Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$13,000 - $35,000 /night

The Great House

12 Bedroom Villa, 12 Bathrooms, Sleeps 30
The Great House is a luxurious yet warm and welcoming island home spanning two and a half acres of manicured tropical gardens with 100 metres of prime Caribbean beachfront and a full complement of staff to cater to every... more
Additional Fees: Food & Beverage Fee $200.00 guest daily, Room Levy $10.00 daily
Taxes: 12.5%
$12,857 - $42,857 /night

Villa 3H

9 Bedroom Villa, 8 Bathrooms, Sleeps 17
Villa 3H is a prestigious property with an outstanding panoramic ocean view. Very luxurious, this stunning vacation rental welcomes you into its bright, spacious areas designed for a dream vacation with family or friends... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$12,857 - $55,714 /night

Unik

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
The vacation rental in St-Barth Villa Unik is a sumptuous property located on the heights of St-Jean in front of a stunningly beautiful panorama. This very exclusive vacation rental offers noble materials and inspired ar... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$12,800 - $30,000 /night

The Reserve Villa 1

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Located in the ultra-luxurious 5-acre Reserve, steps from Grace Bay beach. Villa 1 spans 13,860 total square feet of which 9,424 square feet are interior air-conditioned space. A total of 7 spacious ensuite bedrooms and ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$12,786 - $64,286 /night

Wake Up

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Villa Wake Up is an architectural gem located on Flamands Beach in front of a breathtakingly beautiful view. Modern and equipped with luxurious amenities and fine materials, this five-bedroom property welcomes groups wis... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$12,650 - $32,760 /night

Beach House

8 Bedroom Villa, 10 Bathrooms, Sleeps 16
The Beach House, a luxurious Anguilla villa rental located on one of the world's most stunning beaches, offers an unparalleled Caribbean escape. This exquisite retreat is a favorite among top executives, celebrities, and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$12,500 - $31,000 /night

The Point

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
New to the market, The Point is an exceptional contemporary one-of-a-kind residence located on the unspoilt chalk-white sands of Grace Bay. Superb architectural design is artfully blended with the pristine natural enviro... more
Taxes: 22%
$12,500 - $39,000 /night

Sole e Mare

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
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. A magnificent beachfront estate wit... more
Taxes: 22%
$12,500 - $35,000 /night

Emara

17 Bedroom Villa, 15 Bathrooms, Sleeps 34
Experience the beauty of the Turks & Caicos in the estate formerly owned by Prince. Sitting on a large peninsula that feels like its own island, Emara provides you with the privacy you will not receive anywhere else on t... more
Additional Fees: Damage Waiver $299.00 flat, Food & Service Deposit $20000.00 flat
Taxes: 12%
$12,250 /night

Villa Kayanta

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Brilliant sun, soft sand and warm water enchant at Villa Kayanta. Set on the beachfront in Cap Cana, this idyllic vacation rental invites you to enjoy the setting from resort-worthy outdoor areas and breezy indoor living... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 6%
$12,100 - $22,500 /night

Legasea Villa

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
From the moment you arrive, you will be transported to a world of privacy, comfort, and breathtaking natural beauty. As you drive through the impressive 30-foot-tall ipe gates, you will be surrounded by native plantin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$12,000 - $20,000 /night

The Beacon Hill Estate

6 Bedroom Villa, 9 Bathrooms, Sleeps 12
A private estate nestled in the scenic beauty of The Narrows on Harbour Island, Bahamas. The dock at the Beacon Hill Estate is newly built, 120ft long x 10ft wide; it has good water, around 6-8ft deep and can accommodate... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$12,000 - $47,143 /night

Neo

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The sumptuous vacation rental Neo is an exceptional property located on the heights of St. Jean. Named as the most beautiful Caribbean villa in 2018, the luxurious decoration and choice of noble materials make this vaca... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$11,822 - $32,053 /night

Villa Bom

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Upon entering Villa Bom, you’re immediately seduced by the breathtaking sea view and the warm, comfortable-yet-slightly-exotic feeling of the interior design. Although this luxury villa is the work of architect Franço... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$11,038 - $26,046 /night

