Caribbean Villa Rentals


Saving Grace

Turks & Caicos, Providenciales

from $3600 /night
up to 8 guests

Saving Grace

5 bedroom 3.5 bath Turks & Caicos villa in Providenciales

Located in a residential area on Grace Bay Beach, Saving Grace Villa Providenciales is a 4,000+ square foot, two-story, L-shaped Colonial style villa nestled discreetly into a sunset-facing cove on this world-famous beach.

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Arrecife 24/25

Dominican Republic, Punta Cana

from $3580 /night
up to 20 guests

Arrecife 24/25

9 bedroom 10 bath Dominican Republic villa in Punta Cana

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

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Fowl Cay - Birdcage

Bahamas, Exuma Cays

from $3536 /night
up to 4 guests

Fowl Cay - Birdcage

2 bedroom 2.5 bath Bahamas villa in Exuma Cays

Make memories that will last a lifetime at Birdcage - your own idyllic hideaway on breathtaking Fowl Cay.

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Beach Enclave North Shore - 4 Bedroom Ocean View Villa

Turks & Caicos, Providenciales

from $3500 /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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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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Bohemia Sandy Lane

Barbados, Sandy Lane

from $3500 /night
up to 10 guests

Bohemia Sandy Lane

5 bedroom 5 bath Barbados villa in Sandy Lane

Bohemia Sandy Lane is a spectacular ridge-front luxury holiday home in Barbados with breathtaking sea views.

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Elsewhere

Barbados, Holetown

from $3500 /night
up to 16 guests

Elsewhere

10 bedroom 10 bath Barbados villa in Holetown

Nestled in the Sandy Lane Estate on the West Coast of Barbados, Elsewhere is a luxury villa suffused in greenery that transports you to a mythical space between the ocean and the clouds.

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Cheemaun Beach Villa

British Virgin Islands, Virgin Gorda

from $3500 /night
up to 8 guests

Cheemaun Beach Villa

3 bedroom 3.5 bath BVI villa in Virgin Gorda

Embellished by clear blue waters and white sand, Cheemaun Beach Villa positions 
guests on one of the top beaches in Virgin Gorda.

Blue Diamond

Anguilla, Shoal Bay West

from $3450 /night
up to 11 guests

Blue Diamond

6 bedroom 7 bath Anguilla villa in Shoal Bay West

Blue Diamond is a 13,000 square foot villa with modern interiors, spacious floor plans, five full bedrooms plus an additional room with a day bed, a swimming pool, and a heated jacuzzi for up to twelve people.

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Sailrock South Caicos Resort - 3 Bedroom Skyridge Villa

Turks & Caicos, South Caicos Island

from $3445 /night
up to 6 guests

Sailrock South Caicos Resort - 3 Bedroom Skyridge Villa

3 bedroom 3 bath Turks & Caicos villa in South Caicos Island

Three Bedroom Skyridge Villa, situated on the crest of the peninsula, allows a dazzling 360 degree panorama, all the while softly caressed by the Caribbean breezes.

Yarari Royale

Dominican Republic, Punta Cana

from $3420 /night
up to 20 guests

Yarari Royale

9 bedroom 9.5 bath Dominican Republic villa in Punta Cana

Discover a new concept of luxury vacation, where good taste, relaxation, fitness, modernism, and minimalism are blended in such a way you will have a unique experience at the new Yarari Royale.

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Arrecife Royale

Dominican Republic, Punta Cana

from $3420 /night
up to 20 guests

Arrecife Royale

9 bedroom 9.5 bath Dominican Republic villa in Punta Cana

This massive nine bedroom villa is a landmark throughout the Caribbean, based on the following pillars: modernism, minimalism, and professionalism.

Evening Villa View

Casablanca

Barbados, St. James

from $3400 /night
up to 14 guests

Casablanca

7 bedroom 7.5 bath Barbados villa in St. James

Casablanca at Sandy Lane is an elegant seven-bedroom luxury West Coast villa.

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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.

Solysombra Pooldeck

Sol y Sombra

British Virgin Islands, Virgin Gorda

from $3375 /night
up to 12 guests

Sol y Sombra

6 bedroom 6.5 bath BVI villa in Virgin Gorda

Absolutely stunning! The natural beauty surrounding this first-class private beach estate will truly take your breath away - your choice of two perfect white-sand beaches are just steps away from Sol y Sombra through either of two carved Indonesian gates.

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St. Helena

Barbados, St. James

from $3300 /night
up to 16 guests

St. Helena

8 bedroom 8.5 bath Barbados villa in St. James

St. Helena offers guests a unique feeling of the Old Colonial Style of living.

