Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,210 - $3,026 /night

Chateau Genesis Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Château Genesis, located on the unspoiled island of Anguilla in the British West Indies, is one of the newest villas for rent in Anguilla. This gracious three-bedroom oasis is inspired by Caribbean architecture yet provides the best of today’s modern a... more
$1,210 /night

Villa Las Lagunas

4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Luxury, space, good taste, comfort, privacy and elegance are the characteristics that define this villa, which will undoubtedly make your vacation with family or friends the best possible choice. Four bedrooms en-suite, spacious and fresh, magnificentl... more
$1,210 - $3,189 /night

Almond Hill

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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. A stunning renovation has created the all... more
$1,207 - $1,569 /night

Steppa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
A simple tropical modern design on a dramatic beachfront landscape, Steppa offers mountain to sea views at every turn. Sculpted white staircases and rounded curved walls allow cool ocean breezes to course through the villa’s indoor and outdoor spaces. J... more
$1,200 - $4,800 /night

Fresh Wind

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Set within the prestigious Apes Hill community, Fresh Wind is a contemporary luxury villa that blends striking design with effortless Caribbean living. Overlooking the lush fairways of the golf course and the sparkling Caribbean Sea beyond, this exception... more
$1,200 - $4,200 /night

Villa Nuit Jade

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Experience an exceptional stay in the heart of the prestigious Terres Basses residence at Villa Nuit Jade. This stunning five-bedroom villa with en-suite bathrooms perfectly combines luxury, modern comfort, and refined elegance. From its terrace and heate... more
$1,200 - $3,000 /night

Turtle Beach

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Turtle Beach, a luxury, open-concept 4-bedroom private villa on the oceanfront in Spotts, just 10 minutes from the airport. Turtle Beach appeals to seasoned travelers looking for a classic oceanfront villa with contemporary decor, resort-lik... more
$1,200 - $2,300 /night

One Old Trees

3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
One Old Trees is a spacious ground-floor, luxury beachfront apartment on the West Coast of Barbados. This luxury home is a bright corner unit with high ceilings and its own private villa-style entrance. One Old Trees is one of the largest units in this lu... more
$1,200 - $4,286 /night

Villa Alma

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Alma is a stunning property! The location in Beacon Hill and proximity to Maho Beach make it an ideal vacation spot for those looking to enjoy the beautiful beaches of St. Maarten. The fact that it's a modern four-bedroom house with a swimming pool ... more
$1,200 - $3,000 /night

Hacienda A13 | Buena Vida

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$1,200 - $3,200 /night

Sea Grapes

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Sea Grapes is a charming and well-appointed three-bedroom beach villa with a separate three-bedroom cottage. The villa is located on a private white sand beach on exclusive Fortlands Road in Discovery Bay. The two-story entry leads into a living room ... more
$1,200 - $6,000 /night

Zenaida Estate

7 Bedroom Estate, 7 Bathrooms, Sleeps 14
Zenaida Estate is a luxurious Anguilla villa rental retreat perched on a pristine, untouched beach on the south coast of Anguilla in Sandy Hill Bay. With breathtaking views of the azure sea and the islands of St. Martin and St. Barths, it offers one of th... more
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