Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,600 - $8,900 /night
Villa Paradise
7 Bedroom Villa, 6 Bathrooms, Sleeps 17
Villa Paradise, a breathtaking seven-bedroom estate, seamlessly blends natural beauty with refined elegance, offering panoramic views of the Caribbean Sea and the majestic mountains of St. Maarten.
As one of Anguilla’s most exclusive luxury villa ren... more
$2,600 - $10,000 /night
Bluff House and Cottage
8 Bedroom House, 8 Bathrooms, Sleeps 16
Experience the ultimate beachfront luxury at this exquisite Sandy Lane Estate with access to padel tennis at the renowned Sandy Lane Estate.
Bluff House, a magnificent 8-bedroom luxury villa, boasts its own exclusive, direct pathway to the renowned San... more
$2,600 - $15,715 /night
Mes Amis
13 Bedroom Villa, 14 Bathrooms, Sleeps 26
Villa Mes Amis is a truly exceptional property located in the Terres Basses area of St Martin. This unique villa boasts an impressive 13 bedrooms and is situated on a sprawling estate spanning five acres.
Perched high on a cliff, Villa Mes Amis offers ... more
$2,595 - $5,291 /night
Money Penny
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
This beautifully appointed BVI rental villa features an open living concept with two primary suites, a spacious entertainment deck and a suspended plunge pool. Overlooking the Marina, MoneyPenny offers lavish living with breathtaking views.
MoneyPenny ... more
$2,580 - $6,120 /night
Salt Air and Second Wind Villas
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Two modern, beautifully furnished, canal-front homes are situated side by side on one of the Leeward Canals. Offering 7 bedrooms, this combination allows for sufficient space and privacy for large parties travelling together.
Each property boasts a 3,4... more
$2,580 - $5,000 /night
Arrecife 3 | Sirena
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$2,571 - $10,000 /night
Colette
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The prestigious villa Colette is a beachfront property with a heated pool and amazing views over Corossol harbour. Spacious and luxurious, Colette welcomes guests into its elegant indoor and outdoor spaces, just minutes from the restaurants. Modern and we... more
$2,571 - $4,714 /night
CliffHouse
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
CliffHouse is located in lower Peter Bay, a gated neighborhood on the North shore of St. John. It is 12,000SF and sits on 3 acres directly next to the National Park for ultimate privacy. At 100 feet up from the shoreline you can hear the waves crashing on... more
$2,571 - $14,286 /night
Poppy
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of the private Montjean area, Villa Poppy is a prestigious property with panoramic ocean views. Spacious and bright, this vacation rental welcomes six guests in utmost luxury, around a large swimming pool and a tropical garden makin... more
$2,571 - $5,714 /night
Breakaway Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 16
This beautiful seven-bedroom, beachfront villa is located in the Salem area, just east of Runaway Bay. The modern architecture and furnishings create the perfect getaway for your dream Jamaican paradise. The welcoming and well-trained staff will ensure th... more
$2,571 - $14,286 /night
Bel Air
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled in the heights of St. Jean, the luxurious holiday rental Bel Air with pool and fitness room is a true haven of peace and beauty. Set in the heart of tropical surroundings and wooden hills, located close to the lovely beach of Saint-Jean, this char... more
$2,571 - $13,571 /night
Only You
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located in Petit-Cul-de-Sac in the private development Domaine du Levant, the luxury villa Only You is a recent and very modern property. It is built in a colonial style and organized over several pavilions around two lovely swimming pools and a large dec... more