Caribbean Villa Rentals


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Wag Water at Prospect Estate

Jamaica, Ocho Rios

from $900 /night
up to 6 guests

Wag Water at Prospect Estate

3 bedroom 3 bath Jamaica villa in Ocho Rios

Wag Water is a charming cottage with a water front location, named after the river which meanders through the local parish of St Mary.

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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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Wymara Resort - Oceanfront Penthouse Suite

Turks & Caicos, Providenciales

from $5195 /night
up to 6 guests

Wymara Resort - Oceanfront Penthouse Suite

3 bedroom 3.5 bath Turks & Caicos villa in Providenciales

Our Oceanfront Penthouse Suite measures over 3,700 square feet and boasts one of the most impressive and unforgettable views on Providenciales.

New One Bedroom Suite Full View

Wymara Resort - Three Bedroom Oceanfront Suite

Turks & Caicos, Providenciales

from $6659 /night
up to 6 guests

Wymara Resort - Three Bedroom Oceanfront Suite

3 bedroom 3 bath Turks & Caicos villa in Providenciales

Overflowing with understated extravagance, our Three Bedroom Oceanfront Suite offers some of the most stunning views in Turks + Caicos as well as an amount of room normally reserved for private homes.

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2B at Peter Bay

United States Virgin Islands, St. John

from $4286 /night
up to 8 guests

2B at Peter Bay

4 bedroom 4.5 bath USVI villa in St. John

Besides the amazing 2B Peter Bay Beach Villa being just steps above a sandy clear water North Shore beach within the stunning Virgin Islands National Park, this home boasts 4 master bedroom suites, a pool and a hot tub built and designed at the highest quality letting in the big multi blue views that could rival any global destination.

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4 Bedroom Beach Sala Villa at Amanyara

Turks & Caicos, Providenciales

rates on request
up to 10 guests

4 Bedroom Beach Sala Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

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4 Bedroom Beach Villa at Amanyara

Turks & Caicos, Providenciales

rates on request
up to 10 guests

4 Bedroom Beach Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

Villa Master Bedroom Pavilion

4 Bedroom Ocean Villa at Amanyara

Turks & Caicos, Providenciales

rates on request
up to 8 guests

4 Bedroom Ocean Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

Villa Infinity Pool

4 Bedroom Tranquility Villa at Amanyara

Turks & Caicos, Providenciales

rates on request
up to 10 guests

4 Bedroom Tranquility Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

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Alegre at Casa de Campo

Dominican Republic, la Romana

from $2199 /night
up to 8 guests

Alegre at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

Ideal for kids of all ages, this one-story villa is full of entertainment options including a full-sized billiards table, air-conditioned den, shaded gazebo, and sunny terrace that wraps around the pool and whirlpool tub.

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Alila

Barbados, Holetown

from $2250 /night
up to 8 guests

Alila

4 bedroom 4 bath Barbados villa in Holetown

Built with a flowing open plan design, each room leads on to another and each offers a glimpse of the breathtaking view.

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Allamanda at Jumby Bay Island

Antigua, Jumby Bay Island

from $13900 /night
up to 8 guests

Allamanda at Jumby Bay Island

4 bedroom 4 bath Antigua villa in Jumby Bay Island

Allamanda exudes a feeling of effortless sophistication and enjoyment.

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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.

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Alondra at Casa de Campo

Dominican Republic, la Romana

from $2199 /night
up to 9 guests

Alondra at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

This elegant two-story villa is the perfect hideaway for an incredible vacation.

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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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Ambiance

St. Martin, St. Martin (French)

from $1143 /night
up to 8 guests

Ambiance

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

This extraordinary estate style villa enchants the moment you enter the gate.

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Ami La Vita

United States Virgin Islands, St. John

from $957 /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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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.

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Anani at Kamique Villas

Anguilla, Little Harbor

from $1400 /night
up to 8 guests

Anani at Kamique Villas

4 bedroom 4 bath Anguilla villa in Little Harbor

Anani Villa Kamique is one of three villas on Kamique Estate, situated directly on the Caribbean Sea on the southern coast of Anguilla.

