charm and spectacular views.

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Vista Villa

Anguilla, Blowing Point

from $740 /night
up to 8 guests

Vista Villa

4 bedroom 4 bath Anguilla villa in Blowing Point

Vista is an idyllic, luxury four-bedroom contemporary villa superbly located on the water-front and offering magnificent views of neighboring St. Martin in the distance and the crystal azure water.

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Vistamar

Barbados, St. James

from $2000 /night
up to 12 guests

Vistamar

6 bedroom 7 bath Barbados villa in St. James

Stylish and spacious, Vistamar has six bedrooms and sits on two acres of beautifully landscaped tropical gardens in a quiet cul-de-sac within the exclusive Sandy Lane Estate, on the west coast of Barbados.

Vittoria

St. Martin, Sint Maarten

from $1315 /night
up to 12 guests

Vittoria

6 bedroom 5 bath St. Martin villa in Sint Maarten

In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Vittoria sits on the popular white sandy beach of Simpson Bay facing the sparkling blue water of the Caribbean Sea.

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Wag Water at Prospect Estate

Jamaica, Ocho Rios

from $700 /night
up to 6 guests

Wag Water at Prospect Estate

3 bedroom 3 bath Jamaica villa in Ocho Rios

Wag Water is a charming cottage with a water front location, named after the river which meanders through the local parish of St Mary.

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Waters Edge Ridge Villa

British Virgin Islands, Virgin Gorda

from $3950 /night
up to 8 guests

Waters Edge Ridge Villa

4 bedroom 4 bath BVI villa in Virgin Gorda

Perched high on the north side of the community, Waters Edge Villa enjoys waves of luxury and expansive views of the Atlantic Ocean, Anegada, Oil Nut Bay and the Oil Nut Bay Resort Community.

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West Bay Club - Ocean Front Luxury One Bedroom Suite

Turks & Caicos, Providenciales

rates on request
up to 3 guests

West Bay Club - Ocean Front Luxury One Bedroom Suite

1 bedroom 1 bath Turks & Caicos villa in Providenciales

Ocean Front Luxury 1 Bedroom Suites offer breathtaking ocean front view.

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West Bay Club - Ocean Front Luxury Two Bedroom Suite

Turks & Caicos, Providenciales

rates on request
up to 5 guests

West Bay Club - Ocean Front Luxury Two Bedroom Suite

2 bedroom 2 bath Turks & Caicos villa in Providenciales

The ultimate option for small families, the Ocean Front Luxury 2 Bedroom Suite offers more than 2,250 square feet of living space.

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Westhaven

Barbados, Gibbes Beach

from $2100 /night
up to 8 guests

Westhaven

4 bedroom 4.5 bath Barbados villa in Gibbes Beach

Westhaven is a two-story, luxurious, beachfront villa located on the world renowned Gibbs Beach; a white, sandy beach lapped by the calmer blue Caribbean warm waters on the West Coast of Barbados.

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Wheel House at Tryall

Jamaica, Montego Bay

from $1357 /night
up to 12 guests

Wheel House at Tryall

6 bedroom 6 bath Jamaica villa in Montego Bay

Welcome to the Wheel House Villa!

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Whispering Waters on the Beach

Jamaica, Discovery Bay

from $2857 /night
up to 14 guests

Whispering Waters on the Beach

7 bedroom 7 bath Jamaica villa in Discovery Bay

Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Keela Wee.

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Whitegates

Barbados, St. James

from $1500 /night
up to 8 guests

Whitegates

4 bedroom 4.5 bath Barbados villa in St. James

Whitegates is a beautiful four-bedroom beachfront home, situated on a cliff-side with magnificent sea views.

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Wild Cane Ridge No. 5 - Gully’s Edge at Royal Westmoreland

Barbados, Alleynes Bay

from $2000 /night
up to 8 guests

Wild Cane Ridge No. 5 - Gully’s Edge at Royal Westmoreland

4 bedroom 4.5 bath Barbados villa in Alleynes Bay

Offering a tranquil retreat for those in search of a memorable holiday, Gully’s Edge is a luxurious Four-Bedroom Villa overlooking the 17th green of the Royal Wesmoreland Golf Course.

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Windjammer Landing - Hilltop Villas

St. Lucia, Labrelotte Bay

from $1076 /night
up to 8 guests

Windjammer Landing - Hilltop Villas

4 bedroom 4 bath St. Lucia villa in Labrelotte Bay

Tucked away on a lush hillside along the cobalt Caribbean Sea, Windjammer Landing Villa Beach Resort is unlike any destination you’ve witnessed.

