Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,750 - $5,500 /night
Arrecife 69 | Allegra
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,750 - $4,000 /night
Arrecife 55
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,750 - $5,000 /night
Old Trees 102 | Firefly
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Firefly at Old Trees is a five-bedroom beachfront holiday villa in Barbados. This luxury home sits privately in the Old Trees development on the Platinum Coast of the island. This lateral apartment covers an entire floor... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $3,150 /night
Villa Calypso
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Calypso takes oceanfront vacationing to a new level. Ideally situated on Ocean Point, it is just a short stroll to Taylor Bay Beach, one of Providenciales' best-kept secrets. This spectacular vacation home is a bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $4,500 /night
Amberley House
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Amberley House is a grand six b... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,749 - $5,091 /night
Reef House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 20%
$1,740 - $4,980 /night
Crystal Waters
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat.
Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With t... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,738 - $5,583 /night
Anticipation
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 20%
$1,729 - $4,857 /night
La Salamandre
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled in the lush hills of Terres Basses, Villa La Salamandre welcomes you via a long, palm-lined drive flanked by tropical flowers, trees, and shrubs. The villa is embraced by beautifully landscaped gardens that exten... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,725 - $3,150 /night
Boathouse 2 BDM
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Styled around a close-knit, village-like community aesthetic, the Boat Houses at South Bank are strategically positioned along the marina waterfront. Each offers a private dock (accommodating up to a 26′ boat), ensurin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,714 - $9,000 /night
Clyde
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Clyde is a stunning three-bedroom rental property ideally located in St-Jean, offering breathtaking views over the bay. With its perfect proportions and luxurious layout, this vacation home with a private pool is t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $5,657 /night
Privilège Villa
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Villa Privilege is a hidden gem in the exclusive enclave of Anse Marcel, a serene and picturesque bay overlooking the neighboring island of Anguilla. Nestled within a lush green oasis, this breathtaking retreat offers th... more
Additional Fees: Security Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,714 - $9,000 /night
Bonnie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The villa rental Bonnie is a beautiful three-bedroom property overlooking the bay of St-Jean. With its luxurious amenities, bright living spaces and sparkling pool, this vacation rental in St. Barths offers an exceptiona... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $12,857 /night
Vogue
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Vogue blends the ease of a central St. Jean location with the welcoming feel of a true island home. Warm and cozy yet generously proportioned, it’s a space where thoughtful design and inviting comfort come togeth... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $6,429 /night
Casa Aquila
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Casa Aquila offers the ultimate beachfront escape on the pristine shores of Baie Rouge, Terres Basses. This luxurious villa seamlessly blends contemporary elegance with laid-back island living, creating a haven for those... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,714 - $9,286 /night
Amis du Vent
3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Villa Amis du Vent is a beautiful three-bedroom property with a heated swimming pool, ideally located in the private Mont-jean neighbourhood. Its breathtaking ocean views and upscale amenities make it the perfect place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $10,000 /night
Rock
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lorient, the sumptuous Rock welcomes guests in the heart of a lush tropical environment. Close to the beach and the renowned surf spot, this three-bedroom vacation rental is the perfect place fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $9,286 /night
Gustavia Views
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Gustavia Views is a stunning villa rental that sea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 /night
Elle
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the charming Pointe Milou neighbourhood, the luxurious rental villa Elle is a recently renovated property with a pop of decoration and colourful statues. Built into the cliffside, this contemporary vacation ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $7,143 /night
Blue Vista
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Villa Blue Vista is a spectacular oceanfront retreat, offering a private beach at low tide in the scenic Turtle Tail area of Providenciales, Turks and Caicos. This newly built, modern villa features six spacious bedrooms... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,714 - $3,571 /night
Acai
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located a few minutes from the white sand beach of Flamands, the luxurious villa Acai offers an outstanding view of the ocean, the beach and the surrounding islands. Built over three levels in a traditional colonial styl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $6,857 /night
Casa Cervo
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Set in a tropical courtyard with a circular drive, the grand raised entrance begins the crescendo for the view. Set right at the ocean's edge, the stunning scene flows over the wide green lawn right out to the turquoise ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,714 - $10,286 /night
Lagon Jaune
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Petit-Cul-de-Sac, the luxurious villa Lagon Jaune is a true haven of peace facing a breathtaking panorama. This four-bedroom vacation home is perfect for a large family or a group of friends travelling togethe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $8,571 /night
Krystel
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the hills of Lurin, the luxurious rental villa Krystel is a recent property that offers a breathtaking panoramic view over the bay of St.Jean and the surrounding hills. This four-bedroom vacation home is the p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $5,714 /night
Ella
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located midway between St. Jean and the village of Lorient, Villa Ella looks out over a sweeping view of blue sky and shimmering sea that will stay in your memory long after your visit has ended. Designed by an owner/arc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $10,714 /night
Sasha
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The vacation rental villa Sasha is a sumptuous property located in Corossol with a splendid view over the ocean and the surrounding hills. Built in a modern style on three levels, its privileged location in the heart of ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $2,571 /night
Casa Rosada
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Casa Rosada, your Caribbean vacation home.
Casa Rosada is an architectural gem, perched on a hill overlooking picturesque Chalk Sound, capturing the cross breeze between the sound and ocean. As you look out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,714 - $4,000 /night
Abby
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Abby is situated on the hillside of Vitet on a 32200 ft² plot next to a naturally preserved area. The view of the ocean, the islands and the lagoon is gorgeous. This spacious villa is very private. The open living and t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,714 - $4,571 /night
Casa Tigre
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Looking out from a hillside in Vitet, the luxurious vacation rental property Casa Tigre opens onto a wide vista over the clear waters of the Atlantic Ocean, the Caribbean Sea, and the bay of Grand-Cul-de-Sac. This cozy f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,710 - $4,150 /night
Garden View Double Junior Suite at The Shore Club
2 Bedroom Condo, 2 Bathrooms, Sleeps 4
The unique design allows you to have two Junior Suites connect to each other. Each Junior Suite features a comfortable king bed with custom-made premium linens. other features include a sitting area with a full-size slee... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%