Caribbean Villa Rentals


Mer Soleil

St. Martin, St. Martin (French)

from $1143 /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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Maison de Rêve

St. Martin, St. Martin (French)

from $1143 /night
up to 12 guests

Maison de Rêve

6 bedroom 6 bath St. Martin villa in St. Martin (French)

The centerpiece of this very private estate property is an elegant 8000 square foot, six-bedroom villa filled with spacious indoor and outdoor living.

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Cyrano

St. Martin, Terres Basses

from $1143 /night
up to 6 guests

Cyrano

3 bedroom 3 bath St. Martin villa in Terres Basses

Cyrano is a delightful 3 bedroom villa located in the heart of Terres Basses with lovely water views over the lagoon at Baie Longue.

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Almond Hill

Jamaica, Montego Bay

from $1150 /night
up to 8 guests

Almond Hill

4 bedroom 4 bath Jamaica villa in Montego Bay

Almond Hill was designed by Prince Kasimir Korybut in 1993. It was brilliantly renovated, creating a contemporary beautifully decorated home with french doors opening from all of the bedrooms to the garden and bathrooms. Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a five-minute drive from Round Hill where guests enjoy complimentary resort membership.

Calliaqua

Calliaqua at Sugar Hill

Barbados, Holetown

from $1150 /night
up to 10 guests

Calliaqua at Sugar Hill

5 bedroom 5 bath Barbados villa in Holetown

Enjoying an enviable location on the glamorous West Coast of Barbados, Calliaqua is one of the most sought-after luxury holiday villas for rent on the island.

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Half Century House at Sugar Hill

Barbados, St. James

from $1150 /night
up to 12 guests

Half Century House at Sugar Hill

6 bedroom 6.5 bath Barbados villa in St. James

An inviting Barbados luxury villa located in the Sugar Hill Resort Community, Half Century House commands a breathtaking view of the Caribbean Sea.

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Joie de Vivre

St. Martin, St. Martin (French)

from $1150 /night
up to 8 guests

Joie de Vivre

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

Villa Joie de Vivre is located directly on Baie Rouge beach, one of the most prestigious and serene beaches in French Saint Martin.

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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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Secret Bay - Peninsula Ti-Fey` Villa I

Dominica, Secret Bay

from $1167 /night
up to 2 guests

Secret Bay - Peninsula Ti-Fey` Villa I

1 bedroom 2 bath Dominica villa in Secret Bay

A six-star all-villa rainforest resort experience, featuring secluded clifftop residential-style villas with private plunge pools, dedicated villa hosts, on-call concierge, chefs and guides, secret beaches, and transformative experiences curated just for you.

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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Dream in Blue

St. Martin, St. Martin (French)

from $1172 /night
up to 10 guests

Dream in Blue

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

Welcome to Villa Dream in Blue, offering one of the most beautiful views in Saint Martin, with stunning panoramic views of the Caribbean Sea from sunrise to sunset.

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Tortuga Bay C7

Dominican Republic, Punta Cana

from $1199 /night
up to 8 guests

Tortuga Bay C7

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Oceanview sturdy villa in Punta Cana with butler.

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Latitude

Barbados, St. Peter

from $1200 /night
up to 6 guests

Latitude

3 bedroom 3 bath Barbados villa in St. Peter

This wonderful beach front property sits on the edge of one of the most beautiful beaches along the West Coast of Barbados.

Beach Shack

Turks & Caicos, Providenciales

from $1200 /night
up to 2 guests

Beach Shack

1 bedroom 1 bath Turks & Caicos villa in Providenciales

A beguiling bolthole for couples that blends Balinese style and boho vibes.

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Somewhere at Prospect Estate

Jamaica, Ocho Rios

from $1200 /night
up to 8 guests

Somewhere at Prospect Estate

4 bedroom 4 bath Jamaica villa in Ocho Rios

Somewhere Villa is a lovely traditional style villa with an open, airy and spacious sitting room which opens on to a covered verandah, allowing for inside/outside living.

