Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$3,143 - $12,857 /night

Villa Gypsea

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Lurin, the luxury rental villa Gypsea offers outstanding ocean views. This very private four-bedroom vacation home with two swimming pools and the finest amenities is the perfect place for an id... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $14,286 /night

Blackstone

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The newly built and luxurious villa rental Blackstone is located in the beautiful Marigot hillside and offers a magnificent view of the bay and the verdant countryside. With a modern and stylish design, the villa boasts ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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%
$3,143 - $12,857 /night

Amancaya

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Nestled in a large tropical garden on the heights of Anse des Cayes, the luxurious vacation rental Amancaya is a haven of peace and serenity, the perfect place for a vacation with family or friends in St. Barthelemy. In ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,142 - $7,715 /night

Sea Salt at Old Fort Bay

9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Sea Salt is the perfect family or friend’s getaway, situated on two, beautifully cared-for lawns that nudge the golden sand half-moon beach of Old Fort Bay. There is a top-notch staff that will look after your every wi... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$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
$3,135 - $7,000 /night

3 BDM Ocean View Suite at The Palms Turks & Caicos

3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
Ranging from 2,646 to 2,887 square feet, the truly-capacious three-bedroom suites at The Palms feature a master bedroom with king-size bed, while the two additional bedrooms have king-size beds and full-size sleeper sofa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$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%
$3,035 - $6,929 /night

Aquamarina Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Aquamarina is a beautiful luxury villa perched on the top of the hill with complete sea frontage, the views are fabulous. Located on the east side of Ocho Rios, about ten minutes from the center of town. Aquamarina’s r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 15%
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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%
$3,000 - $6,500 /night

Casa Marina

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$3,000 - $8,050 /night

Corales 36 | Casa La Española

8 Bedroom Villa, 8 Bathrooms, Sleeps 16
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: Security Deposit $2000.00 flat
Taxes: 18%
$3,000 - $5,000 /night

Villa Costamar

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Nestled within the prestigious enclave of Sea Horse Ranch in Cabarete, Dominican Republic, Villa Costamar offers a luxury beachfront escape in the Caribbean. With its contemporary design, perfect beachfront location, and... more
Additional Fees: Damage Waiver $299.00 flat
$3,000 - $17,000 /night

The Ridge

11 Bedroom Apartment, 12 Bathrooms, Sleeps 22
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. As an iconic traveller with discerni... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
$3,000 - $11,110 /night

Casa de la Playa

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
As you step through the front door of Villa Casa de la Playa, you'll be greeted by a breathtaking view of the pool and the blue of the Caribbean Sea beyond. The open and spacious layout of the villa allows for seamless i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$3,000 - $6,143 /night

Villa Lido

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This old family home has been re-born as a fabulous contemporary beach house. Situated right on the white sand, half-moon beach at Old Fort Bay. Beautifully designed and finished, incorporating family air looms and a chi... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$3,000 - $7,143 /night

Dragonfly

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
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%
$3,000 - $6,230 /night

Phoenix

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
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%
$3,000 - $9,000 /night

La Perla Palais

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa La Perla Palais on St. Martin stands out as one of the most breathtaking beachfront properties on the island. The unparalleled setting on the coveted Baie Rouge beach is well known for its picturesque beauty. Th... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $250.00 flat
Taxes: 10%
$3,000 - $8,750 /night

Bohemia

8 Bedroom House, 11 Bathrooms, Sleeps 16
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Paradise is more than a place. ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$3,000 - $8,000 /night

Bluff House and Cottage

8 Bedroom House, 8 Bathrooms, Sleeps 16
Bluff House, a magnificent 6-bedroom luxury villa, boasts its own exclusive, direct pathway to the renowned Sandy Lane beach. Nestled within lush tropical gardens spanning over an acre, this exceptional property has unde... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$3,000 - $12,500 /night

Sandyline

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Villa Sandyline in Saint Martin: A Modern Luxury Retreat with Two Heated Pools, Gym, and Tennis Court Nestled in the exclusive Terres Basses area of Saint Martin, Villa Sandyline embodies modern luxury on a sprawling ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
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