Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$3,290 - $7,350 /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%
$3,286 - $7,143 /night

Kumara

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Kumara in Saint-Barths is a magnificent property located on the beach of St-Jean. It has an ideal location on the white sand, a perfect place for those loving large stretches facing the horizon. With ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,286 - $9,000 /night

Sundance

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: 20%
$3,286 - $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%
$3,285 - $7,285 /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, Damage Waiver $299.00 flat
$3,285 - $6,071 /night

Makana

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with a private tennis court and swimming pool on a sugary white... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,284 - $8,785 /night

Hummingbird House

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: 20%
$3,276 /night

Villa Palma Serena

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
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%
$3,257 - $13,129 /night

Maria

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Luxurious and very comfortable, the vacation rental villa Maria is ideally located in Pointe-Milou in front of the ocean. It features four bedrooms, a unique view over the sunsets as well as upscale amenities, the ideal ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,250 /night

Casa Aqua

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
Taxes: 6%
$3,248 - $8,030 /night

On the Wild Side

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
On The Wild Side Villa is perfectly situated atop the Atlantic Ridge Neighborhood, providing breathtaking ocean views from every room. Floor-to-ceiling glass doors offer limitless views, and the bi-level floor plan provi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$3,228 - $7,248 /night

Coconut Grove Suites

4 Bedroom Apartment, 5 Bathrooms, Sleeps 12
All living options fuse beautiful modern design with a traditional charm and feature spectacular ocean views, beachside pools and access to the white sand beach in just a few short steps. All the benefits of a luxur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5.9%
$3,225 - $6,246 /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: 20%
$3,214 - $12,600 /night

Nina

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Pointe-Milou in front of the ocean and the glorious sunsets, the vacation rental villa Nina is the perfect spot for a stay in St-Barth with family or friends. Spacious, comfortable and well-equipped with high-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,214 - $15,000 /night

Nirvana

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The sumptuous rental villa Nirvana is one of the most luxurious properties in St. Barths. Located in Lurin only a few minutes from the beach and the shopping areas, this splendid five-bedroom vacation home offers a breat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,206 - $5,288 /night

Beachfront Bungalow with Private Pool

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Ease into the balance and flow of Ambergris Cay, a private island resort that offers a bespoke approach to luxury island living. Originally established as a community for second homeowners, the recent addition of 17 Beac... more
Additional Fees: Damage Waiver $299.00 flat
$3,200 - $8,100 /night

Beach Enclave North Shore 3 BDM Oceanfront Beach House

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Nestled on a cliff with elevations reaching up to 47 feet, the upper entrance level of the three-bedroom beach house offers unparalleled views unique to the island’s North Shore, with the primary bedroom offering a cap... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$3,200 - $14,000 /night

Antilles Pearl

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This 10,800 sq. ft. private villa features renovations that were finished in 2018, one large principal bedroom suite, and four additional guest bedrooms (all with king beds, TVs, and en-suite bathrooms) for a total of 5 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$3,200 - $7,500 /night

Corales 116 | Alta Gracia

6 Bedroom Villa, 6 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: Security Deposit $3300.00 flat
Taxes: 18%
$3,193 - $7,164 /night

2 BDM Penthouse at Windsong Resort

2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Unparalleled views and spacious, luxury accommodations for up to 6 guests make this two-bedroom penthouse an extraordinary retreat. Guests enjoy spectacular, aqua views from the luxurious main living area, the master bed... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$3,150 - $12,000 /night

Blue Oyster

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Located in a prime beachfront location, this magnificent property is the perfect balance between luxury and comfort. With five generously sized bedrooms and five modern bathrooms, it offers ample space for families to en... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 17.5%
$3,150 - $5,200 /night

Minitas Garden

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%
$3,143 - $12,857 /night

Eva

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Eva is a five-bedroom property located in Colombier. Surrounded by tropical vegetation, this luxurious vacation home offers a breathtakingly beautiful view over Flamands Bay and Bonhomme Islets. Spacious and fully ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$3,143 - $12,857 /night

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 - $17,143 /night

Celadon

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Celadon is a prestigious property in St Barths with a breathtaking view over the bay of Grand Cul de Sac and Petit Cul de Sac. Ideally located in the private Mont-Jean estate, this large five-bedroom air-conditione... 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 - $7,857 /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: 20%
$3,143 - $17,857 /night

Grace

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on the heights of Anse des Cayes, the prestigious villa Grace is an architectural jewel set on a hillside in the heart of Caribbean nature. With breathtaking ocean views and upscale amenities, this six-bedroom 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 - $6,132 /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%
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