Caribbean Villa Rentals


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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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Cocomaya

Barbados, Saint Andrew

from $2500 /night
up to 10 guests

Cocomaya

5 bedroom 5.5 bath Barbados villa in Saint Andrew

Cocomaya is a beautiful five-bedroom villa located in the stunning Apes Hill Club Barbados.

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Coconut Cottage

Jamaica, Montego Bay

from $1495 /night
up to 10 guests

Coconut Cottage

5 bedroom 6 bath Jamaica villa in Montego Bay

COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage just a few yards away.

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Coral Pavilion

Turks & Caicos, Providenciales

from $7900 /night
up to 10 guests

Coral Pavilion

5 bedroom 5.5 bath Turks & Caicos villa in Providenciales

Coral Pavilion is a truly elegant two-story, 5 bedroom coral stone villa, located on a wide open stretch of Grace Bay Beach, rated one of the most beautiful beaches in the world.

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Corales 18

Dominican Republic, Punta Cana

from $4550 /night
up to 10 guests

Corales 18

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Villa Corales 18 is located in the Corales section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

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Decaj

St. Lucia, Gros Islet

from $475 /night
up to 10 guests

Decaj

5 bedroom 4.5 bath St. Lucia villa in Gros Islet

Decaj is situated on an elevated site at Cap Estate, overlooking an 18-hole championship golf course, Cas En Bas beach and the Atlantic Ocean on the left and Reduit Beach and the Caribbean Sea to the right. The house is cooled by the Atlantic breeze.

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Delfina

United States Virgin Islands, St. John

from $1873 /night
up to 12 guests

Delfina

5 bedroom 6 bath USVI villa in St. John

Utterly spectacular, Villa Delfina is exclusive Peter Bay's latest and most fabulously-equipped five bedroom luxury villa!

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Delphis at Jumby Bay

Antigua, Jumby Bay Island

from $16800 /night
up to 10 guests

Delphis at Jumby Bay

5 bedroom 5.5 bath Antigua villa in Jumby Bay Island

Built in 2020, Delphis is a five bedroom private villa that sleeps 10 guests.

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Dragonfly at Jumby Bay

Antigua, Jumby Bay Island

from $11500 /night
up to 10 guests

Dragonfly at Jumby Bay

5 bedroom 5 bath Antigua villa in Jumby Bay Island

Dragonfly’s elevated location provides truly breathtaking views of turquoise seas and uninhabited Caribbean islands.

Eden at Sugar Hill

Barbados, Holetown

from $1800 /night
up to 10 guests

Eden at Sugar Hill

5 bedroom 5 bath Barbados villa in Holetown

Eden's magnificent hall has marble stairs leading up to a gallery which leads into the lounge with its high pickled pine ceiling.

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El Grande Azure

St. Martin, St. Martin (French)

from $2857 /night
up to 12 guests

El Grande Azure

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

Villa El Grande Azure in St Martin a dive in luxury

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Elysian Plain at Tryall

Jamaica, Montego Bay

from $1571 /night
up to 10 guests

Elysian Plain at Tryall

5 bedroom 5 bath Jamaica villa in Montego Bay

This spacious five bedroom villa has a magical location and sits literally at the edge of the clear blue Caribbean Sea, with panoramic views stretching from east to west.

Emerald Waters Villa

Turks & Caicos, Providenciales

from $974 /night
up to 10 guests

Emerald Waters Villa

5 bedroom 4 bath Turks & Caicos villa in Providenciales

Emerald Waters is an absolute hidden gem.

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Esprit de La Mer

St. Martin, St. Martin (French)

from $1257 /night
up to 10 guests

Esprit de La Mer

5 bedroom 5.5 bath St. Martin villa in St. Martin (French)

Closely located to one of St. Martin’s attractive sites known as “David’s Hole”, stands on the coastlines of Baie Rouge, the majestic villa Esprit de la Mer.

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Estrella at Casa de Campo

Dominican Republic, la Romana

from $2249 /night
up to 10 guests

Estrella at Casa de Campo

5 bedroom 5.5 bath Dominican Republic villa in la Romana

This gracious one-story home is full of architectural details and modern interiors.

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Everything Nice by the Sea

Jamaica, Montego Bay

from $1850 /night
up to 10 guests

Everything Nice by the Sea

5 bedroom 5.5 bath Jamaica villa in Montego Bay

Everything Nice is a lovely waterfront property on Emerald Quay sitting on the edge of the Bogue Lagoon. Nestled in between the Breathless & Secrets Hotels & within walking distance of the Montego Bay Yacht Club.

Footprints Main Villa

Barbados, St. James

from $3150 /night
up to 10 guests

Footprints Main Villa

5 bedroom 5.5 bath Barbados villa in St. James

Step inside a truly modern luxury vacation rental on one of the best beaches in Barbados.

