Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$1,300 - $2,000 /night

Grandview Penthouse

3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
The Grandview Resort is a low-density condo development located on Grace Bay Beach on the island of Providenciales in the Turks and Caicos Islands. The Grandview is a short walk to 20 restaurants, a world-class casino, a... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $750.00 flat
Taxes: 12%
$1,300 /night

Palma Verde Retreat

5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,300 - $3,900 /night

Pappagallo

5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Nestled within the prestigiou... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,300 - $2,500 /night

Sugar Hill A18 | Paradise Found

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts. Paradise Found, A18 Sugar Hill is ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,300 /night

Lakefront Oasis

5 Bedroom Apartment, 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%
$1,300 /night

Casa del Arbol

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centuries ago, Casa del Arbol was the home of the architect who carried out important civil and restoration works in the Colonial City. Some original gray and white tiles still remain in the house, reminding us of its fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,300 - $3,600 /night

Casa Della Luna

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Security Deposit $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$1,300 - $3,350 /night

Dene Court

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Looking for the perfect desti... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,300 - $2,400 /night

Oceanfront 2 BDM Suite

2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
As the name implies, the only thing between you and the ocean are the undulating sand dunes of Grace bay. A truly breathtaking view awaits every morning in these tastefully furnished suites, complete with two bedrooms an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,300 /night

Casa Antillana

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Antillana exudes a colonial Antillean ambiance celebrating the vibrant culture of the Caribbean islands. Located in the quaint pedestrian calle Macorís, the house is light and airy. An ample living area greets the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,300 /night

Casa Macoris

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Macoris is in one of the most charming locales in Santo Domingo's Colonial City. The house was part of the historical Convento de los Dominicos, which still stands today just a few steps away. Here time passes with ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,299 - $5,357 /night

Villa Vi

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
The vacation rental Villa Vi is a lovely Caribbean property nestled in the hills of St-Jean in a lush environment. Very bright and comfortable, this three-bedroom vacation rental with swimming pool offers beautiful indoo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,299 - $3,057 /night

Retreat Villa

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%
$1,295 - $2,845 /night

White Dahlia

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to White Dahlia. This multi-windowed, open-concept floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities. Soaring ceilings,... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,295 /night

Grand Deluxe Oceanfront

1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Experience tranquil elegance with our Grand Deluxe Oceanfront Studio. This magnificent 790 square foot studio, located on the ground floor of the oceanfront building, showcases a breathtaking terrace that offers enchanti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,295 - $1,619 /night

Romantic Pool Suite

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
The Romantic Pool Suite is the perfect accommodation for couples or guests who love to be surprised. A stay in one of our one-bedroom accommodations with pool access is guaranteed. The exact room type is not guaranteed p... more
Additional Fees: Damage Waiver $299.00 flat
$1,295 - $3,395 /night

Ocean Kai

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 square feet of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps ten guests across five bedrooms each with ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,290 - $2,960 /night

Tortuga B28

5 Bedroom Apartment, 5 Bathrooms, Sleeps 12
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%
$1,290 - $2,635 /night

Club Suites at Rum Point 3 BDM Pool Suite

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Experience the best of Rum Point at the Club Suites, where modern luxury meets the laid-back charm of Cayman Kai. Nestled within the exclusive Rum Point Club Resort, these elegantly designed residences offer effortless p... more
Additional Fees: Damage Waiver $299.00 flat
$1,290 - $2,960 /night

Hacienda B6 | Spero

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%
$1,290 - $3,000 /night

Hacienda A21

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,288 - $3,999 /night

Tortuga C20

5 Bedroom Apartment, 6 Bathrooms, Sleeps 12
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 $299.00 flat
Taxes: 18%
$1,286 - $4,464 /night

Yuzu

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The holiday rental Yuzu is a luxurious two-bedroom property with swimming pool nestled in Gustavia in Le Réduit area. Ideally located in an enchanting environment close to shops, restaurants and the lovely Shell Beach, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $3,571 /night

Lollipop

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Lollipop is a lovely three-bedroom property ideally located in St-Jean in the Caribbean rolling hills. Fully open-fronted facing the lush surroundings and the sparkling ocean, this St-Barths vacation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $5,000 /night

Neptune

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located in Lurin, the vacation rental villa Neptune is a beautiful two-bedroom property with breathtaking ocean views. Facing the gorgeous sunsets, this vacation home offers luxurious amenities, with an infinity ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $8,400 /night

Astra

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located in Saint-Jean in front of the bay, Villa Astra is a luxurious three-bedroom property equipped with the utmost services. This very private holiday home welcomes guests with a beautiful heated swimming pool... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $4,000 /night

Triagoz

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Triagoz is a sumptuous property located in Flamands, close to the beach and the Cheval Blanc hotel. This three-bedroom vacation home opens onto a magnificent view over the ocean and the hills, making ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $3,571 /night

Ecoute les Vagues

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The vacation rental villa Ecoute Les Vagues is a beachfront property located on the sandy beach of Flamands. It offers a magnificent view over the ocean, the Fregate and Bonhomme islands, and the sunsets, making this thr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $3,929 /night

AKA

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located on a hillside in the Corossol neighbourhood, the luxurious vacation rental AKA is a superb private and modern property, an ideal choice for your next vacation in St. Barths. Equipped with upscale amenities and cl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,286 - $6,429 /night

Pélican

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a quiet area in Anse des Lézards, the rental villa Pelican is a superb property recently built in a contemporary style. This luxurious vacation rental offers a magnificent panorama over the ocean and the Sain... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Sort by
Show