Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,571 - $6,143 /night
Gypset
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Gypset is a beautiful two-bedroom property with a pool, located in the idyllic Gouverneur area. Nestled among palm trees and local shrubs, Gypset welcomes you in a bright, luxurious and relaxing atmosphe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $8,429 /night
Summertime
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The villa rental Summertime is a magnificent property ideally located in Pointe-Milou facing a breathtakingly beautiful ocean view. Consisting of four comfy bedrooms and a sparkling swimming pool, Villa Summertime offers... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,571 - $10,714 /night
Star
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxury rental villa Star is located on the heights of Camaruche, facing the breathtaking view over the Lorient bay and the neighbouring islands. Close to all amenities, this two-level villa is one of the most appreci... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,560 /night
Villa Tropical
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,560 /night
Bliss Villa
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located within the renowned Punta Cana Resort is Playa Blanca Beach Club, a premier beachfront resort. Guests will have access to all Club facilities including lounge chairs, restaurant ($) and bar ($).
... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,560 - $3,910 /night
Bananaquit
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Bananaquit is a luxurious villa for holiday rental located on the Sugar Hill Resort. This property is strategically located at the end of Plantation Drive in Barbados which offers the guests much privacy. Offering 3 bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,557 - $4,500 /night
Supersky
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Supersky is a magnificent three-bedroom, two-pool property in an exceptional setting. Ideally located in Saint-Jean in the Cricket area, Supersky offers splendid views over the rolling hills and the deep-blue ocean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,550 - $2,950 /night
Tortuga B11
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,550 - $3,795 /night
Our Cayman Cottage
7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities.
Spanning 6,500-square feet... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,550 - $2,780 /night
Frangipani
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Frangipani is the newest of luxury villas on the historic Prospect Estate. The spacious living room is equipped with a satellite TV, VCR, telephone, and stereo system. The central veranda leads out to a large pool with a... more
Additional Fees: Damage Waiver $299.00 flat
$1,550 - $2,850 /night
Villa Turquesa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
On the shores of Sapodilla Bay, Villa Turquesa offers a unique blend of luxurious amenities and laid-back island style. Located within the Ocean Point Drive Community, this expansive 4,750 sq.-ft. home features exquisite... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,550 - $3,150 /night
Villa Valentina
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Valentina exudes luxury with its palatial raised rotunda and sprawling private patio. From enjoying the expansive ocean views while sipping your morning latte on the terrace, to savoring a private chef-prepared mea... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 14.5%
Taxes: 14.5%
$1,550 - $4,000 /night
Latitude
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Please note that the beach experiences seasonal fluctuations in its accessibility.
Nearby construction may result in noise disturbances. For further details on how this might affect your stay,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,550 - $4,750 /night
Old Trees 302 | La Mirage
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
La Mirage is a luxury beachfront penthouse holiday apartment on the West Coast of Barbados. Up to eight guests can comfortably stay in this villa’s four en-suite bedrooms and children are also welcome. This Barbados ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,539 - $3,726 /night
Wheel House
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 20%
Taxes: 20%
$1,529 - $3,766 /night
Yellowbird
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 20%
Taxes: 20%
$1,525 - $3,850 /night
Happy Trees
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.
Happy Trees is a magnificent fo... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,515 - $3,057 /night
Vittoria
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Ideally situated on the southern coastline of Dutch St. Maarten, Villa Vittoria is an exquisite beachfront retreat gracing the pristine white sands of Simpson Bay. With its sweeping Caribbean Sea views and elegant Italia... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,513 /night
Chateau Genesis Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Château Genesis, located on the unspoiled island of Anguilla in the British West Indies, is one of the newest villas for rent in Anguilla. This gracious three-bedroom oasis is inspired by Caribbean architecture yet prov... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $3,000 /night
The Fairway
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more
Additional Fees: Security Deposit $2000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $4,100 /night
Queen’s Fort Pavilion
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Queen’s Fort Pavilion, a magnificent 5-bedroom, 5.5-bathroom luxury villa within the exclusive Queens Fort community, just moments from the shimmering Caribbean Sea. Set along Barbados’ famed West Coast, t... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 - $1,650 /night
Tortuga C15
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $3,000 /night
Pebble
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Located on the secluded East Coast of Barbados, Pebble is a beachfront, holiday villa that blends with the earth itself, bearing all the perfect imperfections of the rugged, windswept side of Barbados. Designed by Sophie... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,500 /night
Villa L'Optimiste
4 Bedroom Apartment, 4 Bathrooms, Sleeps 12
Four bedroom luxury villa rental. Introducing the epitome of luxury coastal living, nestled within the prestigious gated beachfront resort of Sea Horse Ranch. Villa l’Optimiste is a two-story, expansive residence with ... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 /night
Villa Diana
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Villa Diana is a luxury vacation villa with exquisite space and location. This four bedroom luxury Caribbean property is a classic beach villa with beautiful architecture, an open floor plan, and harmonious interiors emb... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $4,714 /night
Beau Rivage
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Beau Rivage, an exclusive retreat nestled along the pristine shores of Baie Rouge Beach in St Martin. Baie Rouge Beach, nearly a mile of soft sand, is a tranquil and naturally beautiful gem. This idyllic property is enve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,500 - $3,338 /night
Abacus Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of Abacus Villa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mand... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,500 /night
Villa Valesta
6 Bedroom Apartment, 5 Bathrooms, Sleeps 12
A luxury beachfront villa in Cabarete, Dominican Republic. Designed for family retreats, pickleball getaways and corporate offsites—with the space, privacy and support to help everyone relax together.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14.98%
Taxes: 14.98%
$1,500 - $5,500 /night
Tortuga H6 | Rosana
5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,500 - $2,500 /night
Segura Villa
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Segura takes luxury to new levels. A modern interior layout and polished concrete floors grace the entire villa, including the large kitchen with a custom-made dining room table and indoor entertaining and dining areas. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%