Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,500 - $2,395 /night
The Vacation Haven
4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Vacation Haven is a magnificent luxury villa located in the beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica.
It is in a private gated community, adjacent to the beautiful Rose Hall Golf C... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,500 /night
Arrecife 48
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $3,700 /night
Hacienda A33 | Reino
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $6,050 /night
Sandy Shore
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sandy Shore is a serene oceanfront escape in the quiet Turtle Tail area of Turks and Caicos Islands. Set on a scenic slice of land with a tranquil lake on one side and the endless turquoise horizon on the other, the vill... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,500 - $5,714 /night
Endeavour
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming holiday rental Endeavour is located on the heights of Toiny in the heart of a beautiful environment. With a breathtaking view over the Petit-Cul-de-Sac lagoon and the neighbouring hills, and nestled at the e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,500 - $4,000 /night
Grand Outlook Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on one of Anguilla's highest points, Grand Outlook is a sanctuary of peace and luxury within a secure gated compound. It offers a retreat where tranquility and rejuvenation meet under the island's brilliant blue ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,500 - $2,700 /night
Rocksteady Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Rocksteady Villa is a four-bedroom villa that features a 180-degree view of the ocean. You'll need to do nothing but relax as this villa offers chef service, a butler, housekeeping, and a groundsman. Inside you'll find t... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $3,600 /night
Beach Cake
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
A small, perfectly formed beach retreat filled with quirky features and arty vibes. Located directly on the beach at Turtle Cove and a short walk from the marina, Beach Cake is an intimate retreat where the inside is out... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 - $5,500 /night
Rose of Sharon
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Rose of Sharon is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts.
Named after the naturally beautif... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $5,500 /night
Odyssey at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Situated on the south coast of Anguilla, in Lockrum, Villa Odyssey is a modern, four-bedroom luxury retreat offering breathtaking views of a secluded beach cove and the mountains of St. Martin. As one of three villas on ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,500 - $3,700 /night
Emeraude
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Perched on the hills of Indigo Bay, Villa Emeraude offers breathtaking views of the Caribbean Sea and the island of Saba. This modern five-bedroom home is designed for an unforgettable tropical getaway, blending elegance... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,500 /night
Sienna at Royal Westmoreland
3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $3,400 /night
Villas Grace Bay 1 BDM Suite
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
*Actual room may differ from photos shown.
Large one-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront bedroom and living room with a terrace, o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,500 - $2,700 /night
Seagrace Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Seagrace Villa is nestled on the canal in the gated community of Leeward, just moments away from Salt Bar and Grill. This spectacular villa comes with everything you need for the perfect island vacation. The villa stocks... more
Additional Fees: Cleaning Fee $550.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 - $3,600 /night
Beach Kandi
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
From its innovative architecture to its far-reaching views, Beach Kandi is a sweet sensory treat. Positioned on the shores of Grace Bay, framing sensational, unobstructed seascapes and offering direct access to one of th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 - $2,700 /night
Weston House
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Weston House is nestled on a secluded beachfront lot in St. James on the West Coast of Barbados, with parking for several cars behind the electric security gates. The pool deck and gazebo is the perfect place to while aw... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$1,500 - $5,500 /night
Halle Rose
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Halle Rose is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts.
Located on West Ridge Road, arguably ... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $3,000 /night
La Vie en Bleu
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
La Vie en Bleu is a private oasis above a sandy section of Baie Rouge Beach. From every corner, you see the brilliant azure sea and clear blue sky; on the horizon is Anguilla. It is a peaceful location, perfect for honey... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $2,300 /night
Villa Moonshadow
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Villa Moonshadow combines stunning oceanfront views, a comfortable open floor plan, a pool and all of the conveniences of home. Protected by lush gardens surrounding the property, you and your friends and family will fee... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,500 /night
Casa Las Brisas
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This expansive two-story, five-bedroom villa is impeccably maintained and stylishly decorated with guest’s comfort in mind, from high-quality sheets and window treatments that let in just the right amount of light. Thr... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $5,715 /night
La Dacha
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa La Dacha is an exquisite and luxurious retreat situated in the prestigious community of Les Terres Basses, known for its exclusivity and breathtaking natural beauty.
This stunning five-bedroom cliffside villa is... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $4,200 /night
Alila
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Designed by accomplished archit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $3,975 /night
Atelier House
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sitting on a ridge above the west coast of Barbados with dramatic views out to the ocean, Atelier House is a stunning Caribbean retreat. The design was conceptualized in close collaboration with the interior architect/ow... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $7,714 /night
Bellissima
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Gouverneur, the vacation rental villa Bellissima is a magnificent three-bedroom property with an exceptional view over the ocean and the sumptuous sunsets. Between sky and sea, villa Bel... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,500 - $5,900 /night
Jamoon
7 Bedroom House, 7 Bathrooms, Sleeps 14
Jamoon is a charming and private two-story home set on landscaped gardens in the established Sandy Lane Estate on the West Coast of Barbados. Conveniently located a short distance to duty-free shopping, pristine beaches,... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $6,143 /night
Captain Cook
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Pointe-Milou, the luxurious vacation home Captain Cook in Saint Barths offers high-quality amenities for your next Caribbean vacation.
Built on two levels, the luxury rental Captain Cook has a large air-con... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,500 - $4,286 /night
Ushuaia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the district of Flamands, towards Petite Anse, at the entrance to the road to Colombier Beach, villa Ushuaia offers a sumptuous view of the sea and the neighbouring islands off St Barthélemy.
Composed of f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,500 - $11,286 /night
Fleur de Cactus
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Lurin a few minutes from Gustavia, beaches and shops, the exquisite rental villa Fleur de Cactus welcomes you in front of an amazing view over the ocean and the glorious sunsets in the evenings. This three-lux... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,500 - $5,800 /night
Mullins Mill
8 Bedroom House, 9 Bathrooms, Sleeps 16
Located on eight acres of landscaped grounds, Mullins Mill is a distinctive villa exuding unparalleled charm. Embracing its history, the main house intertwines modern comfort with the heritage of a 17th-century sugar mil... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,485 - $4,500 /night
Lagos 4
6 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%