Caribbean Villa Rentals


Onb 4 Villa Montastraea

Montastraea Estate

British Virgin Islands, Virgin Gorda

from $4150 /night
up to 8 guests

Montastraea Estate

4 bedroom 4.5 bath BVI villa in Virgin Gorda

The Montastraea Villa, named for the protected great star coral of the Caribbean Sea, 
shines bright on the north side of the community with unobstructed breathtaking views of Eustatia Sound, Necker Island and Anegada.

Villa Christina

Jamaica, Montego Bay

from $2071 /night
up to 10 guests

Villa Christina

5 bedroom 6.5 bath Jamaica villa in Montego Bay

Set on the historic Rose Hall Estate, Villa Christina welcomes couples, families, and friends to Caribbean luxury in a remarkable 10,000 sq. ft. well-appointed Tuscan style villa located in the Greens at Rose Hall - a private gated-community on the Cinnamon Hill Golf Course.

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Beach Enclave Long Bay Beach - 5 Bedroom Beachfront Villa

Turks & Caicos, Providenciales

from $5300 /night
up to 10 guests

Beach Enclave Long Bay Beach - 5 Bedroom Beachfront Villa

5 bedroom 5 bath Turks & Caicos villa in Providenciales

The prestigious collection of villas and beach houses is ideal for families, multi-generational vacations, romantic getaways, small corporate retreats, and intimate weddings. With a modern design, dedicated staff, and thoughtfully considered amenities, each stay is an entirely bespoke experience. Personalized experiences and impeccable service define Beach Enclave, and it all begins well in advance of your arrival. Thoughtfully designed by our island experts, our services and amenities ensure a blissful, worry-free stay — so that you can slip seamlessly into the rhythm of the Turks and Caicos Islands from the moment you arrive on Providenciales.

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Beach Enclave Long Bay Beach - 7 Bedroom Beachfront Villa/Cottage

Turks & Caicos, Providenciales

from $5900 /night
up to 15 guests

Beach Enclave Long Bay Beach - 7 Bedroom Beachfront Villa/Cottage

7 bedroom 6.5 bath Turks & Caicos villa in Providenciales

Tucked away on a secluded white-sand beach, Beach Enclave Long Bay is a private luxury resort furnished with the finest amenities this villa features five ocean view bedrooms in the main house plus a two-bedroom garden cottage.

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Beach Enclave Long Bay Beach - 6 Bedroom Beachfront Villa/Cottage

Turks & Caicos, Providenciales

from $5600 /night
up to 14 guests

Beach Enclave Long Bay Beach - 6 Bedroom Beachfront Villa/Cottage

6 bedroom 6.5 bath Turks & Caicos villa in Providenciales

Tucked away on a secluded white-sand beach, Beach Enclave Long Bay is a private luxury resort furnished with the finest amenities this villa features five bedrooms in the main house plus a one-bedroom garden cottage.

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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Summertime at Silver Sands

Jamaica, Montego Bay

from $500 /night
up to 8 guests

Summertime at Silver Sands

4 bedroom 4 bath Jamaica villa in Montego Bay

Summertime at Silver Sands has a wonderful beach vibe, it benefits from cool sea breezes and is a relaxed and unfussy villa located on the renowned Silver Sands Beach Club, a collection of privately owned villas all overlooking the Caribbean sea.

Zion Hill Nl

Zion Hill at Tryall

Jamaica, Montego Bay

from $2751 /night
up to 14 guests

Zion Hill at Tryall

7 bedroom 7 bath Jamaica villa in Montego Bay

From its splendid location 300 ft above sea level, this luxurious five bedroom villa offers bewitching, unobstructed views of the ocean, its own private spa and Turkish bath and a cinema.

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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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Sundance at Tryall

Jamaica, Montego Bay

from $3071 /night
up to 14 guests

Sundance at Tryall

7 bedroom 7 bath Jamaica villa in Montego Bay

Sundance is located on Mahogany Drive with magnificent views across vast sweeping lawns to the sea in the distance.

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Reef House at Tryall

Jamaica, Montego Bay

from $1857 /night
up to 8 guests

Reef House at Tryall

4 bedroom 4 bath Jamaica villa in Montego Bay

Reef House is the embodiment of oceanfront cottage living. This gorgeous home brings the outside in, bathing the rooms with soft natural light and the irresistible blues of the ocean beyond.

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Quinntessential at Tryall

Jamaica, Montego Bay

from $2429 /night
up to 10 guests

Quinntessential at Tryall

5 bedroom 5 bath Jamaica villa in Montego Bay

Offering what is undoubtedly the most magnificent ocean view in Tryall from a commanding position atop Garden Hill; Quinntessential is one of the finest private homes in Jamaica where meticulous attention to detail and designers flourish result in the epitome of sophisticated living without compromise.

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Poinciana at Tryall Club

Jamaica, Montego Bay

from $743 /night
up to 4 guests

Poinciana at Tryall Club

2 bedroom 2 bath Jamaica villa in Montego Bay

Poinciana is an exquisite 2-bedroom Great House Villa with a private plunge pool on a quiet corner of its spacious terrace and with far-reaching views of the Tryall golf course and Caribbean Sea.

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Overlook at Tryall

Jamaica, Montego Bay

from $1679 /night
up to 10 guests

Overlook at Tryall

5 bedroom 5 bath Jamaica villa in Montego Bay

Built on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping.

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No Problem at Tryall

Jamaica, Montego Bay

from $965 /night
up to 6 guests

No Problem at Tryall

3 bedroom 3 bath Jamaica villa in Montego Bay

Commanding excellent views of the Caribbean Sea and Tryall Club’s golf course, No Problem is a cozy two-story villa.

