Caribbean Villa Rentals


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Evolution

Grand Cayman, Bodden Town

from $1950 /night
up to 18 guests

Evolution

7 bedroom 7.5 bath Grand Cayman villa in Bodden Town

Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast.

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Falaise des Oiseaux

St. Martin, St. Martin (French)

from $500 /night
up to 6 guests

Falaise des Oiseaux

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

From its dramatic cliff-top location, on the northern coastline of French St. Martin in Terres Basses, villa Falaise des Oiseaux enjoys sublime water views across the ocean to the neighboring island of Anguilla on the distant horizon.

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Farniente

St. Martin, Sint Maarten

from $786 /night
up to 8 guests

Farniente

4 bedroom 4 bath St. Martin villa in Sint Maarten

Villa Farniente on St. Martin is a gorgeous and exceptionally popular villa located at the beautiful Shore Pointe on the exclusive, scenic Cupecoy Beach.

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Fields of Ambrosia

St. Martin, Terres Basses

from $600 /night
up to 6 guests

Fields of Ambrosia

3 bedroom 3 bath St. Martin villa in Terres Basses

Welcome to Fields of Ambrosia, a stunning 3-bedroom luxury villa located in the exclusive area of Terres Basses on the island of St. Martin.

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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.

Flamboyant - Schooner Bay 201

Barbados, St. Peter

from $350 /night
up to 4 guests

Flamboyant - Schooner Bay 201

2 bedroom 2 bath Barbados villa in St. Peter

Schooner Bay is the most luxurious beachfront condominium on the exclusive west coast of this beautiful island.

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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Footprints North Cottage

Barbados, St. James

from $700 /night
up to 6 guests

Footprints North Cottage

3 bedroom 2 bath Barbados villa in St. James

The North Cottage is a guest favorite and is just moments away from the beach.

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Footprints South Cottage

Barbados, St. James

from $700 /night
up to 6 guests

Footprints South Cottage

3 bedroom 3 bath Barbados villa in St. James

The South Cottage sits just a minute from the Alleyne Bay and is a private tropical oasis with a sleek and stylish finish.

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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.

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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.

Fowl Cay - Blue Moon

Bahamas, Exuma Cays

from $4631 /night
up to 6 guests

Fowl Cay - Blue Moon

3 bedroom 3 bath Bahamas villa in Exuma Cays

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

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.

Sweetwater

Fowl Cay - Sweetwater

Bahamas, Exuma Cays

from $4631 /night
up to 6 guests

Fowl Cay - Sweetwater

3 bedroom 3 bath Bahamas villa in Exuma Cays

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

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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Frangipani at Prospect Estate

Jamaica, Ocho Rios

from $1100 /night
up to 8 guests

Frangipani at Prospect Estate

4 bedroom 4.5 bath Jamaica villa in Ocho Rios

Frangipani takes its’ name from the tropical Frangipani tree which produces fragrant white, pink or yellow flowers. Several of these trees surround the house.

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Frangipani

Anguilla, Meads Bay

from $4100 /night
up to 8 guests

Frangipani

4 bedroom 4.5 bath Anguilla villa in Meads Bay

A part of the boutique Frangipani Beach Resort — Travel and Leisure’s 2018 #1 ranked resort in the Caribbean and #3 in the world — this Anguillan beauty combines the private villa lifestyle with the bespoke amenities of a world class resort.

Fustic House Private Estate

Barbados, St. Lucy

from $4750 /night
up to 14 guests

Fustic House Private Estate

7 bedroom 7 bath Barbados villa in St. Lucy

Built in the early 18th century, this stately home of coral stone exudes traditional charm.

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Geneviève (DO NOT USE)

St. Barthélemy, Lurin

from $1429 /night
up to 6 guests

Geneviève (DO NOT USE)

3 bedroom 3 bath St. Barthélemy villa in Lurin

Villa Geneviève is a property located in the captivating heights of Lurin, which is considered one of the most beautiful spots in St Barths.

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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.

Glitter Bay 102 “49 Steps”

Barbados, Porters

from $600 /night
up to 4 guests

Glitter Bay 102 “49 Steps”

2 bedroom 2 bath Barbados villa in Porters

Glitter Bay 102 is a ground floor, two-bedroom unit with a fully air-conditioned, open-plan living area.

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Go Easy

Barbados, Holetown

from $1450 /night
up to 12 guests

Go Easy

6 bedroom 6.5 bath Barbados villa in Holetown

'Go Easy' is a stunning Caribbean colonial style residence, situated in the parish of St. James on the West Coast of Barbados.

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GoldenEye Beach and Lagoon Villas

Jamaica, Ocho Rios

from $2120 /night
up to 4 guests

GoldenEye Beach and Lagoon Villas

2 bedroom 2 bath Jamaica villa in Ocho Rios

Each of GoldenEye's stand-alone villas is its own private world, set in a verdant garden of native greenery and sitting directly on the beach or lagoon.

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Golf Azul at Casa de Campo

Dominican Republic, la Romana

from $1499 /night
up to 6 guests

Golf Azul at Casa de Campo

3 bedroom 3 bath Dominican Republic villa in la Romana

Lovely villa with beautiful view to the 14th hole of one of our famous golf courses.

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Good Vibes - Tortuga Bay C19

Dominican Republic, Punta Cana

from $1720 /night
up to 17 guests

Good Vibes - Tortuga Bay C19

8 bedroom 8 bath Dominican Republic villa in Punta Cana

Whether you are looking to have some deserved vacations with your family or you want spend some quality time with your friends, this dapper seven bedroom luxury villa in the exclusive Tortuga Bay neighborhood is the right place for you!

