Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$3,143 - $17,143 /night

Olive

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Its humble namesake fruit belies the luxury within Olive, a sublimely chic and soothing home that is one of the exquisite jewels of St Barths. The luxury property is an ideal setting for a best-of-all-worlds Caribbean ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $13,571 /night

Valentina

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located in the Pointe Milou area, the luxurious rental villa Valentina is a recently renovated property. In a modern architecture and refined decoration with a harmonious choice of noble materials, this superb home offer... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,142 - $5,715 /night

Amanoka

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 5%
$3,142 - $6,572 /night

Fortlands Point

9 Bedroom Villa, 9 Bathrooms, Sleeps 18
On a stunning promontory, once the site of an old stone fort, sits a remarkable Premier home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquois... more
Additional Fees: Service Fee $50.00 flat, Security Deposit $3000.00 flat
$3,120 /night

Blanco Brillante

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$3,107 - $4,857 /night

Sand Dollar Estate

11 Bedroom Estate, 15 Bathrooms, Sleeps 22
Sand Dollar Estate, the ultimate luxury vacation villa rental in St. Thomas, has a six-bedroom main villa, a three-bedroom romantic guest cottage, and two connecting bungalows. In total, the estate can accommodate 30 peo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$3,100 - $8,500 /night

Sunsara

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Approached via an attractive curved driveway, Sunsara is a perfectly proportioned Grace Bay villa situated within well-tended tropical grounds. The immaculate shoreline, flanked by rustling palms, only stride from the... more
Taxes: 22%
$3,086 - $10,000 /night

la Vie en Rose

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located in the private Domaine du Levant in Petit-Cul-de-Sac, the vacation rental villa La Vie En Rose is a haven of peace for your next stay in St Barthelemy. This spacious property is surrounded by a vast tropical gard... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,071 - $6,750 /night

Casa Varnishkes

9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Casa Varnishkes (Casa V) welcomes you to the quiet side of Providenciales, Turks & Caicos. Located directly on peaceful and private Long Bay Beach, this magnificent gated estate offers the ideal setting for a luxurious y... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,071 - $5,714 /night

Pineapple House

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$3,050 - $7,590 /night

Amanzi

3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Perched at the very edge of the ocean, Amanzi at Oil Nut Bay is more than a villa—it is a masterclass in design, marrying the luxuries of indoor refinement with the natural beauty of outdoor living. Each of the three k... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Inquire for Rates

The Hermitage

4 Bedroom Villa, 3 Bathrooms, Sleeps 9
The Hermitage is designed with authentic Jamaican materials such as stone, marble, mahogany, and cedar to mirror features of authentic and traditional Jamaican homes. The villa features superb craftsmanship in mahogany a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Sort by
Show