Caribbean Villa Rentals


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La Favorita

St. Martin, Terres Basses

from $857 /night
up to 7 guests

La Favorita

3 bedroom 3.5 bath St. Martin villa in Terres Basses

Villa La Favorita in St. Martin is a unique blend of French Caribbean and Moroccan influences.

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Oceane

St. Martin, St. Martin (French)

from $857 /night
up to 8 guests

Oceane

4 bedroom 4.5 bath St. Martin villa in St. Martin (French)

Villa Oceane in St Martin spacious and ideally located within minutes walk of the beach of Plum Bay

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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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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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Bahari

St. Martin, Sint Maarten

from $850 /night
up to 6 guests

Bahari

3 bedroom 3.5 bath St. Martin villa in Sint Maarten

Villa Bahari in St Maarten, Cupecoy beach front with private pool, right on the Gold Coast paradise of St Maarten.

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Baie Longue Beach House

St. Martin, St. Martin (French)

from $850 /night
up to 6 guests

Baie Longue Beach House

3 bedroom 3 bath St. Martin villa in St. Martin (French)

This wonderful, West Indian-style home with lovely arches on the sea side is located directly on Baie Longue Beach with over a mile of shimmering white sand.

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Jardin Creole

St. Martin, Terres Basses

from $850 /night
up to 8 guests

Jardin Creole

4 bedroom 4.5 bath St. Martin villa in Terres Basses

If you are looking for style, charm, and privacy in a St. Martin holiday, Villa Jardin Creole has all you need.

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Etoile de Mer

Turks & Caicos, Providenciales

from $850 /night
up to 8 guests

Etoile de Mer

4 bedroom 4 bath Turks & Caicos villa in Providenciales

Etoile de Mer is surrounded by palm trees on an acre of land on Sunset Bay one of the islands prettiest beaches and known for its privacy.

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Ocassa

Anguilla, Sandy Ground

from $845 /night
up to 10 guests

Ocassa

5 bedroom 4 bath Anguilla villa in Sandy Ground

This captivating villa has breathtaking views, a distinctive design, and is perfectly positioned to face beautiful sunsets.

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Symbio

British Virgin Islands, Virgin Gorda

from $844 /night
up to 4 guests

Symbio

3 bedroom 4 bath BVI villa in Virgin Gorda

A fanciful pedestrian gate ushers you through Symbio's lushly-landscaped grounds and into the entry foyer, which is inlaid with a polished stone compass rose.

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Aqua

St. Martin, Sint Maarten

from $839 /night
up to 8 guests

Aqua

4 bedroom 4.5 bath St. Martin villa in Sint Maarten

Pure architectural lines and pristine white interiors are the hallmarks of this beautiful brand new home, located within the prestigious gated community of Indigo Bay in St. Maarten.

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Skrutten

St. Barthélemy, Pointe Milou

from $829 /night
up to 8 guests

Skrutten

4 bedroom 4 bath St. Barthélemy villa in Pointe Milou

The vacation villa rental Skrutten is a property located on the heights of Pointe-Milou.

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Giselle

St. Martin, Terres Basses

from $822 /night
up to 10 guests

Giselle

5 bedroom 5.5 bath St. Martin villa in Terres Basses

Villa Giselle is a superb home offering a 180° view of the Caribbean Sea from the expansive terrace and a fabulous heated pool perfect for a dip in the cooler evenings.

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Sugar Hill - A15

Barbados, Holetown

from $800 /night
up to 8 guests

Sugar Hill - A15

4 bedroom 4.5 bath Barbados villa in Holetown

Sugar Hill A15 is a stylish and comfortable 4 bedroom villa located in the exclusive Sugar Hill community on the West Coast of Barbados.

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Topaze

St. Martin, St. Martin (French)

from $797 /night
up to 6 guests

Topaze

3 bedroom 3 bath St. Martin villa in St. Martin (French)

Villa Topaze in St Martin offers breathtaking ocean views and is a modern and contemporary 3-bedroom property.

