Caribbean Villa Rentals


Tradewinds Villa

Turks & Caicos, Providenciales

from $750 /night
up to 6 guests

Tradewinds Villa

3 bedroom 3 bath Turks & Caicos villa in Providenciales

Tradewinds Villa is a tranquil 3-bedroom 3-bathroom, pod styled villa. Newly built and designed, this villa seamlessly blends indoor/outdoor living with privacy and comfort.

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Tranquility

Turks & Caicos, Providenciales

from $19999 /night
up to 22 guests

Tranquility

11 bedroom 16 bath Turks & Caicos villa in Providenciales

Tranquility is the pinnacle and epitome defining private luxury estate in the Caribbean, situated on 11 acres along Grace Bay Beach.

Trinity

Trinity at Tryall

Jamaica, Montego Bay

from $2643 /night
up to 10 guests

Trinity at Tryall

5 bedroom 5 bath Jamaica villa in Montego Bay

Trinity is a recently renovated luxury villa that boasts breathtaking views, features two expansive swimming pools, offers opulent furnishings and accessories, incorporates a Sonos music system throughout, and is staffed by a team of professionally trained individuals dedicated to ensuring your vacation is unforgettable.

Villa

Triton

Turks & Caicos, Providenciales

from $8000 /night
up to 24 guests

Triton

11 bedroom 8 bath Turks & Caicos villa in Providenciales

Triton Luxury beach villas is Long Bay’s most new luxury rental villa completed in early 2017

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Trou Rolland

St. Lucia, Marigot Bay

from $972 /night
up to 12 guests

Trou Rolland

6 bedroom 5 bath St. Lucia villa in Marigot Bay

Trou Rolland is a new villa located in the quiet, pristine bay of Trou Rolland – right next to Marigot Bay.

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Truffle

St. Martin, St. Martin (French)

from $1143 /night
up to 10 guests

Truffle

5 bedroom 5 bath St. Martin villa in St. Martin (French)

An amazing, luxurious, and modern five-bedroom villa on St Martin.

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Turquoze

St. Martin, St. Martin (French)

from $887 /night
up to 8 guests

Turquoze

4 bedroom 4 bath St. Martin villa in St. Martin (French)

Welcome to Villa Turquoze, a modern and contemporary haven offering a stunning vista of the turquoise sea and the islands of Pinel and Tintamarre.

The Dunes Featured

Turtle Inlet

Turks & Caicos, Providenciales

from $4620 /night
up to 10 guests

Turtle Inlet

5 bedroom 5.5 bath Turks & Caicos villa in Providenciales

Striking a balance between environmental responsibility and contemporary design, the beachfront residences of The Dunes have set a new standard of excellence for luxury villa homes on the Turks & Caicos Islands.

Turtlenest Villa

Turtle Nest

St. Martin, St. Martin (French)

from $1750 /night
up to 8 guests

Turtle Nest

4 bedroom 4 bath St. Martin villa in St. Martin (French)

Turtle Nest's vibrant tropical garden entry sets the stage for a specular Caribbean view.

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Turtle Reef at Jumby Bay

Antigua, Jumby Bay Island

from $14200 /night
up to 8 guests

Turtle Reef at Jumby Bay

4 bedroom 4 bath Antigua villa in Jumby Bay Island

Turtle Reef is a spectacular contemporary home defined by its beachfront setting and sense of total privacy.

Twin Palms

St. Martin, Sint Maarten

from $357 /night
up to 6 guests

Twin Palms

3 bedroom 3.5 bath St. Martin villa in Sint Maarten

Twin Palms – a luxurious 3 Bedroom Villa in the gated community of Dawn Beach Estates on Dutch, St. Maarten.

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Valentina

Turks & Caicos, Providenciales

from $1550 /night
up to 8 guests

Valentina

4 bedroom 4.5 bath Turks & Caicos villa in Providenciales

Villa Valentina exudes luxury with its palatial raised rotunda and sprawling private patio.

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Valmarc

British Virgin Islands, Virgin Gorda

from $743 /night
up to 8 guests

Valmarc

4 bedroom 4 bath BVI villa in Virgin Gorda

Enjoy tropical tranquility at this luxury BVI villa rental on Mahoe Bay.

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Villa 3 Palmeras (Arrecife SB5)

Dominican Republic, Punta Cana

from $1860 /night
up to 14 guests

Villa 3 Palmeras (Arrecife SB5)

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

Secluded among abundant palm trees and tropical vegetation, this brand new six bedroom golf view property offers privacy, warmth, and accommodation to large groups of family and friends.