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Jubilation at Tryall

Jamaica, Montego Bay

from $1500 /night
up to 12 guests

Jubilation at Tryall

6 bedroom 6.5 bath Jamaica villa in Montego Bay

Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings.

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Hanover Grange at Tryall

Jamaica, Montego Bay

from $1800 /night
up to 18 guests

Hanover Grange at Tryall

9 bedroom 9.5 bath Jamaica villa in Montego Bay

Hanover Grange has become one of the highest profile, privately owned villas in the Caribbean, welcoming a succession of international celebrities, politicians and business leaders as guests.

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Eureka at Tryall Club

Jamaica, Montego Bay

from $1171 /night
up to 8 guests

Eureka at Tryall Club

4 bedroom 4 bath Jamaica villa in Montego Bay

This very special villa not only offers sweeping sea views but enjoys a very private location surrounded by a garden full of meticulously cared-for specimen flowers. Beloved by many guests and with a high repeat factor the elegant interiors are a testament to Jamaican master craftsmanship.

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Villa Amana at Tryall

Jamaica, Montego Bay

from $2282 /night
up to 20 guests

Villa Amana at Tryall

10 bedroom 13 bath Jamaica villa in Montego Bay

Occupying a commanding elevated location, Villa Amana offers magnificent ocean views and a backdrop of deeply forested hills.

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Casuarina at Tryall

Jamaica, Montego Bay

from $1964 /night
up to 8 guests

Casuarina at Tryall

4 bedroom 4 bath Jamaica villa in Montego Bay

Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.

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Anticipation at Tryall

Jamaica, Montego Bay

from $1738 /night
up to 12 guests

Anticipation at Tryall

6 bedroom 6 bath Jamaica villa in Montego Bay

An absolutely gorgeous villa; modern, bright, airy and with a stunning contemporary finish that is blessed with magnificent ocean views that are hard to beat.

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Casa Luna 17

Grand Cayman, George Town

from $795 /night
up to 6 guests

Casa Luna 17

3 bedroom 4 bath Grand Cayman villa in George Town

Welcome to Casa Luna, a luxurious and intimate residential resort nestled along the coastline just south of Seven Mile Beach.

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Beaches Edge

Anguilla, Blowing Point

from $1500 /night
up to 10 guests

Beaches Edge

5 bedroom 5 bath Anguilla villa in Blowing Point

Welcome to Beaches Edge Rental Villa on Anguilla.

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Nirvana

Barbados, St. James

from $2500 /night
up to 10 guests

Nirvana

5 bedroom 5 bath Barbados villa in St. James

This dazzling super luxury beachfront villa offers the same high quality contemporary interiors as Mirador but includes a fifth bedroom.

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Coconut Grove 2 at Royal Westmoreland

Barbados, Alleynes Bay

from $550 /night
up to 6 guests

Coconut Grove 2 at Royal Westmoreland

3 bedroom 3 bath Barbados villa in Alleynes Bay

Located on the prestigious Royal Westmoreland Golf Resort, Villa Grove is a recently renovated Three-Bedroom villa situated within the highly desirable Coconut Grove avenue.

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Zenaida Estate

Anguilla, Sandy Hill

from $1100 /night
up to 14 guests

Zenaida Estate

7 bedroom 7.5 bath Anguilla villa in Sandy Hill

Zenaida Beach and Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.

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Secret Bay - Zabuco Honeymoon Villas II I

Dominica, Secret Bay

from $2043 /night
up to 2 guests

Secret Bay - Zabuco Honeymoon Villas II I

1 bedroom 1 bath Dominica villa in Secret Bay

Secret Bay’s Zabuco Villas are the most beautiful Honeymoon villas in the Caribbean.

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Secret Bay - Ylang Ylang Villa

Dominica, Secret Bay

from $1291 /night
up to 2 guests

Secret Bay - Ylang Ylang Villa

1 bedroom 1 bath Dominica villa in Secret Bay

Rising up from the ground from a single stem, the Ylang Ylang Villas are the latest stunning creation at Secret Bay.

Yellow Bear

Dominican Republic, Punta Cana

from $1860 /night
up to 14 guests

Yellow Bear

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

After a long working year, we all yearn for a well deserved vacation in a relaxed paradise far away from the honking cars, skyscrapers, and big cities.

Yarari Royale

Dominican Republic, Punta Cana

from $3420 /night
up to 20 guests

Yarari Royale

9 bedroom 9.5 bath Dominican Republic villa in Punta Cana

Discover a new concept of luxury vacation, where good taste, relaxation, fitness, modernism, and minimalism are blended in such a way you will have a unique experience at the new Yarari Royale.

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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.

Windsong

Windsong - 2 Bedroom Lanai Bungalow Suites

Turks & Caicos, Providenciales

from $745 /night
up to 6 guests

Windsong - 2 Bedroom 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 - 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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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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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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White Cottage

Grand Cayman, South Coast

from $950 /night
up to 11 guests

White Cottage

5 bedroom 3 bath Grand Cayman villa in South Coast

Welcome to White Cottage.

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Whispering Palms at Jumby Bay

Antigua, Jumby Bay Island

from $8100 /night
up to 8 guests

Whispering Palms at Jumby Bay

4 bedroom 4.5 bath Antigua villa in Jumby Bay Island

Spacious, comfortable and beautifully furnished, Whispering Palms offers a welcoming blend of Caribbean luxury and charm.

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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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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.

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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.

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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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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.

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 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.

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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 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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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 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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