Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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 ... more
Additional Fees: Cleaning Fee $560.00 flat, Damage Waiver $350.00 flat
Taxes: 22%
$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 unint... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$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 ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$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 settin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$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 br... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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 togethe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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 feature... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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,... more
Additional Fees: Damage Waiver $299.00 flat
$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. Exte... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,950 - $7,000 /night

Champagne Shores

7 Bedroom Villa, 6 Bathrooms, Sleeps 14
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. Wh... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
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