Makana

Makana on the Beach

Jamaica, Discovery Bay

from $3286 /night
up to 14 guests

Makana on the Beach

7 bedroom 7 bath Jamaica villa in Discovery Bay

Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water.

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Reef House

British Virgin Islands, Virgin Gorda

from $3250 /night
up to 6 guests

Reef House

3 bedroom 4.5 bath BVI villa in Virgin Gorda

Displaying elegant simplicity, Reef House reflects the natural beauty of the surrounding terrain with pod-style living to provide ultimate privacy and highlight 
stunning views of Necker Island, Eustatia and the reef.

Harmony Hill 4 Nl

Harmony Hill at Tryall

Jamaica, Montego Bay

from $3240 /night
up to 14 guests

Harmony Hill at Tryall

7 bedroom 7.5 bath Jamaica villa in Montego Bay

Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica’s rich architectural tradition with today’s modern amenities and service.

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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.

Antilles Pearl + Petit Topaz

Anguilla, Shoal Bay West

from $3200 /night
up to 12 guests

Antilles Pearl + Petit Topaz

6 bedroom 7.5 bath Anguilla villa in Shoal Bay West

The Antilles Pearl offers 10,800+ sq. ft. of luxurious living space with breathtaking views of the Caribbean Sea.

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Moon Reach

Barbados, St. James

from $3200 /night
up to 10 guests

Moon Reach

5 bedroom 5 bath Barbados villa in St. James

Seldom can a more idyllic setting be found for a beach vacation. Serene yet spectacular this five-bedroom villa shines in a breathtaking setting on the West Coast of Barbados.

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Triton

Turks & Caicos, Providenciales

from $3190 /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

Casa de la Playa

St. Martin, Terres Basses

from $3171 /night
up to 10 guests

Casa de la Playa

5 bedroom 5 bath St. Martin villa in Terres Basses

Villa Casa de la Playa, in Saint Martin, incredible luxurious property on the beach of Baie Longue.

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.

Fortlands Point Nl

Fortlands Point on the Beach

Jamaica, Discovery Bay

from $3143 /night
up to 18 guests

Fortlands Point on the Beach

9 bedroom 9 bath Jamaica villa in Discovery Bay

On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquoise water of Discovery Bay on one side and the deep blue Caribbean Sea on the other.

Bristol+Bliss

Bristol Bliss Villa

Turks & Caicos, Providenciales

from $3100 /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.

Fowl Cay - Seabreeze

Bahamas, Exuma Cays

from $3095 /night
up to 4 guests

Fowl Cay - Seabreeze

2 bedroom 2 bath Bahamas villa in Exuma Cays

Make memories that will last a lifetime at Seabreeze - your own idyllic hideaway on breathtaking Fowl Cay.

Starlight Villa

Fowl Cay - Starlight

Bahamas, Exuma Cays

from $3095 /night
up to 4 guests

Fowl Cay - Starlight

2 bedroom 2 bath Bahamas villa in Exuma Cays

Make memories that will last a lifetime at Starlight - your own idyllic hideaway on breathtaking Fowl Cay.

Sundance Pool Inwards

Sundance at Tryall

Jamaica, Montego Bay

from $3071 /night
up to 14 guests

Sundance at Tryall

7 bedroom 7 bath Jamaica villa in Montego Bay

Sundance is located on Mahogany Drive with magnificent views across vast sweeping lawns to the sea in the distance.

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Karma Bay at the Tryall Club

Jamaica, Montego Bay

from $3045 /night
up to 12 guests

Karma Bay at the Tryall Club

6 bedroom 6 bath Jamaica villa in Montego Bay

A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay.

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Windward

Barbados, St. James

from $3000 /night
up to 10 guests

Windward

5 bedroom 5.5 bath Barbados villa in St. James

Windward is a luxurious two-story villa on Cooper Hill within Sandy Lane Estate in Barbados featuring a swimming pool, 5 bedrooms suites, and 5.5 bathrooms.

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Limin’ Da Coconut

Anguilla, Little Harbor

from $3000 /night
up to 12 guests

Limin’ Da Coconut

6 bedroom 6.5 bath Anguilla villa in Little Harbor

Limin’ Da Coconut is a gorgeous modern villa overlooking Anguilla’s Little Harbour, on a secluded stretch of coast with turquoise sea against breathtaking blue skies.

