Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,550 - $3,795 /night
Our Cayman Cottage
7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities.
Spanning 6,500-square feet across four floors, Our Cayman Cot... more
$1,550 - $5,000 /night
Old Trees 102 | Firefly
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Firefly at Old Trees is a five-bedroom beachfront holiday villa in Barbados. This luxury home sits privately in the Old Trees development on the Platinum Coast of the island. This lateral apartment covers an entire floor and features magnificent views ove... more
$1,550 - $4,750 /night
Old Trees 302 | La Mirage
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
La Mirage is a luxury beachfront penthouse holiday apartment on the West Coast of Barbados. Up to eight guests can comfortably stay in this villa’s four en-suite bedrooms and children are also welcome. This Barbados holiday home offers spectacular Carib... more
$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
$1,500 - $3,500 /night
Tortuga C-15
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), 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 - $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 - $3,143 /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 - $4,200 /night
Twin Palms Villas
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Twin Palms Villas is undoubtedly one of Anguilla’s most conveniently situated vacation homes. For larger parties, a two-bedroom Beach Palm Villa can be combined with a three-bedroom Coconut Palm Villa to create a spacious five-bedroom villa estate steps... more
$1,500 - $2,395 /night
The Vacation Haven
4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Vacation Haven is a magnificent luxury villa located in the beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica.
It is in a private gated community, adjacent to the beautiful Rose Hall Golf Course and only 10 minutes away from... more