Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,750 - $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
$1,750 - $3,150 /night
Villa Calypso
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Calypso takes oceanfront vacationing to a new level. Ideally situated on Ocean Point, it is just a short stroll to Taylor Bay Beach, one of Providenciales' best-kept secrets. This spectacular vacation home is a beautiful example of traditional islan... more
$1,750 - $4,500 /night
Amberley House
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Amberley House is a grand six bedroom luxury residence on the Sand... more
$1,749 - $5,091 /night
Reef House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,738 - $5,583 /night
Anticipation
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,729 - $4,857 /night
La Salamandre
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled in the lush hills of Terres Basses, Villa La Salamandre welcomes you via a long, palm-lined drive flanked by tropical flowers, trees, and shrubs. The villa is embraced by beautifully landscaped gardens that extend through the entry courtyard and e... more
$1,725 - $3,150 /night
Boathouse 2 BDM
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Styled around a close-knit, village-like community aesthetic, the Boat Houses at South Bank are strategically positioned along the marina waterfront. Each offers a private dock (accommodating up to a 26′ boat), ensuring that when the sea beckons, your b... more
$1,714 - $9,000 /night
Clyde
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Clyde is a stunning three-bedroom rental property ideally located in St-Jean, offering breathtaking views over the bay. With its perfect proportions and luxurious layout, this vacation home with a private pool is the ultimate setting for a dream get... more
$1,714 - $5,657 /night
Privilège Villa
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Villa Privilege is a hidden gem in the exclusive enclave of Anse Marcel, a serene and picturesque bay overlooking the neighboring island of Anguilla. Nestled within a lush green oasis, this breathtaking retreat offers the perfect blend of tranquility and ... more
$1,714 - $9,000 /night
Bonnie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The villa rental Bonnie is a beautiful three-bedroom property overlooking the bay of St-Jean. With its luxurious amenities, bright living spaces and sparkling pool, this vacation rental in St. Barths offers an exceptional setting for a dream vacation for ... more
$1,714 - $12,857 /night
Vogue
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Vogue blends the ease of a central St. Jean location with the welcoming feel of a true island home. Warm and cozy yet generously proportioned, it’s a space where thoughtful design and inviting comfort come together.
The main living area include... more
$1,714 - $6,429 /night
Casa Aquila
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Casa Aquila offers the ultimate beachfront escape on the pristine shores of Baie Rouge, Terres Basses. This luxurious villa seamlessly blends contemporary elegance with laid-back island living, creating a haven for those seeking privacy, relaxation, and r... more