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Aqua Bay at the Tryall Club

Jamaica, Montego Bay

from $3358 /night
up to 8 guests

Aqua Bay at the Tryall Club

4 bedroom 6 bath Jamaica villa in Montego Bay

Aqua Bay is an amazing seafront property and is one of the premier villas at The Tryall Club.

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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.

Aqua Vue

St. Martin, Cupecoy Beach

from $408 /night
up to 8 guests

Aqua Vue

4 bedroom 4.5 bath St. Martin villa in Cupecoy Beach

Aqua Vue is a luxurious 2,400-square-foot, four-bedroom condo with beautiful sunsets from the terrace and breathtaking views of the Caribbean Sea, Simpson Bay, and Porto Cupecoy marina.

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Arcadia

St. Martin, Sint Maarten

from $286 /night
up to 8 guests

Arcadia

4 bedroom 4 bath St. Martin villa in Sint Maarten

Villa Arcadia is a welcoming and tranquil 4 Bedroom, 4 Bathroom hillside villa with rare heated pool in the beautiful Villas of Oyster Pond (a private gated community) located on the Dutch side of the island and close to the French border, offering easy access to both worlds and luxurious amenities.

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Arrecife 23

Dominican Republic, Punta Cana

from $1430 /night
up to 10 guests

Arrecife 23

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Imagine yourself in the middle of paradise, a gentle sea breeze against your face while enjoying one of the most exclusive and luxury places.

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Arrecife 24

Dominican Republic, Punta Cana

from $1860 /night
up to 10 guests

Arrecife 24

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

This tropical Villa presents you with one of a kind accommodation experience!

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Azalea at Casa de Campo

Dominican Republic, la Romana

from $1699 /night
up to 8 guests

Azalea at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

This whimsical, colorful two-story villa offers truly one-of-a-kind comfort and style.

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Azure Wish Villa

British Virgin Islands, Virgin Gorda

from $2500 /night
up to 8 guests

Azure Wish Villa

4 bedroom 3.5 bath BVI villa in Virgin Gorda

A short drive from Spanish Town along the stunning Nail Bay road takes visitors to the beautiful and exclusive villas of the Nail Bay Resort.

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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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Beach Dreams

British Virgin Islands, Virgin Gorda

from $1786 /night
up to 11 guests

Beach Dreams

4 bedroom 5 bath BVI villa in Virgin Gorda

Beach Dreams, a luxurious, beachfront villa on the most beautiful, white-sand beach of Mahoe Bay, is a peaceful enclave ideal for walking, swimming, and snorkeling.

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Beach Enclave North Shore - 4 Bedroom Beachfront Villa

Turks & Caicos, Providenciales

from $4800 /night
up to 8 guests

Beach Enclave North Shore - 4 Bedroom Beachfront Villa

4 bedroom 4.5 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 North Shore - 4 Bedroom Ocean View Villa

Turks & Caicos, Providenciales

from $3700 /night
up to 8 guests

Beach Enclave North Shore - 4 Bedroom Ocean View Villa

4 bedroom 4.5 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 House

Turks & Caicos, Providenciales

from $2816 /night
up to 12 guests

Beach House

4 bedroom 6 bath Turks & Caicos villa in Providenciales

A stunning luxury beachfront retreat, the Beach House is a newly renovated 4-bedroom property which sits directly on one of Providenciales most beautiful beaches, Taylor Bay Beach.

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Beach Path Tranquility Villa at Amanyara

Turks & Caicos, Providenciales

rates on request
up to 10 guests

Beach Path Tranquility Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

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Beit Hawa

United States Virgin Islands, St. John

from $786 /night
up to 8 guests

Beit Hawa

4 bedroom 3 bath USVI villa in St. John

Beit Hawa, a unique four-bedroom contemporary villa, is perched 50 feet above the turquoise waters of the Caribbean with a sweeping easterly view across Rendezvous Bay and Reef Bay beyond.