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Villa Amalia

St. Martin, Guana Bay

from $2500 /night
up to 12 guests

Villa Amalia

6 bedroom 6 bath St. Martin villa in Guana Bay

Villa Amalia in St Maarten is a stunning 6-bedroom oceanfront luxury property.

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Villa Amana at Tryall

Jamaica, Montego Bay

from $2464 /night
up to 20 guests

Villa Amana at Tryall

10 bedroom 13 bath Jamaica villa in Montego Bay

With an ocean panorama that is nothing short of awe-inspiring, this grand ten-bedroom villa is the largest at Tryall. With large airy rooms exuding sophisticated style, a terrific infinity pool, a cascading garden waterfall, a children’s playground and the choice of outdoor or indoor air-conditioned living make this a one-of-a-kind villa

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Villa Azzurra

Turks & Caicos, Providenciales

from $5700 /night
up to 12 guests

Villa Azzurra

6 bedroom 6.5 bath Turks & Caicos villa in Providenciales

Villa Azzurra is a rare gem with a gorgeous design that evokes Caribbean laid back elegance for a luxury island experience.

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Villa Azzurro

Barbados, St. James

from $750 /night
up to 4 guests

Villa Azzurro

2 bedroom 2 bath Barbados villa in St. James

This fully upgraded luxury beachfront apartment is the epitome of beachfront living.

Villa Blue Vista

Turks & Caicos, Providenciales

from $2143 /night
up to 12 guests

Villa Blue Vista

6 bedroom 6.5 bath Turks & Caicos villa in Providenciales

Villa Blue Vista is a spectacular 6 bedroom, oceanfront villa located in scenic Turtle Tail, Providenciales, Turks and Caicos.

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Villa Cadasse

St. Lucia, Gros Islet

from $280 /night
up to 8 guests

Villa Cadasse

3 bedroom 3.5 bath St. Lucia villa in Gros Islet

The arched and gated entry into this very special hilltop villa only hints at the wonderful gardens and glorious views beyond.

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Villa Colibri at Casa de Campo

Dominican Republic, la Romana

from $1599 /night
up to 6 guests

Villa Colibri at Casa de Campo

3 bedroom 3 bath Dominican Republic villa in la Romana

Days full of fun await in this warm, rustic-style villa, inviting you to a very tropical stay.

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Villa del Campo at Casa de Campo

Dominican Republic, la Romana

from $2199 /night
up to 8 guests

Villa del Campo at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

Spanish colonial charm fills every corner of this inviting one-story villa.

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Villa Frangipani

Turks & Caicos, Providenciales

from $4440 /night
up to 8 guests

Villa Frangipani

4 bedroom 4 bath Turks & Caicos villa in Providenciales

Designed by Edinburgh, Scotland-based Coast Architects.

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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 La Susa

United States Virgin Islands, St. John

from $2286 /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 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 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 Palm Bay

St. Martin, Terres Basses

from $857 /night
up to 10 guests

Villa Palm Bay

5 bedroom 3.5 bath St. Martin villa in Terres Basses

This sleek contemporary villa is perfect for individuals seeking serene privacy, yet walking distance to the beach.

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Villa Paz at Casa de Campo

Dominican Republic, la Romana

from $2199 /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 $2200 /night
up to 12 guests

Villa Riviera

6 bedroom 6 bath St. Martin villa in Terres Basses

Luxury Villa Riviera in Terres Basses - Paradise by the Ocean

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Villa Rosa

Barbados, Royal Westmoreland

from $966 /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 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 $1599 /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 201 - Barolo

Barbados, Holetown

from $450 /night
up to 6 guests

Villas on the Beach 201 - Barolo

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 403

Barbados, St. James

from $450 /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 $1700 /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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Waverly House

Barbados, Gibbes Beach

from $735 /night
up to 6 guests

Waverly House

3 bedroom 2 bath Barbados villa in Gibbes Beach

This gorgeous coral stone villa sits on the serene shores of Gibbs Beach in Barbados and enjoys panoramic views of the bay and perfect privacy.

Waverly One

Barbados, St. Peter

from $735 /night
up to 6 guests

Waverly One

3 bedroom 2 bath Barbados villa in St. Peter

Located on the fabulous Gibbes Beach in Barbados, this charming and secluded townhouse is ideal for those looking for the perfect get-away.

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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 $1466 /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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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 $1211 /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 - Manor Collection

St. Lucia, Labrelotte Bay

from $1911 /night
up to 12 guests

Windjammer Landing - 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.

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Windsong

Jamaica, Montego Bay

from $794 /night
up to 8 guests

Windsong

4 bedroom 4 bath Jamaica villa in Montego Bay

Windsong is an exquisite and very private home. 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 towards Negril, the sea, and the sunset.

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