Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$3,300 /night
MilBrooks Resort Villa
10 Bedroom Villa, 11 Bathrooms, Sleeps 20
Surround yourself with the timeless elegance of Milbrooks Resort, Rose Hall, Jamaica. Located within walking distance from the world famous Half Moon Golf Course in Montego Bay.
An Exclusively Elegant Boutique Villa, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$3,300 - $5,300 /night
La Maison Michelle
7 Bedroom Villa, 10 Bathrooms, Sleeps 14
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants.
Situated on the famed 'Platinum Coas... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$3,290 - $8,320 /night
3 BDM Oceanfront Suite with Study at The Shore Club
3 Bedroom Condo, 4 Bathrooms, Sleeps 6
The Three Bedroom Suite features a comfortable king bed with custom-made, premium bed linens in each bedroom. Each bedroom offers a spacious en suite bathroom complete with soak tubs and couples sinks with luxury bathroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
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%
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: 17.5%
Taxes: 17.5%
$3,286 - $14,286 /night
Wings
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Wings is a sumptuous vacation rental ideally located on the heights of Saint Jean in front of the ocean. Designed with high-quality materials and decorated with utmost refinement, this exceptional four-bedroom holi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$3,285 - $5,715 /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
$3,257 - $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%
Taxes: 15%
$3,257 - $10,286 /night
Varuna
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Overlooking the bay of St Jean, Varuna is a splendid property with breathtakingly beautiful views over the bay and the ocean. Close to all amenities and to the beach, this luxurious four-bedroom home is the perfect place... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$3,253 - $10,714 /night
Stella by the Sea
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$3,250 /night
Casa Aqua
5 Bedroom Villa, 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: 6%
Taxes: 6%
$3,250 - $8,030 /night
Reef House Villa
3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Nestled in a lush oasis with a gentle slope, this exquisite three bedroom Caribbean rental villa offers breathtaking views of the prestigious Eustatia Sound and neighboring Necker Island. The epitome of luxury, this excl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$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%
Taxes: 31%
$3,240 - $7,750 /night
3 BDM Oceanfront 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%
Taxes: 27%
$3,228 - $6,826 /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
$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%
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%
Taxes: 15%
$3,205 - $6,180 /night
Rainbow
1 Bedroom Apartment, 2 Bathrooms, Sleeps 2
Perched atop a 1.2-acre hilltop in the Atlantic Ridge neighborhood of Oil Nut Bay, Rainbow offers a truly luxurious vacation villa experience. This stunning property features a private infinity pool and a spacious deck w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$3,200 - $8,100 /night
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%
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%
Taxes: 23%
$3,200 - $3,300 /night
Corales 116 | Alta Gracia
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Security Deposit $3300.00 flat
Taxes: 18%
Taxes: 18%
$3,160 - $4,405 /night
Arc en Ciel
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The stunning, Arc en Ciel is a magical luxury villa property in the glory of Petit Piton the World Heritage site in Soufriere. The contemporary Caribbean home features open-air living areas, lots of verandah and patio sp... more
Additional Fees: Head Tax $6.00 guest daily, Service Fee $30.00 flat, Security Deposit $3000.00 flat
$3,150 - $6,750 /night
Palm West
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%
Taxes: 18%
$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%
Taxes: 17.5%
$3,143 - $5,571 /night
Chant De L'Ocean
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Chant De L'Ocean is a three-bedroom property ideally located in Toiny in front of a breathtakingly beautiful ocean view. It overlooks the beach and offers upscale services as well as large spaces in a very private ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$3,143 - $8,142 /night
Sea Salt at Old Fort Bay
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Sea Salt is the perfect family or friend’s getaway, situated on two, beautifully cared-for lawns that nudge the golden sand half-moon beach of Old Fort Bay. There is a top-notch staff that will look after your every wi... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,143 - $12,857 /night
Eva
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist.
Villa Eva is a five-bedroom propert... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$3,143 - $12,857 /night
Villa 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%
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%
Taxes: 15%
$3,143 - $17,143 /night
Olive
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Its humble namesake fruit belies the luxury within Olive, a sublimely chic and soothing home that is one of the exquisite jewels of St Barths. The luxury property is an ideal setting for a best-of-all-worlds Caribbean ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%