Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,000 - $4,000 /night

Shell Beach

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Gustavia, a few steps from the splendid “shell beach”, the vacation villa Shell Beach is a charming two-bedroom property nestled in the green hills. The daily spectacle of the glowing sunsets and the view ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $7,143 /night

Ocean Five

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located on the heights of Flamands, the rental Villa Ocean's 5 is a stunning property that opens onto a magnificent view over the ocean and the surrounding hills. In a lush tropical setting near the beautiful Flamands be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $3,000 /night

La Cana H3 | Caballet

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$1,000 - $4,286 /night

Casaroc

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Roc is a very nice three-bedroom villa ideally located in the centre of Gustavia, within walking distance of the restaurants, shops and Shell Beach. The view on Gustavia harbour is amazing. At night, the city and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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 - $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
Nestled in the heights of the exclusive private domain of Montjean, Villa Armor welcomes you into an exceptional setting where nature, privacy, and comfort meet. Surrounded by a lush tropical garden, this charming vil... 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%
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