Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,000 - $2,290 /night

Hacienda A18 | Tranquila

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 - $4,000 /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 - $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 - $1,800 /night

Val André

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Val Andre house is ideally located at the end of the greatly prized Saint Jean beach in St Barth. The closest hotel in Saint Barth is the Emeraude Plage. This house in Saint Barth, exceptional thanks to its much-covet... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,000 - $1,800 /night

Vialenc

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Vialenc is one of the last architectural colonial villas of the island. It is located in an exceptional location at the entrance of Gustavia harbour. The villa dominates the harbour entrance and the ocean views toward t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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