Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,000 - $6,000 /night
Round Rock Estate
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
Round Rock Estate is a contemporary six-bedroom villa on the idyllic island of Anguilla. Completely renovated in 2019, no expense was spared to make the most of the breathtaking waterfront location. Located in a quiet part of the island, activities and di... more
$2,000 - $3,643 /night
Villa Rosa
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Guests of Villa Rosa 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). Tee... more
$2,000 - $6,500 /night
Limin' Da Coconut
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Limin’ Da Coconut is a stunning modern villa perched above Anguilla’s Little Harbour, set on a secluded stretch of coastline with turquoise waters and breathtaking blue skies, perfect for those seeking luxury villas.
The grand modern entrance, ador... more
$2,000 - $7,143 /night
Mauresque
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Built on a hillside, Mauresque is a superb four-bedroom property located on the heights of Corossol, a picturesque village near Gustavia, beaches, the airport and restaurants. The view over the yachts sailing in and out of Gustavia Harbor and the glorious... more
$2,000 - $6,000 /night
Cocomaya at Apes Hill Club
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Refresh your body and soul at Apes Hill Golf & Beach Club. Guests will have complimentary access to all Club facilities including the Beach Club, swimming pool, Pool Club, tennis courts, restaurants and bars.
Experience the epitome o... more
$2,000 - $6,714 /night
Alpaka
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the hillside of Flamands and close to the white sandy beach, the luxury vacation rental Alpaka is a true gem for your next vacation in St-Barths. Built recently in a contemporary style and a refined decoration, this luxurious vacation home offe... more
$2,000 - $2,500 /night
Weston House
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Weston House is nestled on a secluded beachfront lot in St. James on the West Coast of Barbados, with parking for several cars behind the electric security gates. The pool deck and gazebo is the perfect place to while away an afternoon in the sun, enjoyin... more
$2,000 - $3,571 /night
Beach Dreams
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Fantasy Caribbean beach vacations become realities at this stunning rental residence on the seashore in Virgin Gorda. Beach Dreams offers tranquility and abundant natural beauty on a stunningly-beautiful white sand beach in the British Virgin Islands. Ful... more
$2,000 - $4,643 /night
Cielo
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,000 - $12,500 /night
Aliseo at Sandy Lane
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Discover this stunning tropical villa featuring 9 en-suite bedro... more
$1,999 - $5,999 /night
Tortuga C17
7 Bedroom Apartment, 8 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more
$1,995 - $3,121 /night
Sea Palms
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests of Sea Palms villa are greeted by a paradise-like setting. The main house features a bright and airy great room with multiple areas for sitting and entertaining. The space has cool tile floors and high, wood-beam ceilings with fans throughout and i... more