Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,800 - $4,750 /night

Beaches Edge Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This luxury villa showcases a modern minimalist style with sleek lines, creating an intriguing blend of natural and manmade environments. The expansive estate boasts indoor/outdoor living, access to a small secluded beach, a gym, and daily housekeeping. ... more
$1,800 - $5,000 /night

Amarilla

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Relax and enjoy a view of endless Caribbean blue from Amarilla's infinity pool. Located on one of Anguilla’s most beautiful reefs, this villa is a perfect example of the luxurious villas in Anguilla, where anyone will never get tired of the mesmerizing ... more
$1,800 - $6,571 /night

Beach Villa Paprika

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Rejuvenate in Caribbean classical grandeur at an elegant three-story beachfront estate on Grace Bay Beach. Grace Bay is voted the world's top beach year after year. Everyone is happy with the room selection at Beach Villa Paprika because the five spacious... more
$1,800 - $4,300 /night

Banyan House

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. This vacation rental in Barbados has been given a new name and a refreshed contempora... more
$1,800 - $3,200 /night

The Westerings

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach facilities at Mullins Beach Club ($... more
$1,800 - $8,571 /night

Lagon Bleu

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The rental villa Lagon Bleu is an enchanting vacation home in a tropical paradise. Located in Petit-Cul-de-Sac, Domaine du Levant in Saint-Barths, this sumptuous Caribbean-style home offers a splendid view over the ocean and Turtle Island. This six-bedroo... more
$1,800 - $4,500 /night

Lelant

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach facilities at Mullins Beach Club ($... more
$1,800 - $5,400 /night

Eden

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests of Eden will have access to the Sugar Hill Beach Facility at the Fairmont Royal Pavilion Hotel. Onsite amenities include a clubhouse with a large pool, restaurant and gym and the David Lloyd Tennis Facility. Nestled within an ac... more
$1,787 - $5,225 /night

Sea Breeze

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants. This stunning and very private villa sits on the exclusive Calijanda Es... more
$1,786 - $5,686 /night

La Maison Rouge

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of St. Jean, villa La Maison Rouge offers a splendid view over the turquoise waters of the bay and the surrounding hills. Built in a colonial style on several levels, this three-bedroom vacation home is the ideal place for a family ... more
$1,786 - $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
$1,786 - $4,000 /night

Three Little Birds

4 Bedroom Villa, 5 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
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