Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,857 - $10,000 /night
Alhena
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Alhéna is situated in Lurin. Very private, it offers a stunning view on Saint Jean bay. The large living and the kitchen open onto the terrace and the long pool. The decoration is contemporary and comfortable. One bedroom is on the main floor. The two ot... more
$1,857 - $4,571 /night
Vista del Mar
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,857 - $3,429 /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
$1,857 - $12,857 /night
Senna
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa SENNA is a stunning five-bedroom property with a swimming pool, ideally located in St-Jean. Nestled in the lush environment of St-Barths, this vacation home accommodates up to twelve guests in bright, airy spaces. With its high-end amenities and bre... more
$1,854 - $7,903 /night
Hanover Grange
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,853 - $9,405 /night
N401 | 3 Bedrooms
3 Bedroom Condo, 4 Bathrooms, Sleeps 6
This elegant 3-bedroom residence on Seven Mile Beach offers breezy indoor-outdoor living, sweeping ocean views, and private balconies, creating an exceptional setting for a refined island escape.
Designed for travellers who appreciate light-filled spac... more
$1,850 /night
One Bedroom Pool Villa
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled into the hillside at the peak of Turtle Tail, our One-Bedroom Pool Villas offer a secluded and intimate sanctuary for our guests. Immerse yourself in breathtaking vistas of Sunset Cove Beach while indulging in the lavishness of your very own villa... more
$1,850 - $5,760 /night
Oceanfront 1 BDM Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanfront One Bedroom features a primary bedroom with a California king bed, a primary bedroom with a shower and a standalone tub, a spacious living area and terrace with a swimming pool, a full kitchen and a breakfast nook.... more
$1,850 - $4,200 /night
Oceanfront Luxury 3 BDM Suite
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
*Actual room may differ from photos shown.
The splendid Oceanfront Luxury Three Bedroom Suite is a unique haven. Its handsome and dramatic Caribbean Colonial decor showcases fine craftsmanship with stunning rattan-lined cathedral cei... more
$1,850 - $7,400 /night
Bird of Paradise
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bird of Paradise is a stunning Anguilla villa rental in Sandy Hill Bay, designed by renowned architects Wilson & Associates, the minds behind iconic resorts like Amandari in Bali, Las Ventanas in Cabo San Lucas, and the Peninsula in Beverly Hills. The vil... more
$1,850 - $5,200 /night
Hemingway House
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Please note: The beach experiences seasonal fluctuations in its accessibility.
Nestled between the peaceful shores of Gibbes Beach and the lively atmosphere of Mullins Beach, Hemingway House is a luxury beachfront villa that blends timeless Caribbean a... more
$1,850 - $3,250 /night
Sol y Luna
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Sol y Luna is a contemporary, 3-bedroom oceanfront architectural masterpiece, providing the opportunity for true indoor/outdoor living. There are nearly 25 feet of sliding glass doors along the ocean side of the villa that can be opened at your discretion... more