Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$2,498 - $3,951 /night

2 BDM Suite at Blue Haven Resort

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Two-Bedroom Garden Suites feature a spacious balcony with views of the surrounding tropical landscape, one king bed in each of the two bedrooms and a sofa bed (or up to two roll away beds) in the living room, luxury line... more
Additional Fees: Damage Waiver $299.00 flat
$2,496 - $5,825 /night

Mansion Estate

12 Bedroom Villa, 14 Bathrooms, Sleeps 24
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
$2,496 /night

Dream Escape

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
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%
$2,485 - $6,445 /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%
$2,480 /night

Aqua Vista

6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
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%
$2,464 - $10,394 /night

Amana

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
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%
$2,450 - $7,950 /night

Kaia Kamina

7 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai. The vacation experience for our Luxury Platinum Collection begins with an airport greeting b... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 34.4%
$2,450 - $4,300 /night

Sandalwood House

6 Bedroom Villa, 7 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. Welcome to Sandalwood House, a ... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
$2,450 - $14,000 /night

Nelson Gay

9 Bedroom Mansion, 10 Bathrooms, Sleeps 18
Please note the beach experiences seasonal fluctuations in its accessibility. Nelson Gay, a refined haven nestled on the periphery of Speightstown, Barbados, offers a sumptuous retreat spread across... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 12.5%
$2,450 - $5,000 /night

Smugglers Cove 7 | The Penthouse

4 Bedroom Penthouse, 5 Bathrooms, Sleeps 8
Experience the ultimate luxury at Smugglers Cove Penthouse - an exclusive beachfront haven on Barbados' iconic West Coast. This top-floor, 4-bedroom apartment with a media room is your ticket to an unforgettable holiday ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,450 - $5,000 /night

Flower Hill

6 Bedroom Villa, 10 Bathrooms, Sleeps 12
This accommodation includes a complimentary Half Moon Resort membership which grants access to the Half Moon Golf Club. Benefits include unlimited green fees and use of practice facilities, 25% discount on option... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,438 /night

Villa Bonita

4 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: 6%
$2,430 - $5,915 /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 master bedroom with a king bed, a second bedroom with a king bed and full-size sleeper sofa, two and a half bathrooms with qua... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,430 - $3,116 /night

Two Bedroom Beachfront Villa Suite

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Perched directly above the beach with stunning ocean views, a private outdoor pool terrace, a great room with a kitchenette, a master suite with a stunning bathroom with an outdoor shower garden and a second bedroom suit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
$2,429 - $5,714 /night

Villa Abaca

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Abaca is an exceptional retreat nestled in the heights of Anse Marcel, offering an idyllic setting where luxury and comfort blend seamlessly. This sumptuous five-bedroom residence captivates with its elegance and o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$2,429 - $10,714 /night

Paulista

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The holiday rental Paulista is a sumptuous property located in Petit-Cul-de-Sac in Levant private estate. Combining gracefully indoor and outdoor spaces, this vacation rental home offers upscale amenities for an exceptio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,429 - $13,571 /night

Only You

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located in Petit-Cul-de-Sac in the private development Domaine du Levant, the luxury villa Only You is a recent and very modern property. It is built in a colonial style and organized over several pavilions around two lo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,429 - $13,571 /night

Coco

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The splendid luxury vacation villa Coco is located on the heights of Lorient in Saint Barths and offers a spectacular sunset vista, as well as panoramic views over Lorient Bay and the nearby islands. It is very private a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,429 - $9,286 /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%
$2,429 - $17,143 /night

Ginger

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located at the top of the private Domaine des Pairs in Petite Saline, the magnificent vacation rental Ginger offers a breathtaking and panoramic view over the islands of St. Martin, Anguilla, Saba, and the islets of Four... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,429 - $13,571 /night

Vesper

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private domain on the heights of Lurin, the beautiful rental Villa Vesper provides upscale services for an unforgettable vacation in St Barths. This splendid house has been designed in contemporary décor wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,429 - $9,286 /night

Floating Garden

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The prestigious holiday rental villa Floating Garden welcomes you in the Lurin area for an unforgettable stay in St Barths. In front of a splendid view over the ocean and the glorious sunsets, this three-bedroom vacation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,428 - $4,714 /night

CliffHouse

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
CliffHouse is located in lower Peter Bay, a gated neighborhood on the North shore of St. John. It is 12,000SF and sits on 3 acres directly next to the National Park for ultimate privacy. At 100 feet up from the shoreline... more
Additional Fees: Cleaning Fee $600.00 flat, Damage Waiver $299.00 flat
Taxes: 17.5%
$2,420 - $6,500 /night

Landmark

6 Bedroom House, 7 Bathrooms, Sleeps 12
Landmark House is one of only three villas situated directly on the exclusive Sandy Lane Beach, the premier location along Barbados’ platinum coast. Set within a tropical garden it is a most striking property. It st... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,400 - $9,000 /night

Shiloh Estate

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Shiloh Estate, a luxurious four-bedroom Anguilla villa rental, is nestled within the lush landscapes of Aurora Anguilla Resort & Golf Club. Situated in Anguilla's exclusive West End in Rendezvous Bay, this stunning estat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,400 - $7,500 /night

Big Chill

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to unparalleled luxury in the Leeward community of Providenciales, Turks & Caicos Islands. Big Chill is a luxurious six-bedroom all-suite villa situated in Leeward's prestigious canal system with very close pr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$2,400 - $4,900 /night

Sandcastle Beach House

4 Bedroom House, 4 Bathrooms, Sleeps 8
The newly added Beach House just next door to the SandCastle Villa offers exceptional service and privacy on Anguilla. The Beach House brings modern comfort for the ultimate beach lovers, providing an organic living e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,400 /night

Casa Antillana

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Antillana exudes a colonial Antillean ambiance celebrating the vibrant culture of the Caribbean islands. Located in the quaint pedestrian calle Macorís, the house is light and airy. An ample living area greets the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$2,399 /night

Tortuga Bay B6

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
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%
$2,362 - $7,200 /night

Ambiance Sea Salt

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: 17.5%
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