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Grace Bay Club - 3 Bedroom Villa Penthouse

Turks & Caicos, Providenciales

from $4760 /night
up to 10 guests

Grace Bay Club - 3 Bedroom Villa Penthouse

3 bedroom 3.5 bath Turks & Caicos villa in Providenciales

The elegance of white sand greeting crystal waters inspires the timeless luxury of the iconic and original Grace Bay Club, situated on one of the world’s most beautiful beaches. Here, grace extends beyond the resort’s name to infuse breathtaking sunrise strolls and romantic sunset dinners with sophistication. Guests enjoy access to myriad activities, a selection of pools, and innovative dining offerings.

Grand Palms

St. Martin, St. Martin (French)

from $671 /night
up to 6 guests

Grand Palms

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

Grand Palms is a brand new three-bedroom villa situated across from Plum Bay Beach public access.

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Great Turtle

United States Virgin Islands, St. John

from $681 /night
up to 8 guests

Great Turtle

4 bedroom 4.5 bath USVI villa in St. John

Notched into a beautifully-landscaped hillside, Great Turtle Villa, a four-bedroom villa commands sweeping views of Coral Bay, the Caribbean Sea and the emerald green hills of Bordeaux Mountain.

Greystone

St. Martin, Terres Basses

from $370 /night
up to 6 guests

Greystone

3 bedroom 3 bath St. Martin villa in Terres Basses

Villa Greystone is St. Martin's ultra private Caribbean retreat, 5 min by car to Plum Bay.

Gwynt A Mor

Turks & Caicos, Providenciales

from $1736 /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.

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Hacienda 82

Dominican Republic, Punta Cana

from $1080 /night
up to 10 guests

Hacienda 82

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

This amazing and mesmerizing villa presents you with one of a kind vacation experience!

Hacienda A18 - Tranquila

Dominican Republic, Punta Cana

from $1000 /night
up to 10 guests

Hacienda A18 - Tranquila

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Indulge yourself and all your family and friends in some quality time and relaxed days in one the most secluded neighborhoods in Punta Cana.

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.

Hacienda

St. Martin, St. Martin (French)

from $636 /night
up to 8 guests

Hacienda

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

This elegant Spanish-Caribbean style villa is designed to capture the views and maximize outdoor living.

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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Half Century House at Sugar Hill

Barbados, St. James

from $1000 /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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Hanover Grange at Tryall

Jamaica, Montego Bay

from $1800 /night
up to 18 guests

Hanover Grange at Tryall

9 bedroom 9.5 bath Jamaica villa in Montego Bay

Hanover Grange has become one of the highest profile, privately owned villas in the Caribbean, welcoming a succession of international celebrities, politicians and business leaders as guests.

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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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Happy Hour

Jamaica, Discovery Bay

from $5143 /night
up to 14 guests

Happy Hour

7 bedroom 7.5 bath Jamaica villa in Discovery Bay

Happy Hour Villa is the newest villa on the beautiful Discovery Bay shore. The modern design & architecture of this 13,000 sq ft villa is complemented with luxurious and beautiful finishes. Happy Hour villa is a resort in itself, a calm sandy beach front, tennis/pickle court, gym, spa, sauna, games room, media room, infinity pool, Baja ledge/kiddies pool, hot tub, indoor/outdoor living & so much more.

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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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Harmony

Anguilla, West End

from $2400 /night
up to 16 guests

Harmony

8 bedroom 9.5 bath Anguilla villa in West End

Villa Harmony is an 8-bedroom residence style villa successfully harmonizes the relaxed Caribbean style with elegant contemporary touches from around the world.

Haven House

Turks & Caicos, Providenciales

from $7000 /night
up to 12 guests

Haven House

6 bedroom 6 bath Turks & Caicos villa in Providenciales

Haven House is nestled along the pristine shores of Long Bay on the south east coast of Providenciales.

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Hawksbill Beach House

Turks & Caicos, Providenciales

from $2200 /night
up to 6 guests

Hawksbill Beach House

3 bedroom 3 bath Turks & Caicos villa in Providenciales

Located on the most pristine section of Grace Bay Beach in the luxurious residential community of Leeward.

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Hawksbill

Turks & Caicos, Providenciales

from $14000 /night
up to 22 guests

Hawksbill

11 bedroom 11.5 bath Turks & Caicos villa in Providenciales

Hawksbill Villa is an 11-bedroom, Caribbean estate home within a number of separate buildings throughout the 5+ acre site.

Hemingway House

Barbados, Gibbes Beach

from $2150 /night
up to 8 guests

Hemingway House

4 bedroom 4.5 bath Barbados villa in Gibbes Beach

Top architect Larry Warren's latest plantation style designed Hemingway House is tucked away between the serenity of Gibbes Beach and the highly popular Mullins Beach.

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High Spirits at Royal Westmoreland

Barbados, Alleynes Bay

from $1050 /night
up to 8 guests

High Spirits at Royal Westmoreland

4 bedroom 4.5 bath Barbados villa in Alleynes Bay

This impressive four-bedroom villa is strategically positioned on a ridge, commanding breathtaking views across the immaculately-groomed golf course, a Robert Trent Jones Jr. design, to the alluring turquoise waters of the West Coast shoreline.

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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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Howzat! at Royal Westmoreland

Barbados, Alleynes Bay

from $1100 /night
up to 10 guests

Howzat! at Royal Westmoreland

6 bedroom 6 bath Barbados villa in Alleynes Bay

Located within the desirable Ocean Drive avenue of the Royal Westmoreland Golf Resort, Howzat! is an executive six-bedroom, six-bathroom residence which offers unobstructed views of the 13th fairway and out to the western coastline.

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