Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$2,571 - $4,714 /night

CliffHouse

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
CliffHouse is located in lower Peter Bay, a gated neighborhood on the North shore of St. John. It is 12,000SF and sits on 3 acres directly next to the National Park for ultimate privacy. At 100 feet up from the shoreline... more
Additional Fees: Cleaning Fee $600.00 flat, Damage Waiver $299.00 flat
Taxes: 17.5%
$2,571 - $14,286 /night

Poppy

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of the private Montjean area, Villa Poppy is a prestigious property with panoramic ocean views. Spacious and bright, this vacation rental welcomes six guests in utmost luxury, around a large swimmi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $5,714 /night

Breakaway Villa

7 Bedroom Villa, 7 Bathrooms, Sleeps 16
This beautiful seven-bedroom, beachfront villa is located in the Salem area, just east of Runaway Bay. The modern architecture and furnishings create the perfect getaway for your dream Jamaican paradise. The welcoming an... more
Additional Fees: Damage Deposit $2500.00 flat
Taxes: 10%
$2,571 - $14,286 /night

Bel Air

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled in the heights of St. Jean, the luxurious holiday rental Bel Air with pool and fitness room is a true haven of peace and beauty. Set in the heart of tropical surroundings and wooden hills, located close to the lo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $16,429 /night

Loukoko

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Lurin, the prestigious vacation rental LouKoko offers a splendid view over the ocean and the glorious sunsets. Very contemporary and well-equipped with upscale amenities, this outstanding four-b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $15,714 /night

Angel

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The holiday rental Villa Angel is a sumptuous property located on the heights of Vitet, in the heart of St-Barths’ rolling hills. With a splendid view over Grand Fond and large indoor and outdoor spaces, Angel consists... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $17,143 /night

Jocapana

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in a very private area in Lurin, just a short distance from the vibrant capital Gustavia, the luxurious villa Jocapana is a lovely property offering panoramic views over the ocean and the glorious Saint-Barth’s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $11,429 /night

La Belle Creole

7 Bedroom Villa, 6 Bathrooms, Sleeps 13
At the top of Saint-Jean Hill, the vacation rental villa La Belle Creole welcomes you in front of a breathtaking panorama over the ocean and the bay. Surrounded by a lush tropical garden, this very private seven-bedroom ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,550 - $6,210 /night

2 BDM Oceanfront Suite at The Palms Turks & Caicos

2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
With a generous 2,000 square feet, the two-bedroom suites at The Palms Turks & Caicos offer a primary bedroom with a king bed, a second bedroom with a king bed and full-size sleeper sofa, two and a half bathrooms with qu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,550 - $6,000 /night

Tradewinds

5 Bedroom House, 6 Bathrooms, Sleeps 10
Tradewinds at Sandy Lane Estate is a striking five-bedroom mansion within the prestigious Sandy Lane Estate. Spacious, luxurious and private - an ideal getaway for friends or family. This property's pool area is truly... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$2,550 - $14,000 /night

Nelson Gay

9 Bedroom Mansion, 10 Bathrooms, Sleeps 18
Please note the beach experiences seasonal fluctuations in its accessibility. Nelson Gay, a refined haven nestled on the periphery of Speightstown, Barbados, offers a sumptuous retreat spread across 1... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 12.5%
$2,538 - $10,394 /night

Amana

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
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: 20%
$2,500 - $4,900 /night

Villa Coral

5 Bedroom Villa, 5 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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$2,500 - $2,700 /night

Coral House

5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Nestled in the exclusive Royal Villa estate of Royal Westmoreland, Coral House captivates with its stunning coral-stone architecture and elegant design. Spanning 6,000 square feet of luxury, this villa boasts four spacio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,500 - $5,000 /night

Canoa 8

6 Bedroom Apartment, 6 Bathrooms, Sleeps 14
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, Security Deposit $3000.00 flat
Taxes: 18%
$2,500 /night

Aqua Vista

6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
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, Food & Beverage Deposit $1000.00 flat
Taxes: 18%
$2,500 - $10,000 /night

Twin Palms

5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Turks and Caicos Islands’s Twin Palms is a breathtaking beachfront villa on Providenciales’ tranquil south shore overlooking the vivid turquoise sweep of Caicos Bay. With panoramic ocean views, palm-shaded beach acce... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$2,500 - $6,000 /night

Corales 22

7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$2,500 - $12,857 /night

Maud

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Maud is a sumptuous property located in St-Jean facing the sparkling bay. Featuring five bedrooms, a swimming pool, and a fitness room, this villa in St-Barths welcomes you into spacious, bright spaces and offers ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,500 - $12,000 /night

Villa Aquazure

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Aquazure is a beachfront cottage on the south shore of Providenciales in the Turks and Caicos Islands, nestled among large, mature palm trees in one of the islands’ most prestigious neighbourhoods. With a main home and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$2,500 - $10,000 /night

Corales 26

6 Bedroom Villa, 8 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$2,500 - $3,438 /night

Las Terrazas 3 | Encanto

5 Bedroom Villa, 6 Bathrooms, Sleeps 14
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: 6%
$2,500 - $4,200 /night

Ocean View Ridge 2 BDM

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
The Two Bedroom Ridge Cottage features two primary bedrooms each with a California king bed, a stunning bathroom with a private outdoor shower, an indoor shower, and a standalone soaking tub. This home also offers a form... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,500 - $8,000 /night

Onyx

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note the beach experiences seasonal fluctuations in its accessibility. Experience the soulful side of Onyx, a private five-bedroom luxury villa located on one of the most soothing West Coast be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,500 - $10,000 /night

Sandy Bottom

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Sandy Bottom is a sleek, contemporary oceanfront villa on the south shore of Providenciales in the Turks and Caicos Islands, with sweeping views of the vivid turquoise Caicos Bay. Set directly on the water’s edge, this... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$2,500 - $8,571 /night

Edunia

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Lurin, the holiday rental villa Edunia is a recent and contemporary house opening onto spectacular views over Gustavia's harbour and the surrounding hills. The name of the villa was chosen to honour the artist... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,500 - $5,100 /night

Sandcastle Beach House

4 Bedroom House, 4 Bathrooms, Sleeps 8
The Beach House brings modern comfort for the ultimate beach lovers, providing an organic living experience right on the beach – with vaulted ceilings, a 2,400 square foot great room, and a dining room for 10 plus. Gue... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,500 - $4,500 /night

Amalia

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Amalia is an ideal vacation spot for people looking for privacy and relaxation while still being close to Guana Bay Beach. With many private indoor and outdoor spaces, you can enjoy the peace and tranquility of the... more
Additional Fees: Food and Beverage Deposit $80.00 guest daily, Damage Waiver $299.00 flat
Taxes: 10%
$2,500 - $6,000 /night

Bougainvillea 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: 20%
$2,499 - $5,999 /night

Hacienda B55

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
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