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Foster’s House

Barbados, St. James

from $2100 /night
up to 10 guests

Foster’s House

5 bedroom 5 bath Barbados villa in St. James

Experience pure luxury at Fosters House, a stunning beachfront villa in Barbados.

Francis Bay Estate

United States Virgin Islands, St. John

from $1171 /night
up to 10 guests

Francis Bay Estate

5 bedroom 5.5 bath USVI villa in St. John

Francis Bay Estate is one of very few villas on St. John that is walking distance from the North Shore beaches – and that’s not the only thing that will make your stay here one of a kind.

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Gingerlily at The Liming

Grenadines, Bequia

from $2750 /night
up to 10 guests

Gingerlily at The Liming

5 bedroom 5 bath Grenadines villa in Bequia

Discover a new concept of relaxation on the Island in the Clouds, Bequia.

Godings Beach House

Barbados, St. Peter

from $5313 /night
up to 10 guests

Godings Beach House

5 bedroom 5 bath Barbados villa in St. Peter

Situated on the prestigious Platinum Coast of Barbados, in the parish of St. Peter, this five-bedroom, luxury beach villa offers up to ten guests the ultimate in contemporary luxury.

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Great River House

Jamaica, Montego Bay

from $1000 /night
up to 10 guests

Great River House

5 bedroom 6 bath Jamaica villa in Montego Bay

Classic Jamaican architecture meets lovely spacious accommodation! Set on five acres of gently sloping land with a sea view and is surrounded by manicured lawns.

Hacienda A21

Dominican Republic, Punta Cana

from $1220 /night
up to 12 guests

Hacienda A21

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Surrounded by golf courses and green meadows this property offers a quality stay in any of its 5 bedrooms each with its own en-suite bath.

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Hacienda Las Hamacas

Dominican Republic, Punta Cana

from $1290 /night
up to 12 guests

Hacienda Las Hamacas

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Surrounded by golf courses and green meadows, this property offers a tranquil and relaxing stay in any of its five bedrooms each with its own en-suite bathroom.

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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

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Joy Estate

St. Martin, Sint Maarten

from $590 /night
up to 10 guests

Joy Estate

5 bedroom 5.5 bath St. Martin villa in Sint Maarten

Situated at the top of Beethoven Drive, with one of the most impressive panoramic views, this 3 acre estate features massive 40 ft castle style rock walls with historic cannons.

Kasa del Mar at Harbour Village

Bonaire, Kralendijk

from $2529 /night
up to 9 guests

Kasa del Mar at Harbour Village

5 bedroom 4 bath Bonaire villa in Kralendijk

Offering all of the comforts of home, together with unlimited access to the services and facilities of Harbour Village Beach Club, Kasa del Mar is the perfect fit for couples and families.

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Kenyan Sunset Golf Villa in Rose Hall

Jamaica, Montego Bay

from $1014 /night
up to 10 guests

Kenyan Sunset Golf Villa in Rose Hall

5 bedroom 7 bath Jamaica villa in Montego Bay

In the Rose Hall residential expanse of fine homes, Kenyan Sunset Golf Villa is designed for families and golfers.

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Kishti Black Garden

Anguilla, Black Garden Bay

from $3500 /night
up to 10 guests

Kishti Black Garden

5 bedroom 4 bath Anguilla villa in Black Garden Bay

Dramatically situated overlooking the Atlantic Ocean, Kishti Black Garden is a haven for relaxation and peaceful solitude.

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Kishti West on Meads Bay

Anguilla, Meads Bay

from $4900 /night
up to 10 guests

Kishti West on Meads Bay

5 bedroom 5 bath Anguilla villa in Meads Bay

Welcome to Kishti West!

La Dacha

St. Martin, St. Martin (French)

from $2143 /night
up to 10 guests

La Dacha

5 bedroom 5.5 bath St. Martin villa in St. Martin (French)

Located in the exclusive community of Les Terres Basses, La Dacha is a stunning 5 bedroom cliffside villa offering breathtaking views of the Caribbean Sea and neighboring island Anguilla.

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La Paloma

Barbados, Fitts Village

from $1250 /night
up to 10 guests

La Paloma

5 bedroom 5 bath Barbados villa in Fitts Village

Home on the Platinum coast of Barbados, La Paloma sits right on the beach taking advantage of exceptional ocean views.

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La Perla Palais

St. Martin, Baie Rouge Beach

from $3214 /night
up to 10 guests

La Perla Palais

5 bedroom 6 bath St. Martin villa in Baie Rouge Beach

With the two neighboring sister villas, this newly reconstructed five bedroom beachfront property can transform into a seven bedroom haven with multiple pools, jacuzzis, a gym, a spa, and of course, your own access to a tucked away white-sanded beach.