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Tradewinds

Barbados, Holetown

from $3000 /night
up to 10 guests

Tradewinds

5 bedroom 5.5 bath Barbados villa in Holetown

Tradewinds is a striking five-bedroom mansion within the prestigious Sandy Lane Estate.

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Buttonwood Reef

Jamaica, Ocho Rios

from $3000 /night
up to 12 guests

Buttonwood Reef

6 bedroom 6.5 bath Jamaica villa in Ocho Rios

This stunning 6- bedroom villa is located right on the water’s edge, overlooking the crystal clear blue waters that Ocho Rios is well-known for. Entry to the villa is through the private compound of Hermosa Cove Boutique Resort.

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Horizons

Barbados, Holetown

from $3000 /night
up to 14 guests

Horizons

7 bedroom 6.5 bath Barbados villa in Holetown

Horizons is located in the prestigious Sandy Lane Estate and is situated on South Road, adjoining the 8th fairway of the Old Nine golf course.

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Fischer’s Reef

Grand Cayman, Rum Point

from $2995 /night
up to 20 guests

Fischer’s Reef

8 bedroom 8.5 bath Grand Cayman villa in Rum Point

Located only one mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed eight bedroom oceanfront villa ideal for large families or group getaways.

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Hummingbird House at the Tryall Club

Jamaica, Montego Bay

from $2986 /night
up to 14 guests

Hummingbird House at the Tryall Club

7 bedroom 8 bath Jamaica villa in Montego Bay

Hummingbird House is one of the finest properties within the Tryall Club!

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Kaia Kamina

Grand Cayman, Rum Point

from $2950 /night
up to 18 guests

Kaia Kamina

7 bedroom 9 bath Grand Cayman villa in Rum Point

Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai.

Sailrock Resort South Caicos Horizon 1

Sailrock South Caicos Resort - 2 Bedroom Beachfront Premier Villa

Turks & Caicos, South Caicos Island

from $2947 /night
up to 4 guests

Sailrock South Caicos Resort - 2 Bedroom Beachfront Premier Villa

2 bedroom 2 bath Turks & Caicos villa in South Caicos Island

Wake up to the sounds of the ocean washing ashore

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Dragonfly at Tryall

Jamaica, Montego Bay

from $2929 /night
up to 14 guests

Dragonfly at Tryall

7 bedroom 7 bath Jamaica villa in Montego Bay

Occupying a commanding position on Garden Hill, this sensational new villa is a dramatic new addition to the Tryall Club.

By Luxury Cayman Villas

Point of View

Grand Cayman, South Sound

from $2899 /night
up to 16 guests

Point of View

6 bedroom 6.5 bath Grand Cayman villa in South Sound

The villa comprises of 6-bedrooms and 6.5-bathrooms that can accommodate multiple families, of up to 16.

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Aqua Bay at the Tryall Club

Jamaica, Montego Bay

from $2889 /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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Point of View at the Tryall Club

Jamaica, Montego Bay

from $2877 /night
up to 10 guests

Point of View at the Tryall Club

5 bedroom 5 bath Jamaica villa in Montego Bay

Located on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world. From its unique vantage point, a sweeping panorama stretches down the mountain and across the 18-hole championship golf course to the deep blue Caribbean and distant horizon. Breathtaking at every turn.

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Sirena

Dominican Republic, Punta Cana

from $2860 /night
up to 14 guests

Sirena

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

Sirena is located in 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.

Casa V Deck

Casa Varnishkes

Turks & Caicos, Providenciales

from $2857 /night
up to 18 guests

Casa Varnishkes

9 bedroom 9.5 bath Turks & Caicos villa in Providenciales

Casa Varnishkes (Casa V) welcomes you to the quiet side of Providenciales, Turks and Caicos.

Pineapple House

Pineapple House at Tryall

Jamaica, Montego Bay

from $2857 /night
up to 10 guests

Pineapple House at Tryall

5 bedroom 5.5 bath Jamaica villa in Montego Bay

Pineapple House is a spacious villa located on Copper Ridge with a magnificent 180 degree view of the Caribbean Sea located on Jamaica’s exclusive North Shore

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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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Amanoka on the Beach

Jamaica, Discovery Bay

from $2857 /night
up to 14 guests

Amanoka on the Beach

7 bedroom 8 bath Jamaica villa in Discovery Bay

Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water, and waterfront gazebo with suspended canvas swings.

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Whispering Waters on the Beach

Jamaica, Discovery Bay

from $2857 /night
up to 14 guests

Whispering Waters on the Beach

7 bedroom 7 bath Jamaica villa in Discovery Bay

Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Keela Wee.

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