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Windjammer Landing - The Manor Collection

St. Lucia, Labrelotte Bay

from $1911 /night
up to 12 guests

Windjammer Landing - The Manor Collection

4 bedroom 4 bath St. Lucia villa in Labrelotte Bay

Tucked away on a lush hillside along the cobalt Caribbean Sea, Windjammer Landing Villa Beach Resort is unlike any destination you’ve witnessed.

Windsong

Windsong - Lanai Bungalow Suites

Turks & Caicos, Providenciales

from $745 /night
up to 6 guests

Windsong - Lanai Bungalow Suites

2 bedroom 2 bath Turks & Caicos villa in Providenciales

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

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Windsong - Bungalow Suites

Turks & Caicos, Providenciales

from $548 /night
up to 8 guests

Windsong - Bungalow Suites

3 bedroom 3 bath Turks & Caicos villa in Providenciales

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

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Windsong

Jamaica, Montego Bay

from $714 /night
up to 8 guests

Windsong

4 bedroom 4 bath Jamaica villa in Montego Bay

Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally lovely vista of Round Hill, the sea and the sunset.

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Windsong - Oceanfront Penthouse Suites

Turks & Caicos, Providenciales

from $2021 /night
up to 10 guests

Windsong - Oceanfront Penthouse Suites

4 bedroom 3 bath Turks & Caicos villa in Providenciales

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

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Windsong - Oceanfront Suites

Turks & Caicos, Providenciales

from $798 /night
up to 4 guests

Windsong - Oceanfront Suites

2 bedroom 2 bath Turks & Caicos villa in Providenciales

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

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Windsong - Resort Suites

Turks & Caicos, Providenciales

from $548 /night
up to 3 guests

Windsong - Resort Suites

1 bedroom 1 bath Turks & Caicos villa in Providenciales

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

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Windward

Barbados, St. James

from $3000 /night
up to 10 guests

Windward

5 bedroom 5.5 bath Barbados villa in St. James

Windward is a luxurious two-story villa on Cooper Hill within Sandy Lane Estate in Barbados featuring a swimming pool, 5 bedrooms suites, and 5.5 bathrooms.

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Wymara Resort - Acua Villa

Turks & Caicos, Providenciales

from $5250 /night
up to 9 guests

Wymara Resort - Acua Villa

4 bedroom 4.5 bath Turks & Caicos villa in Providenciales

Whether planning an intimate escape with friends or a family getaway, Wymara’s four-bedroom villas are ideal for those looking for luxurious seclusion, while enjoying the abundance of amenities Wymara Resort has to offer.

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Wymara Resort - Cinco Villa

Turks & Caicos, Providenciales

from $6250 /night
up to 11 guests

Wymara Resort - Cinco Villa

5 bedroom 4.5 bath Turks & Caicos villa in Providenciales

With five gorgeously-appointed bedrooms, our peaceful and secluded Five Bedroom Cinco Villa has ample space for you and your loved ones and on-demand access to every amenity Wymara Resort has to offer.

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Wymara Resort - Oceanfront Penthouse Suite

Turks & Caicos, Providenciales

from $5195 /night
up to 6 guests

Wymara Resort - Oceanfront Penthouse Suite

3 bedroom 3.5 bath Turks & Caicos villa in Providenciales

Our Oceanfront Penthouse Suite measures over 3,700 square feet and boasts one of the most impressive and unforgettable views on Providenciales.

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Wymara Resort - One Bedroom Oceanfront Suite

Turks & Caicos, Providenciales

from $1655 /night
up to 2 guests

Wymara Resort - One Bedroom Oceanfront Suite

1 bedroom 1 bath Turks & Caicos villa in Providenciales

Apartment convenience meets island living in our One Bedroom Oceanfront Suite.

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Wymara Resort - Three Bedroom Oceanfront Suite

Turks & Caicos, Providenciales

from $6659 /night
up to 6 guests

Wymara Resort - Three Bedroom Oceanfront Suite

3 bedroom 3 bath Turks & Caicos villa in Providenciales

Overflowing with understated extravagance, our Three Bedroom Oceanfront Suite offers some of the most stunning views in Turks + Caicos as well as an amount of room normally reserved for private homes.

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