Bellamare

British Virgin Islands, Virgin Gorda

from $643 /night
up to 8 guests

Bellamare

4 bedroom 4 bath BVI villa in Virgin Gorda

Just steps from the "beautiful sea," Bellamare is a four-bedroom private villa overlooking a pristine Mahoe bay, providing the perfect combination of secluded natural beauty and contemporary domestic comforts.

Bird of Paradise

Anguilla, Sandy Hill

from $1850 /night
up to 8 guests

Bird of Paradise

4 bedroom 4.5 bath Anguilla villa in Sandy Hill

A celebrated luxury villa on the island of Anguilla, Bird of Paradise has been recognized as one of the Caribbean’s finest by Islands and Island Home magazines.

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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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Bonavista

Barbados, Gibbes Beach

from $1600 /night
up to 8 guests

Bonavista

4 bedroom 5 bath Barbados villa in Gibbes Beach

Bonavista sits on a quiet stretch of white, sand beach on the stunning West Coast of Barbados.

Bora Bora

Barbados, St. James

from $634 /night
up to 8 guests

Bora Bora

4 bedroom 4 bath Barbados villa in St. James

Bora Bora is a bright and airy vacation apartment, located directly on the popular Paynes Bay Beach, on the West Coast of Barbados.

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.

Bright Ideas

Bright Idea

Turks & Caicos, Providenciales

from $936 /night
up to 8 guests

Bright Idea

4 bedroom 4.5 bath Turks & Caicos villa in Providenciales

Bright Idea is a wonderfully appointed beach front villa nestled in manicured gardens and overlooking the tranquil turquoise waters of chalk sound.

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Brise de Mer

St. Lucia, Cap Estate

from $595 /night
up to 8 guests

Brise de Mer

4 bedroom 4.5 bath St. Lucia villa in Cap Estate

Let the stunning vista and ocean view entice and captivate you.

Bristol+Bliss

Bristol Bliss Villa

Turks & Caicos, Providenciales

from $3600 /night
up to 8 guests

Bristol Bliss Villa

4 bedroom 5 bath Turks & Caicos villa in Providenciales

Welcome to Bristol Bliss, an immaculate four bedroom all-suite villa located in the prestigious Turtle Tail region of Providenciales, in the Turks and Caicos Islands.

Buena Vida - Hacienda A13

Dominican Republic, Punta Cana

from $1080 /night
up to 8 guests

Buena Vida - Hacienda A13

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

This idyllic villa presents you with one of a kind accommodation experience!

Caballet - La Cana H3

Dominican Republic, Punta Cana

from $1000 /night
up to 10 guests

Caballet - La Cana H3

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Hop into this unique luxury villa to spend some quality time with your family or friends.

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Capri Manor

Barbados, Gibbes Beach

from $1100 /night
up to 8 guests

Capri Manor

4 bedroom 4 bath Barbados villa in Gibbes Beach

Capri Manor is a charming four bedroom luxury holiday villa located moments away from the world famous Gibbes beach.

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Caribbean Jewel

Jamaica, Montego Bay

from $1035 /night
up to 8 guests

Caribbean Jewel

4 bedroom 4 bath Jamaica villa in Montego Bay

Caribbean Jewel is a 5,000 square-foot Mediterranean-style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf at Cinnamon Hill Course nearby.

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Casa Bella at Casa de Campo

Dominican Republic, la Romana

from $1699 /night
up to 8 guests

Casa Bella at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

Warm, inviting, and stylishly decorated, this two-story villa features open and airy common living spaces plus comfortable and private bedrooms.

Casuarina

Casuarina at the Tryall Club

Jamaica, Montego Bay

from $1964 /night
up to 8 guests

Casuarina at the Tryall Club

4 bedroom 4 bath Jamaica villa in Montego Bay

Casuarina is a hidden gem and one of the loveliest villas at Tryall. The ocean views are breathtaking while inside there is a magical charm created by a very clever combination of flower-filled gardens, and furniture designed for total comfort.

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