Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$2,680 - $7,100 /night

Leamington Pavilion

3 Bedroom Estate, 4 Bathrooms, Sleeps 6
Please note: The beach experiences seasonal fluctuations in its accessibility. Experience an unforgettable vacation at Leamington Pavilion, where luxury and tranquility meet to create an unforgettable escape in a 2-ac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,670 - $6,070 /night

Casa Flamboyanes

5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
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%
$2,668 - $6,708 /night

Twin Palms

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: Security Deposit $7000.00 flat
Taxes: 17.5%
$2,650 - $6,500 /night

Villa Serenity

7 Bedroom Apartment, 7 Bathrooms, Sleeps 14
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%
$2,650 - $5,650 /night

Tara House

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Tara House offers expansive, light-filled living spaces designed for seamless indoor-outdoor flow. A wide covered terrace with a lounge area overlooks the West Coast, while the interior entertaining space and double-heig... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,650 - $7,000 /night

Arrecife 59 | Londali

7 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%
$2,635 - $7,765 /night

1 BDM Oceanfront Penthouse at The Palms Turks & Caicos

1 Bedroom Penthouse, 1 Bathrooms, Sleeps 2
The magnificent and spacious oceanfront penthouses at The Palms Turks and Caicos deliver a 5-Star experience on Grace Bay beach. The primary bedroom features a king-sized bed, a luxurious ensuite with an array of qualit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,624 - $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%
$2,610 - $6,765 /night

2 BDM Oceanfront Suite with Study at The Shore Club

2 Bedroom Condo, 3 Bathrooms, Sleeps 6
Each Two Bedroom suite features a comfortable king bed with custom-made, premium bed linens in each bedroom and en suite bathrooms with soak tubs, separate showers and luxury bathroom products. The master suite contains ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,600 - $4,725 /night

Oceanfront 2 BDM Suite

2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
The Oceanfront Two Bedroom features unobstructed sweeping ocean views with two primary bedrooms each offering a California king bed, private bathroom with shower, separate standalone soaking tub, and an outdoor shower in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,600 - $3,390 /night

Two Bedroom Beachfront Villa Deluxe

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on a bluff directly above the beach with stunning ocean views, a private outdoor pool terrace, a great room with a full-size kitchen and dining area, an oceanfront master bedroom with an en suite bathroom and out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
$2,600 - $6,600 /night

Villas Grace Bay 3 BDM Suite

3 Bedroom Hotel, 3 Bathrooms, Sleeps 8
*Actual room may differ from photos shown. Very large three-bedroom suites are located in the Villas Suites section for all ages. Each suite features a master bedroom and a second bedroom, both with... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,600 - $6,300 /night

Corales 49

7 Bedroom Villa, 7 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%
$2,600 - $8,900 /night

Villa Paradise

7 Bedroom Villa, 6 Bathrooms, Sleeps 17
Villa Paradise, a breathtaking seven-bedroom estate, seamlessly blends natural beauty with refined elegance, offering panoramic views of the Caribbean Sea and the majestic mountains of St. Maarten. As one of Anguilla�... more
Additional Fees: Damage Waiver $299.00 flat, Tourist Tax $3.00 guest daily
Taxes: 23%
$2,600 - $15,714 /night

Mes Amis

13 Bedroom Villa, 14 Bathrooms, Sleeps 26
Villa Mes Amis is a truly exceptional property located in the Terres Basses area of St Martin. This unique villa boasts an impressive 13 bedrooms and is situated on a sprawling estate spanning 5 acres. Perched high on... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$2,591 - $4,557 /night

2 BDM Oceanfront Penthouse Suite at Blue Haven Resort

2 Bedroom Penthouse, 2 Bathrooms, Sleeps 4
Two-Bedroom Oceanfront Penthouse Suites boast expansive rooftop terraces with incredible views, three oceanfront balconies, one king bed in each of the two bedrooms, a sofa bed (or up to two rollaway beds) in the living ... more
Additional Fees: Damage Waiver $299.00 flat
$2,590 - $4,800 /night

Casa BO

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
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%
$2,580 - $5,000 /night

Arrecife 3 | Sirena

6 Bedroom Villa, 7 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
Taxes: 18%
$2,571 - $10,000 /night

Colette

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The prestigious villa Colette is a beachfront property with a heated pool and amazing views over Corossol harbour. Spacious and luxurious, Colette welcomes guests into its elegant indoor and outdoor spaces, just minutes ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $13,571 /night

Bel Air

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of St. Jean, the luxurious holiday rental Bel Air is a true haven of peace and beauty. Set in the heart of tropical surroundings and wooden hills, located close to the lovely beach of Saint-Jean, t... 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 - $10,000 /night

Bastide

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lurin facing the view over St. Jean Bay, the sumptuous villa Bastide is an architectural gem. Geometric lines, a refined design and fine decoration make this three-bedroom vacation rental a priv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,571 - $6,400 /night

Trinity

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%
$2,571 - $10,714 /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%
$2,571 - $12,857 /night

The View

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private area on the heights of Colombier, the luxurious holiday rental The View offers one of the most breathtaking panoramas in St.Barthelemy. Nestled on a hillside, the property offers a spectacular view o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,564 - $6,686 /night

Dahlia

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The vacation rental Dahlia is a beautiful property nestled on the heights of St-Jean, facing a breathtaking panorama over the ocean, Saint Jean Bay and Eden Rock. The outdoor space around the swimming pool mixed with the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,550 - $6,500 /night

Serenity at Sandy Lane

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Situated on a tropical one ac... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$2,550 - $8,000 /night

Bella Vista 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%
$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%
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