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Reeds House Penthouse #14

Barbados, St. James

from $795 /night
up to 6 guests

Reeds House Penthouse #14

3 bedroom 3 bath Barbados villa in St. James

Reeds House is ideally situated directly on the white sandy beaches of Reeds Bay, in an exotic, tropical-garden setting.

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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.

Ashiana Villa

St. Lucia, Marigot Bay

from $790 /night
up to 11 guests

Ashiana Villa

5 bedroom 4.5 bath St. Lucia villa in Marigot Bay

Villa Ashiana is a spacious 5-bedroom 4.5 bath villa in Marigot Bay with gorgeous panoramic views, excellent for families, groups or entertaining.

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Cliffside Cottage

Jamaica, Montego Bay

from $786 /night
up to 10 guests

Cliffside Cottage

5 bedroom 5 bath Jamaica villa in Montego Bay

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.

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Imagine

St. Martin, St. Martin (French)

from $786 /night
up to 10 guests

Imagine

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

Villa Imagine in St Martin, imagine all that the island can offer you

Latitude 15A

United States Virgin Islands, St. John

from $786 /night
up to 6 guests

Latitude 15A

3 bedroom 3.5 bath USVI villa in St. John

With Latitude 15A's spectacular views of the Caribbean Sea from the tranquil garden, shaded decks and refreshing pool, you won't want to leave!

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Bel Amour

St. Martin, Sint Maarten

from $785 /night
up to 12 guests

Bel Amour

8 bedroom 8 bath St. Martin villa in Sint Maarten

Bel Amour is a modern, newly constructed, impressive 8 bed, 8 bath luxurious villa located in the peaceful gated area of Tamarind Hill Estates.

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Blue Lagoon

British Virgin Islands, Virgin Gorda

from $773 /night
up to 10 guests

Blue Lagoon

3 bedroom 3 bath BVI villa in Virgin Gorda

Blue Lagoon is an ultra-luxury, fully-air-conditioned villa located at Mahoe Bay

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Chase the Sun

United States Virgin Islands, St. John

from $771 /night
up to 8 guests

Chase the Sun

4 bedroom 4.5 bath USVI villa in St. John

Chase the Sun is an incredibly private, luxury four bedroom villa located in the gated community of Virgin Grande Estates.

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Happy Bay Villa

St. Martin, St. Martin (French)

from $770 /night
up to 8 guests

Happy Bay Villa

4 bedroom 4.5 bath St. Martin villa in St. Martin (French)

Near the Caribbean's gourmet paradise - Grand Case - sits the exclusive, very private enclave of Mont Choisy, home to the stylish Happy Bay Villa.

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La Pinta

St. Martin, St. Martin (French)

from $770 /night
up to 8 guests

La Pinta

4 bedroom 4.5 bath St. Martin villa in St. Martin (French)

Down the long driveway lined with coral stone walls and flamboyant, you arrive in the courtyard of this elegant Creole style villa.

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Bee Happy at the Tryall Club

Jamaica, Montego Bay

from $760 /night
up to 4 guests

Bee Happy at the Tryall Club

2 bedroom 3 bath Jamaica villa in Montego Bay

Bee Happy, This beautifully renovated staffed two-bedroom villa at the legendary Tryall Great House is sumptuous. The villa is distinguished by beautiful Jamaican crafted artisan work, including dramatic new ceilings in the entrance and living areas, bespoke furnishings and artwork, breathtaking views of sea, sky, and mountain from its comfy furnished veranda and spacious interiors, top that with a private plunge pool and you may never need to leave!

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Little Palm at Tryall

Jamaica, Montego Bay

from $751 /night
up to 4 guests

Little Palm at Tryall

2 bedroom 2 bath Jamaica villa in Montego Bay

Tryall's only two bedroom estate villa, Little Palm lives large nestled on a 3 acre property, on the 17th hole and a short walk or quick golf car ride to the beach.

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Mariposa

St. Martin, St. Martin (French)

from $750 /night
up to 8 guests

Mariposa

4 bedroom 4.5 bath St. Martin villa in St. Martin (French)

Villa Mariposa is an elegant Caribbean style villa with a romantic tropical atmosphere.