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Gwynt A Mor

Turks & Caicos, Providenciales

from $1200 /night
up to 12 guests

Gwynt A Mor

6 bedroom 6 bath Turks & Caicos villa in Providenciales

This luxury villa near Blue Mountain has extraordinary views of the north coast of Providenciales.

Belair

Barbados, Mullins Beach

from $1210 /night
up to 12 guests

Belair

6 bedroom 4.5 bath Barbados villa in Mullins Beach

Belair is one of our most popular rental holiday homes located on the white sands of Mullins Beach on the West Coast of Barbados.

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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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Skyline at Tryall

Jamaica, Montego Bay

from $1214 /night
up to 2 guests

Skyline at Tryall

1 bedroom 2 bath Jamaica villa in Montego Bay

Stella Marina is a very smart and well-presented one-bedroom villa with stunning ocean and golf course views.

Oceanside Tower

Turks & Caicos, Providenciales

from $1214 /night
up to 8 guests

Oceanside Tower

4 bedroom 4.5 bath Turks & Caicos villa in Providenciales

Oceanside Tower is a beautifully renovated villa offering simple luxury in a gorgeous setting.

On the Rocks Villa

Turks & Caicos, Providenciales

from $1214 /night
up to 6 guests

On the Rocks Villa

3 bedroom 3 bath Turks & Caicos villa in Providenciales

On The Rocks signifies the true Turks and Caicos lifestyle and charm.

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Loft Villa at 473 Grenada Boutique Resort

Grenada, New Westerhall Point

from $1222 /night
up to 2 guests

Loft Villa at 473 Grenada Boutique Resort

1 bedroom 1 bath Grenada villa in New Westerhall Point

At the water’s edge flanked between two secluded sandy beaches, 473 Grenada Boutique Resort opened in 2018 as a hideaway in the prestigious Fort Jeudy south coast region, on Grenada.

Seven Seas

Seven Seas on the Beach

Jamaica, Discovery Bay

from $1243 /night
up to 8 guests

Seven Seas on the Beach

4 bedroom 4 bath Jamaica villa in Discovery Bay

The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to my bedroom window.

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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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Starfish - Arrecife 64

Dominican Republic, Punta Cana

from $1250 /night
up to 12 guests

Starfish - Arrecife 64

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Indulge yourself by staying at one of the most modern, yet comfortable golfview villas in one of the most lauded resorts in the whole Caribbean - Punta Cana Resort.

Bajan Heights at Royal Westmoreland

Barbados, St. James

from $1250 /night
up to 10 guests

Bajan Heights at Royal Westmoreland

5 bedroom 5 bath Barbados villa in St. James

This gorgeous executive five bedroom villa sits atop the ridge overlooking the shimmering West Coast of Barbados and is a blend of modern finishes and classic chic island style.

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Pelican Bay

Anguilla, Blowing Point

from $1250 /night
up to 8 guests

Pelican Bay

4 bedroom 4.5 bath Anguilla villa in Blowing Point

A breathtaking, palm-lined walkway greets you as you enter the property and are at once transfixed by the unobstructed views of St. Martin and the shades of cerulean Caribbean Sea that beckon you.

Palermo

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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Osprey

Turks & Caicos, Providenciales

from $1250 /night
up to 6 guests

Osprey

3 bedroom 3.5 bath Turks & Caicos villa in Providenciales

Villa Osprey encompasses tranquility and owns extra charm found nowhere else.

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New Mansion

Barbados, St. James

from $1260 /night
up to 8 guests

New Mansion

4 bedroom 4.5 bath Barbados villa in St. James

A modern coral stone villa located on the exclusive West Coast beachfront.

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Eureka at Tryall Club

Jamaica, Montego Bay

from $1265 /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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AnaCapri Estate

British Virgin Islands, Tortola

from $1286 /night
up to 10 guests

AnaCapri Estate

4 bedroom 4.5 bath BVI villa in Tortola

'AnaCapri Estate' sits on a generous one-acre lot looking out over Tortola's breathtaking panorama of Guana Island, Great Camanoe, and over to The Dogs and Virgin Gorda.

