Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$6,000 - $18,700 /night
Bliss Villa 2
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Exceptional new five-bedroom island villas, Bliss Villas, are located off a private road on an unrivalled stretch of Grace Bay beach, only five minutes from local shopping and amenities. At over 10,000 square feet, this ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 22%
Taxes: 22%
Inquire for Rates
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 of the world-famous Half Moon Golf Course in Montego Bay.
An Exclusively Elegant Boutique Villa, su... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$6,000 - $21,875 /night
Modern House
9 Bedroom Villa, 10 Bathrooms, Sleeps 18
Recognized as one of the finest Harbour Island rentals, it combines space, style, and a welcoming atmosphere for an unforgettable stay. The property boasts nine luxurious suites, each with ensuite bathrooms, ensuring amp... more
Additional Fees: Security Deposit $25000.00 flat
Taxes: 10%
Taxes: 10%
$6,000 - $25,500 /night
Bachelor Hall
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Bachelor Hall in Barbados is an ultra-luxurious 3.4-acre, 7-bedroom estate located on one of t... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 16.5%
Taxes: 16.5%
$6,000 - $14,000 /night
Godings Beach House
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Please note: The beach experiences seasonal fluctuations in its accessibility.
Say hello to Godings Beach House, a sleek and private Barbados luxury villa that feels more like your own private resort retreat. Set on 1... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 16.5%
Taxes: 16.5%
$6,000 - $18,000 /night
Pearl West
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Pearl West is one of three exclusive villas within the Pearls of Long Bay Estate. Located on the stunning and increasingly popular Long Bay beach and only a few steps away from the beautiful turquoise waters of the Turks... more
Additional Fees: Food and Beverage Deposit $5000.00 flat, Damage Deposit $2000.00 flat
Taxes: 22%
Taxes: 22%
$6,000 - $21,875 /night
Asian House
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
The Asian House stands out as one of the most luxurious Harbour Island house rentals, seamlessly blending Asian flair with the natural beauty of the Bahamas. Spacious yet inviting, the house features a minimalist Zen dé... more
Additional Fees: Security Deposit $35000.00 flat
Taxes: 10%
Taxes: 10%
$6,000 - $18,000 /night
Pearl East
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Pearl East is one of three exclusive villas within the Pearls of Long Bay Estate. Located on the stunning and increasingly popular Long Bay beach and only a few steps away from the beautiful turquoise waters of the Turks... more
Additional Fees: Food and Beverage Deposit $5000.00 flat, Damage Deposit $2000.00 flat
Taxes: 22%
Taxes: 22%
$6,000 - $15,000 /night
Haystack
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 20%
Taxes: 20%
$5,999 - $11,999 /night
Juanillo 25
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Please note that the Corales Golf Course will be closed to the public from April 14th - April 20th for a PGA event.
Guests staying within Cap Cana will have access to all resort amenities and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,900 - $16,900 /night
Beach Enclave Long Bay 7 BDM Beachfront Villa
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
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, con... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,900 - $15,700 /night
Portofino
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Designed by Edinburgh, Scotland-based Coast Architects. The Residence will cover 6,500 square feet of indoor and outdoor space, five bedrooms, and five and a half bathrooms, including 2,600 square feet of outdoor space w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,870 - $8,800 /night
Juanillo 2 | Las Hamacas
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), and tennis centre ($).... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,810 - $11,000 /night
La Serenissima
8 Bedroom Apartment, 8 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 18%
Taxes: 18%
$5,800 - $15,500 /night
Beach Enclave Grace Bay 6 BDM Premium Ocean View Villa
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
The ultimate experience at Grace Bay’s most exclusive address, the premium ocean-view villa raises the bar with spacious contemporary design and luxurious amenities. This over-the-top vacation experience provides unpar... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,800 - $20,000 /night
Silver Sands
8 Bedroom Villa, 7 Bathrooms, Sleeps 16
Silver Sands is a villa like no other in the collection. Inspired by its ocean-scape surroundings, the stunning architecture of this home thoughtfully integrates natural stone and wood elements into the home’s contempo... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 22%
Taxes: 22%
$5,800 - $30,000 /night
Santosha
8 Bedroom Villa, 10 Bathrooms, Sleeps 18
Santosha Villa Estate offers the ultimate in oceanfront luxury. Originally built as a personal home, Anguilla’s largest private estate is decorated in classic Caribbean décor with custom furnishings, antiques, and art... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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%
$5,750 - $12,950 /night
Coconut Walk
7 Bedroom Villa, 7 Bathrooms, Sleeps 18
Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with a private pool, guest services, and water-sports equipment. This magnificent home has been redecorated by Grand Cayman's pr... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$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%
$5,725 - $13,000 /night
5 BDM Ocean Banks Estate
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The five-bedroom Banks Estate spans two stories with stunning unobstructed sea views, featuring three king bedrooms and two bedrooms with two twin beds, plus 5.5 bathrooms. This beautiful oasis offers an infinity-edge se... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$5,720 /night
Blue Horizon
7 Bedroom Villa, 9 Bathrooms, Sleeps 18
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$5,714 - $40,000 /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
The luxury Villa Aura is a magnificent six-bedroom property located in Gouverneur with an amazing ocean view. Surrounded by a tropical garden planted with palm trees, this splendid villa welcomes guests in a very private... 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 - $28,571 /night
Casa Tua
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Casa Tua is built in the heart of an idyllic setting on Lorient Beach. You’ll enjoy the song of the waves as well as the sparkling waters during your stay in St Barths. Recently built and designed by a famous local arc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$5,714 - $32,143 /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%