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Porters Villa

Barbados, St. James

from $750 /night
up to 6 guests

Porters Villa

3 bedroom 3 bath Barbados villa in St. James

Porters Great House Cottage is a beautiful villa nestled within the renowned centuries-old Porters estate.

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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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.

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Reeds House 1- 4BR

Barbados, Speightstown

from $745 /night
up to 8 guests

Reeds House 1- 4BR

4 bedroom 4 bath Barbados villa in Speightstown

Nestled overlooking a tranquil bay on the island's fabulous Platinum Coast you will find this wonderfully spacious, luxury condo that occupies the entire south east wing of the chic Reeds House complex.

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Jus Paradise at Rose Hall

Jamaica, Montego Bay

from $743 /night
up to 6 guests

Jus Paradise at Rose Hall

3 bedroom 6 bath Jamaica villa in Montego Bay

JUS' PARADISE is a charming private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall.

Blue Tang

United States Virgin Islands, St. John

from $743 /night
up to 6 guests

Blue Tang

3 bedroom 3.5 bath USVI villa in St. John

Located in Great Cruz Bay, which is desirable for its spectacular sunset views of St. Thomas, Blue Tang is a beautiful island home offering privacy and comfort.

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Coqui

United States Virgin Islands, St. John

from $743 /night
up to 6 guests

Coqui

3 bedroom 3 bath USVI villa in St. John

Coqui is a newly renovated cliff side villa perched 50 feet above the brilliant blue waters of Pillsbury Sound overlooking St. Thomas.

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Just in Paradise

St. Martin, St. Martin (French)

from $743 /night
up to 6 guests

Just in Paradise

3 bedroom 3.5 bath St. Martin villa in St. Martin (French)

Villa Just in Paradise in St Martin; you are in paradise with gorgeous views

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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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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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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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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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Amber

St. Martin, Terres Basses

from $720 /night
up to 8 guests

Amber

4 bedroom 4 bath St. Martin villa in Terres Basses

Villa Amber in St. Martin is a luxurious vacation rental located in the secluded Terres Basses community.

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Ami La Vita

United States Virgin Islands, St. John

from $714 /night
up to 8 guests

Ami La Vita

4 bedroom 3.5 bath USVI villa in St. John

Whether you’re coming down for a romantic getaway for two or a big family reunion, 'Ami La Vita' will not disappoint.

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Bamboo

St. Martin, St. Martin (French)

from $714 /night
up to 4 guests

Bamboo

2 bedroom 2.5 bath St. Martin villa in St. Martin (French)

This stunning two-bedroom contemporary villa is the perfect hideaway for a honeymoon couple, a small family or two couples.

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Mumbai

St. Martin, Sint Maarten

from $714 /night
up to 6 guests

Mumbai

3 bedroom 3.5 bath St. Martin villa in Sint Maarten

Mumbai is a stunning, fully air-conditioned, waterfront property located in the elegant, gated community of Shore Pointe.

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Nid d’Amour

St. Martin, St. Martin (French)

from $714 /night
up to 4 guests

Nid d’Amour

2 bedroom 2 bath St. Martin villa in St. Martin (French)

Just below the crest of the mountain, off a dramatic drive, is Nid d'Amour.

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Adagio

British Virgin Islands, Virgin Gorda

from $714 /night
up to 10 guests

Adagio

5 bedroom 6 bath BVI villa in Virgin Gorda

Paradise awaits in this vacation rental in Virgin Gorda.

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Bahia Blue

St. Martin, St. Martin (French)

from $714 /night
up to 8 guests

Bahia Blue

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

Villa Bahia Blue is a stunning vacation destination, nestled in the heart of a lush tropical forest with a gorgeous infinity pool overlooking the scenery.

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Ballena Blue

United States Virgin Islands, St. John

from $700 /night
up to 6 guests

Ballena Blue

3 bedroom 3 bath USVI villa in St. John

Ballena Blue is a three-bedroom, three-bath villa that offers fabulous panoramic views of Hart Bay and beyond to St. Croix.

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