Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,000 - $2,857 /night

Fairwinds

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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
$1,000 - $3,200 /night

Sea Grapes

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Sea Grapes is a charming and well-appointed three-bedroom beach villa with separate 3three-bedroom cottage. The villa is located on a private white sand beach on exclusive Fortlands Road in Discovery Bay. The two-sto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5%
$1,000 - $2,450 /night

Portico 1

3 Bedroom Condo, 4 Bathrooms, Sleeps 6
Portico 1 is an impressive oceanfront property offering three bedrooms, three and a half bathrooms within 3,500 square feet of living space featuring cutting-edge finishes, luxurious furnishings and outstanding amenities... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,000 - $2,500 /night

Zen

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located in Pointe-Milou in front of the ocean, villa Zen is a charming two-bedroom property with a beautiful tropical garden. Spacious and bright, this Caribbean-inspired house with a swimming pool and heated jac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,215 /night

Great River House

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
A special amenity available to guests in this villa is its complimentary membership with The Tryall Club. This membership enhances your stay with exclusive access to The Tryall Club's prestigious amenities and se... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,000 - $1,571 /night

Blue Heaven Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
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, Service Fee $50.00 flat
$1,000 - $3,143 /night

Armor

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Armor is a villa located in the private estate of Montjean, close to Pointe Milou area. Built at the top of the hill, the villa has views on sides, east and west from Marigot Bay to the islands of Saint Martin and Tortue... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,857 /night

Agave Azul

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the high hills of Vitet, the luxurious rental Agave Azul is the perfect place for a great vacation in a charming environment. Built on two levels, it opens widely onto a fantastic panoramic view over the bay o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,429 /night

Ecume des Jours

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa L'Ecume des Jours boasts an ideal location on the stunning Plum Bay beach, where it merges with Baie Longue. This contemporary beachfront property offers a tranquil setting for your vacation. The villa features ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,000 - $2,000 /night

Beach Shack

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
A beguiling bolthole for couples that blends Balinese style and boho vibes. Offering all the ingredients for an intimate getaway, and an ideal location at the end of Turtle Cove beach, where passing beachgoers are few an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$999 - $2,299 /night

Tortuga C32

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$999 - $1,675 /night

Affiniti

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
20 minutes away from Providenciales International Airport, this spacious home sits perched overlooking Chalk Sound Creek and ocean. With a stunning sunset view, an amazing infinity pool, which is one of the highlights of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
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