Hakuna Matata

United States Virgin Islands, St. John

from $1286 /night
up to 8 guests

Hakuna Matata

4 bedroom 5.5 bath USVI villa in St. John

Worthy of the most stylish home design magazines, 'Hakuna Matata' is the epitome of high-end island living.

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Le Rocher

St. Martin, St. Martin (French)

from $1286 /night
up to 8 guests

Le Rocher

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

A four-bedroom jewel that sits in the hills of the Terres Basses.

Hacienda A21

Dominican Republic, Punta Cana

from $1290 /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.

Spero - Hacienda B6

Dominican Republic, Punta Cana

from $1290 /night
up to 10 guests

Spero - Hacienda B6

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Surrounded by lush evergreen and "golf course green" grass, this marvelous four-bedroom home stands in the middle of paradise inside Punta Cana Resort, a world renowned and acclaimed Caribbean resort.

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.

Tortuga Bay B28

Dominican Republic, Punta Cana

from $1290 /night
up to 12 guests

Tortuga Bay B28

5 bedroom 5 bath Dominican Republic villa in Punta Cana

This beautiful property has a modern tropical design concept providing an ambiance of relaxation and comfort.

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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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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Tranquillity on the Beach

Jamaica, Montego Bay

from $1321 /night
up to 14 guests

Tranquillity on the Beach

7 bedroom 6 bath Jamaica villa in Montego Bay

True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff.

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Sunset Close

Turks & Caicos, Providenciales

from $1321 /night
up to 8 guests

Sunset Close

4 bedroom 4 bath Turks & Caicos villa in Providenciales

Spend a week in this newly constructed 4-bedroom, 4 bathroom villa on the turquoise waters of the island of Providenciales.

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Oceanfront Cliffside 2 Bedroom Villa at 473 Grenada Boutique Resort

Grenada, New Westerhall Point

from $1323 /night
up to 4 guests

Oceanfront Cliffside 2 Bedroom Villa at 473 Grenada Boutique Resort

2 bedroom 2 bath Grenada villa in New Westerhall Point

At the water’s edge flanked between two secluded sandy beaches, 473 Grenada Boutique Resort opened in 2018 as a hideaway in the prestigious Fort Jeudy south coast region, on Grenada.

Casuarina

Barbados, Holetown

from $1350 /night
up to 10 guests

Casuarina

5 bedroom 5.5 bath Barbados villa in Holetown

Commanding views of the verdant fairway and the Caribbean Sea beyond, is Casuarina House on the West Coast.

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Allamanda

Jamaica, Montego Bay

from $1357 /night
up to 10 guests

Allamanda

5 bedroom 4 bath Jamaica villa in Montego Bay

ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef and a nearby membership at the Tryall Club.

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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Always

St. Martin, St. Martin (French)

from $1357 /night
up to 12 guests

Always

6 bedroom 6 bath St. Martin villa in St. Martin (French)

Villa Always in St Martin beautiful 6 bedroom villa tailored to fit a luxurious caribbean way of life

Breezy Villa

Turks & Caicos, Providenciales

from $1368 /night
up to 8 guests

Breezy Villa

4 bedroom 4 bath Turks & Caicos villa in Providenciales

Breezy Villa is a private ocean front villa situated on the south shore surrounded by the soothing blue hues of the ocean.

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Blue Beach

St. Martin, Terres Basses

from $1389 /night
up to 8 guests

Blue Beach

4 bedroom 4 bath St. Martin villa in Terres Basses

This breathtaking setting is a beach lover's dream.

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Tamar

British Virgin Islands, Virgin Gorda

from $1393 /night
up to 10 guests

Tamar

5 bedroom 5.5 bath BVI villa in Virgin Gorda

Elegance and island charm greet you at this beautiful rental villa at Leverick Bay.

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