Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,539 - $3,726 /night
Wheel House
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$1,525 - $3,750 /night
Happy Trees
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Happy Trees is a magnificent four-bedroom villa tastefully furnish... more
$1,515 - $3,057 /night
Vittoria
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Villa Vittoria sits on the popular white sandy beach of Simpson Bay facing the sparkling blue water of the Caribbean Sea.
This elegant two-level villa offers six bedrooms an... more
$1,513 - $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
$1,500 - $3,500 /night
Tortuga C-15
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more
$1,500 - $3,000 /night
Pebble
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located on the secluded East Coast of Barbados, Pebble is a beachfront, holiday villa that blends with the earth itself, bearing all the perfect imperfections of the rugged, windswept side of Barbados. Designed by Sophie Domenge and inspired by the sculpt... more
$1,500 /night
Villa L'Optimiste
4 Bedroom Apartment, 4 Bathrooms, Sleeps 12
Four bedroom luxury villa rental. Introducing the epitome of luxury coastal living, nestled within the prestigious gated beachfront resort of Sea Horse Ranch. Villa l’Optimiste is a two-story, expansive residence with four bedrooms, four bathrooms, a sw... more
$1,500 /night
Villa Diana
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Villa Diana is a luxury vacation villa with exquisite space and location. This four bedroom luxury Caribbean property is a classic beach villa with beautiful architecture, an open floor plan, and harmonious interiors embodying both sophistication and rela... more
$1,500 - $4,714 /night
Beau Rivage
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Beau Rivage, an exclusive retreat nestled along the pristine shores of Baie Rouge Beach in St Martin. Baie Rouge Beach, nearly a mile of soft sand, is a tranquil and naturally beautiful gem. This idyllic property is enveloped by its stunning beach and tro... more
$1,500 - $3,339 /night
Abacus Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of Abacus Villa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mandatory (gratuity is not included). T... more
$1,500 - $5,500 /night
Tortuga H6 | Rosana
5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more
$1,500 - $2,500 /night
Segura Villa
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Segura takes luxury to new levels. A modern interior layout and polished concrete floors grace the entire villa, including the large kitchen with a custom-made dining room table and indoor entertaining and dining areas. Set on three levels, the top of Seg... more