Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$5,775 - $15,500 /night
Sundog
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Striking a balance between environmental responsibility and contemporary design, the beachfront residences of The Dunes have set a new standard of excellence for luxury villa homes on the Turks & Caicos Islands. Offering... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,750 /night
Cinco Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Indulge in the ultimate luxury and privacy with our exquisite Cinco Villa. This stunning villa boasts five beautifully-appointed bedrooms, providing ample space for you and your loved ones to enjoy. Not to mention, you'l... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$5,730 /night
Sweetwater
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Stargazing with family or friends doesn't get any better than from the terrace of this stunning and spacious three bedroom en suite villa. Located on the small ridge overlooking the western end of the north beach, Sweetw... more
Taxes: 5%
$5,714 - $34,286 /night
Captiva
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Captiva is a luxurious property located in Marigot, offering breathtaking views over the turquoise waters. Featuring five bedrooms, a heated pool and a fitness room, this outstanding contemporary villa is designed ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $24,286 /night
Seala
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The villa rental Seala is a prestigious five-bedroom property with fantastic views over St-Jean Bay. Luxurious and very spacious, this vacation rental with a heated swimming pool and a fitness room offers upscale ameniti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $32,143 /night
Villa Aura
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
This luxurious villa offers a serene and quiet environment for a relaxing getaway. With its modern aesthetic, the villa combines a warm and comfortable ambience, creating a true home away from home.
The villa’s gran... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $22,857 /night
Ciel D'Azur
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Ciel D'Azur is a luxurious property located in Anse des Cayes with a fantastic view over the ocean and the tropical vegetation. As it features high-quality amenities, including an infinity swimming pool, a jacuzzi ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $25,000 /night
Firefly
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Nestled on a hillside overlooking the bay of Anse des Cayes, the luxurious villa Firefly is one of the most outstanding rental properties in St. Barths. Ideally located at the end of a private road, this quiet villa offe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $36,800 /night
Villa Aqua
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The holiday rental Aqua is an exceptional property located on the white sandy beach of Grand-Cul-de-Sac. Only a few steps away from the lagoon's turquoise waters, this luxurious six-bedroom, six-bathroom vacation rental ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $36,800 /night
Villa Bleu
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located on the beach of Grand-Cul-de-Sac, rental villa Bleu is a luxurious vacation property with breathtaking views over the lagoon and clear waters. Set on the white sand, this outstanding six-bedroom house is the perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $28,571 /night
Roxane
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Roxane is a sumptuous six-bedroom property ideally located in Gustavia. This outstanding residence welcomes guests into a fantastic setting with breathtaking views. With upscale amenities, a heated infinity swimmin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,700 - $17,600 /night
Villa Azzurra
6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Located in the Turtle Cove neighbourhood of Grace Bay, comfort, style and island elegance immediately spring to mind when you step inside Villa Azzurra’s calming, classic and well-appointed interior.
Set amongst lus... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 22%
Taxes: 22%
$5,700 - $19,500 /night
Kandara
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Spanning over 10,000 square feet, Kandara is an eight-bedroom luxury villa rental situated in the picturesque Long Bay area of Anguilla. Lovers of the captivating Caribbean Sea will find breathtaking views here, offering... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$5,700 - $17,000 /night
Sand Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Named after the sugar sand of Long Bay Beach, Sand Villa sits on the west side of the property close to the beach featuring the gentle sound of the waves and private stairs.
Lose yourself in a modern haven that blurs... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$5,699 /night
Villa Angeles
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
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: 28%
Taxes: 28%
$5,643 - $22,857 /night
Les Palmes
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Located in a private domain in Colombier, the luxurious rental villa Les Palmes is nestled on a hillside in the heart of a lush tropical garden. This new property offers a panoramic view over Flamands Bay and Bonhomme Is... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 19%
Taxes: 19%
$5,643 - $22,857 /night
Les Roches
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The holiday rental villa Les Roches is a five-bedroom property located in Colombier in front of a stunning ocean view. This hillside home with a swimming pool and tropical garden offers wide spaces in a very private envi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 19%
Taxes: 19%
$5,600 - $10,605 /night
Xela
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
An oasis by the sea. The four-bedroom Xela features an expansive floor plan that gives thoughtful separation and privacy to each of its suites. Throughout the generous living and entertainment areas, the villa is also ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$5,600 - $11,060 /night
Compass Rose
4 Bedroom Apartment, 6 Bathrooms, Sleeps 8
The perfect vacation villa for the extended family. Four-bedroom multi-level Compass Rose is all about the great outdoors, expertly blending luxurious interior and expansive exterior living spaces into one. Compass Rose... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$5,600 - $17,500 /night
Kishti East
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
With an entire staff at guests' disposal, this luxury Anguilla villa has six bedrooms that welcome the breeze from Meads Bay Beach, Anguilla. This enviable location features soft white sand, crystal clear water, stunning... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$5,600 - $14,600 /night
Beach Enclave Long Bay 6 BDM Beachfront Villa
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Beach Enclave’s signature design is present throughout this 7,800-plus-square-foot, five-bedroom villa. This design ethos features a seamless philosophy of combining indoor and outdoor living spaces with generous, conc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,572 - $9,865 /night
Happy Hour
7 Bedroom Villa, 8 Bathrooms, Sleeps 15
Happy Hour is truly an exquisite new home, decorated in contemporary muted tones throughout, and comfort abounds. Located in the gated community of Fortlands Road in Discovery Bay, where villas have private sandy waterfr... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
$5,571 - $13,143 /night
C'est La Vie
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to our brand new villa C’est La Vie which is located right on the gorgeous beach of Plum Bay. The villa has the most stunning views of the ocean beyond and is furnished to a very high standard.
The villa has... more
Additional Fees: Security Deposit $5000.00 flat, Food deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$5,500 - $8,250 /night
Las Lagunas 58
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... more
Additional Fees: Damage Waiver $29.00 flat
Taxes: 6%
Taxes: 6%
$5,500 /night
Arrecife SB4 | Saman
7 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 18%
Taxes: 18%
$5,500 - $11,650 /night
Corales Estate
10 Bedroom Villa, 10 Bathrooms, Sleeps 23
Corales 26 and 27, nestled within the prestigious Corales community of Puntacana Resort & Club, stand as a testament to luxury and exclusivity. These crown jewels of the resort are renowned for their lush gardens, distin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,500 - $15,500 /night
Sky Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Inspired by cloudless skies, Sky Villa offers an elevated slice of island life with private stairs to the beach. Designed with a private tower, guests relish in the unobstructed panoramic views with an added sense of pri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$5,500 - $10,625 /night
Frankfort
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Frankfort has once again reaffirmed its position as one of the most desirable properties in Jamaica with the addition of a beautiful new swimming pool. Completed in 2019, the pool complements what is arguably the best pr... more
Additional Fees: Damage Waiver $299.00 flat
$5,499 /night
Villa Sunny
7 Bedroom Apartment, 7 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$5,435 - $10,605 /night
Hummingbird Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Sitting on the striking cliffs of Oil Nut Bay’s Atlantic Ridge, Hummingbird Villa is an oasis of pure opulence. This multilevel, contemporary home features four lavish bedrooms, all ensuite – three under one roof wit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%