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La Siesta

St. Martin, St. Martin (French)

from $930 /night
up to 10 guests

La Siesta

5 bedroom 5.5 bath St. Martin villa in St. Martin (French)

Villa La Siesta in St Martin panoramic views of the Caribbean sea

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Leamington House

Barbados, St. Peter

from $1320 /night
up to 10 guests

Leamington House

5 bedroom 5 bath Barbados villa in St. Peter

'Leamington House' is a Colonial-style great house set in the exclusive Leamington Estate.

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Lelant

Barbados, St. James

from $1000 /night
up to 10 guests

Lelant

5 bedroom 5.5 bath Barbados villa in St. James

Lelant is an airy, contemporary 5-bedroom, 5.5-bathroom villa that sits adjacent to the 16th fairway within the renowned Royal Westmoreland Golf & Country Club, with fabulous views of the Caribbean Sea.

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Les Palmiers at Jumby Bay

Antigua, Jumby Bay Island

from $11100 /night
up to 10 guests

Les Palmiers at Jumby Bay

5 bedroom 6 bath Antigua villa in Jumby Bay Island

Les Palmiers is a five-bedroom beach house designed by renowned architect Bob Moreland.

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Les Palmiers Bleus

St. Martin, St. Martin (French)

from $943 /night
up to 10 guests

Les Palmiers Bleus

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

Just steps away from the beautiful and tranquil beach of Plum Bay in Terres Basses, the modern architecture of “Les Palmiers Bleus” ( Blue Palms) offers contemporary interiors and seamless indoor/outdoor living in a lush tropical setting with its own private tennis court.

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Libellule

St. Martin, St. Martin (French)

from $1150 /night
up to 10 guests

Libellule

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

In perhaps one of French St. Martin’s most beautiful locations, Libellule – The Dragonfly, is an idyllic five-bedroom home sitting high on a promontory in Terres Basses nestled between the Caribbean Sea and the scenic Simpson Bay lagoon.

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Lienzo at Casa de Campo

Dominican Republic, la Romana

from $2249 /night
up to 15 guests

Lienzo at Casa de Campo

5 bedroom 5 bath Dominican Republic villa in la Romana

Contemporary chic defines this wonderful one-story villa featuring sleek furnishings, natural materials, and soothing colors.

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Lime Tree

United States Virgin Islands, St. John

from $2540 /night
up to 10 guests

Lime Tree

5 bedroom 5.5 bath USVI villa in St. John

Lime Tree at Peter Bay is a brand-new luxury villa perched above the clear blue waters of the exclusive neighborhood of Peter Bay.

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Madras

St. Martin, Terres Basses

from $429 /night
up to 10 guests

Madras

5 bedroom 5 bath St. Martin villa in Terres Basses

Madras is a luxurious Caribbean villa situated in Terre-Basses, a private gated community area in French St Martin.

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Mandalay

St. Martin, St. Martin (French)

from $1100 /night
up to 10 guests

Mandalay

5 bedroom 7 bath St. Martin villa in St. Martin (French)

Beautiful Mandalay, nestled into the hillside in the exclusive residential enclave of Terres Basses in French St. Martin, enjoys a superb view over the Caribbean and the picturesque sunsets of the nearby beach of Plum Bay.

Marfil at Casa de Campo

Dominican Republic, la Romana

from $2249 /night
up to 10 guests

Marfil at Casa de Campo

5 bedroom 5 bath Dominican Republic villa in la Romana

This beautiful villa is the perfect place to get away and relax, with a large swimming pool and a heated jacuzzi.

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Marina 1

Dominican Republic, Punta Cana

from $4290 /night
up to 14 guests

Marina 1

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Marina 1 is located in the Marina section of the exclusive gated community of Punta Cana Resort and Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

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Marina 4

Dominican Republic, Punta Cana

from $3400 /night
up to 12 guests

Marina 4

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Marina 4 is located in the Marina section of the exclusive gated community of Punta Cana Resort and Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

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Marmol at Casa de Campo

Dominican Republic, la Romana

from $2249 /night
up to 10 guests

Marmol at Casa de Campo

5 bedroom 5 bath Dominican Republic villa in la Romana

Majestic palms and fragrant blooms welcome you to this peaceful one-story villa.

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Maronti

British Virgin Islands, Virgin Gorda

from $5450 /night
up to 10 guests

Maronti

5 bedroom 5.5 bath BVI villa in Virgin Gorda

This spectacular estate villa sits on the steep slopes of Oil Nut Bay overlooking the turquoise waters of the Caribbean Sea and the surrounding islands.

Mer Soleil

St. Martin, St. Martin (French)

from $857 /night
up to 10 guests

Mer Soleil

5 bedroom 5.5 bath St. Martin villa in St. Martin (French)

The approach to Mer Soleil sets the stage for an exotic French Creole villa with Mediterranean flair.

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Mirabelle

St. Martin, St. Martin (French)

from $943 /night
up to 10 guests

Mirabelle

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

Villa Mirabelle in St Martin a gorgeous home on Simpson Bay lagoon.

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