Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,950 - $4,300 /night
Ocean Dream | Villa Azur
5 Bedroom Villa, 4 Bathrooms, Sleeps 9
Villa Azur is a spectacular 5-bedroom oceanfront villa located within the exclusive Ocean Dream estate in Turks and Caicos. Designed for luxury Caribbean living, the villa features expansive retractable glass doors that open to breathtaking turquoise sea ... more
$1,950 - $2,750 /night
Kaiso Beachfront Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kaiso is the centerpiece of the estate: a luxurious four‑bedroom, fully en‑suite villa set directly on the golden sands of Barbados’ West Coast. Designed for seamless indoor‑outdoor living, the villa offers uninterrupted ocean views and an atmosph... more
$1,950 - $4,425 /night
Hacienda B31
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$1,950 - $10,286 /night
Marcel
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Villa Marcel is a magnificent property located in Anse des Cayes, in front of the bay and the hills. As St. Barth’s sun shines and brings an exceptional glow, this six-bedroom home welcomes guests in a luxurious setting for an unforgettable stay with fa... more
$1,950 - $5,000 /night
Hacienda B15 | Casa Calma
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay.
Guests staying within Puntacana Resort & Club will have a... more
$1,950 - $10,286 /night
Lagon Rose
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The luxurious villa Lagon Rose in St-Barths is a five-bedroom property located in Petit-Cul-de-Sac in the exclusive Domaine du Levant gated community. Only a few minutes from the beach, this hillside property offers a breathtaking view over Tortue and Sai... more
$1,950 - $10,286 /night
Lagon Jaune
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Petit-Cul-de-Sac, the luxurious villa Lagon Jaune is a true haven of peace facing a breathtaking panorama. This four-bedroom vacation home is perfect for a large family or a group of friends travelling together, looking for a fantastic stay in ... more
$1,950 - $10,286 /night
Lagon Vert
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Located in the private community of Domaine du Levant in Petit-Cul-de-Sac, the luxurious vacation villa Lagon Vert is a six-bedroom and one-level property, perfect for couples or families vacationing together. It features two swimming pools and a splendid... more
$1,950 - $3,000 /night
Calabash Penthouse
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
The Penthouse Suite is our signature suite at the Calabash, and the ultimate romantic escape. ... more
$1,950 - $7,143 /night
Villa Tamarind
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Tamarind Villa is a luxurious six-bedroom villa located directly on the beach at Smith’s Reef, western Grace Bay Beach. Each grand bedroom features an ensuite bathroom, and master suites have private balconies.
Extensive indoor and outdoor dining opt... more
$1,950 - $7,000 /night
Champagne Shores
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This luxury villa in Anguilla promises to be one of the destinations you'll want to visit time and again. Designed to highlight its oceanfront location, it offers an indoor and outdoor living experience like no other. Whether you want to host your dream w... more
$1,950 - $7,903 /night
Hanover Grange
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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