Rio Chico Private Estate

12 Bedroom Villa, 12 Bathrooms, Sleeps 24
Pass through the wrought iron gates and begin a magical journey down a quiet winding road, where a sprawling Great Lawn, at once wild and manicured, is rimmed by verdant gardens dotted with streams and waterfalls, ivy-co... more
Additional Fees: Security Deposit $10000.00 flat
$10,799 /night

Villa Ana Melinda

9 Bedroom Villa, 9 Bathrooms, Sleeps 27
All guests must register with the Villa Owners Club, and are granted access to resort areas and amenities. Casa de Campo Resort facilities and amenities include golf courses ($), the fitness centre ($), tennis co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$10,750 /night

Barranca Oeste 4

8 Bedroom Villa, 12 Bathrooms, Sleeps 16
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: Security Deposit $3000.00 flat
Taxes: 6%
$10,500 - $29,000 /night

Kishti Villas

11 Bedroom Villa, 12 Bathrooms, Sleeps 22
Experience double the luxury at Kishti on Meads, featuring two chic contemporary villas set on the pristine white sands and turquoise waters of Meads Bay. This property is perfect for a Caribbean getaway or a special eve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$10,300 - $22,500 /night

Kisiwa House

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Kisiwa, meaning 'Island' in Swahili, takes inspiration from both traditional colonial Caribbean architecture with influences from East Africa. A rich palette of materials, including hardwood floors, reclaimed beams and g... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$10,120 - $26,160 /night

Le Bleu Villa

11 Bedroom Villa, 11 Bathrooms, Sleeps 22
Le Bleu is a stunning beachfront Anguilla villa rental with modern Carribean luxury. Nestled within 2.5 acres of private grounds, this extraordinary Anguilla real estate property offers breathtaking views of Cinnamon Ree... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 23%
$10,000 - $12,000 /night

Sitting Pretty

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This exclusive four-bedroom beach getaway belongs to none other than the owner of The Dunmore Hotel. With designer interiors, and an adjoining cottage that houses the 4th bedroom, Sitting Pretty is an entertainer’s par... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 20%
$10,000 - $20,000 /night

Punta Aguila 22

10 Bedroom Apartment, 10 Bathrooms, Sleeps 24
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: Security Deposit $10000.00 flat
Taxes: 28%
$10,000 - $34,000 /night

Salacia

9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Salacia is an awe-inspiring beachfront retreat, set across 1.5 acres of lush, tropical gardens alive with vibrant color and intoxicating scents. Everywhere you look, sweeping views of powder-soft sands and dazzling turqu... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 22%
$10,000 - $28,571 /night

Dei Sogni

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
In Italian, the name Dei Sogni means “of dreams.” Which makes it a very fitting name for the new Villa Dei Sogni (DEI), right on Lorient Beach. This luxury rental property is one of a kind on St. Barth. It gives gues... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$10,000 - $18,000 /night

Crystal Springs

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay. Crystal Springs is an enchan... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
$9,999 /night

Arrecife A54

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
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%
$9,350 - $18,335 /night

Land's End

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Land's End is an ideal villa for those seeking maximum privacy. Located on Whale Watchers Point, where the Atlantic Ocean meets the Caribbean Sea, this light-house-inspired villa is arguably the most unique home on the i... more
Additional Fees: Damage Waiver $299.00 flat
$9,350 - $17,969 /night

Carpe Diem

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Carpe Diem is a modern 4-bedroom villa offering breathtaking views of the Iron Shore coastline and bay, along with 360-degree views from a rooftop deck—perfect for enjoying a sunrise coffee or sunset cocktails with fri... more
Additional Fees: Damage Waiver $299.00 flat
$9,300 - $35,000 /night

Sea Breeze Estate

8 Bedroom Villa, 10 Bathrooms, Sleeps 16
Experience the ultimate in luxury at Sea Breeze Estate, an exquisite beachfront retreat in Turks and Caicos. Formerly known as Amazing Grace, this newly transformed eight-bedroom estate seamlessly blends timeless West In... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$9,286 - $31,429 /night

Fleur de Mer

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
As you enter Villa Fleur de Mer, the gentle sound of water cascading down beside the walkway signals that it is time to relax. You have arrived at the modern version of true colonial grandeur, richly appointed with fine ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Sort by
Show