Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,929 - $4,400 /night
Ma Moura
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 17.5%
Taxes: 17.5%
$1,929 - $5,185 /night
Hidden Bay by the Sea
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
The extraordinary location of this unique cliffside home is absolutely stunning. Planted firmly on a rock ledge high above the sea, the precipice may be daunting to some. While a low stone wall wraps most of the waterfro... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,921 - $5,092 /night
Sweet Spot
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds. A 6,000-square-foot private home with a huge lawn and beach.
Interiors at Sweet ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,920 - $5,885 /night
1 BDM Ocean View Penthouse at The Palms Turks & Caicos
1 Bedroom Penthouse, 1 Bathrooms, Sleeps 2
The magnificent and spacious ocean-view penthouses at The Palms Turks and Caicos deliver a 5-Star experience on Grace Bay beach. The master bedroom features a king-sized bed, a luxurious ensuite with an array of quality... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,920 - $4,500 /night
Tortuga C19 | Good Vibes
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
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.
Guests staying within ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,914 - $10,714 /night
Lazuli
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Lazuli is a luxurious four-bedroom vacation rental with a heated swimming pool, ideally located facing the Grand-Cul-de-Sac lagoon. Boasting an exceptional location, this spacious and bright holiday rental welcomes up to... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,914 - $10,714 /night
Larimar
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Larimar is a sumptuous four-bedroom property facing the crystal-clear waters of Grand-Cul-de-Sac lagoon. Enjoying a privileged location, this prestigious vacation rental offers bright spaces in a most refined setti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,900 - $5,170 /night
Leeward Jewel Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Leeward Jewel Villa is a stunning luxury villa with a private pool located on the breathtaking island of Providenciales in the Turks and Caicos Islands. This exclusive retreat offers an unparalleled experience of serenit... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $1000.00 flat
Taxes: 12%
Taxes: 12%
$1,900 - $4,500 /night
Cool Wind
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants ($).
Cool Wind has a show-stopping, e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,900 - $4,800 /night
La Villa Salee
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surrounded by stunning mountains and ocean views of the Caribbean and the Atlantic. (The Villa also has a... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$1,900 - $5,000 /night
The Cottage At Meads Bay
3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is a sublime beachfront oasis situated on the pristine white sands of northwest Anguilla's renowned Meads Bay – an iconic locale celebrated as Anguilla's premier hotspot.
Strategically desig... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,900 - $5,567 /night
Villa Lolita
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,895 /night
Outrigger
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Located on a ridge 300 ft. above town, the recently renovated Outrigger Villa, formerly Outrigger House, affords views of the mesmerizing Charlotte Amalie harbor with cruise ships on the Caribbean Sea, yachts, marine por... more
Additional Fees: Cleaning Fee $650.00 flat, Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,895 - $2,595 /night
Villa Coquina
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Being just steps away from Dawn Beach, you'll enjoy the mesmerizing ocean views from the Beachfront Villa. Luxury furnishings throughout the villa will make you feel pampered, happy, and relaxed, especially as you enjoy ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,886 - $4,084 /night
Beachcomber
5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Beachcomber Villa provides five fully air-conditioned bedrooms featuring en suite bathrooms with indoor and outdoor showers. The main pavilion offers over 1,000 square feet of living space with a dining table that seats ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$1,880 - $6,100 /night
Jamoon
7 Bedroom House, 7 Bathrooms, Sleeps 14
amoon 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: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,872 - $6,000 /night
Hacienda B18 | Escondida
5 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,870 - $3,750 /night
Casa Saman
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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%
Taxes: 18%
$1,860 - $5,000 /night
Tortuga C12 | Atalaya
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,860 - $4,580 /night
Arrecife SB5 | 3 Palmeras
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,860 - $4,580 /night
Arrecife EFG4 | Yellow Bear
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,857 - $6,786 /night
Blue Vista
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Villa Blue Vista is a spectacular oceanfront retreat, offering a private beach at low tide in the scenic Turtle Tail area of Providenciales, Turks and Caicos. This newly built, modern villa features six spacious bedrooms... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,857 - $10,000 /night
Reef Point
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled on a hillside at the quietest and farthest end of St.Jean Bay, the luxurious rental villa Reef Point is a superb property located in a private and very quiet domain. Built on a single level, Reef Point offers one... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,857 - $6,429 /night
D'Zir
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Colombier, the luxury vacation villa D'Zir is a recent property that offers a breathtaking view of the Caribbean Sea and the port of Gustavia. This architectural gem and sun-soaked paradise is the ideal home f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,857 - $7,714 /night
Moh
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Lurin, the sumptuous Villa Moh is a dream come true. Nestled in the heart of the lush vegetation of St Barths, this luxury home offers a breathtaking view over the ocean, and welcomes you in four beautiful air... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,857 - $7,143 /night
Cairn
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the private development of Domaine du Levant in Petit-Cul-de-Sac, the vacation rental Cairn is a superb modern property facing a stunning view over the bay of Petit-Cul-de-Sac and the beach. With four spacious... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,857 - $10,000 /night
Alhena
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Alhéna is situated in Lurin. Very private, it offers a stunning view on Saint Jean bay. The large living and the kitchen open onto the terrace and the long pool. The decoration is contemporary and comfortable. One bedro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,857 - $3,286 /night
Tek Time
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests of Tek Time receive a complimentary Half Moon Tennis & Beach Club membership. Benefits include access to Sunrise Beach, swimming pools, tennis courts, Jacuzzi, fitness centre, croquet and mini-putt green.... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,853 - $9,405 /night
N701 | 3 BDM Sea View
3 Bedroom Apartment, 4 Bathrooms, Sleeps 8
3BR Sea-View Resort Villa Featuring a Custom Kitchen + Convertible Oceanfront Terrace
Modern design meets the timeless beauty of Seven Mile Beach at this three-bedroom, three-bath, 2,944 sq. ft. condo at the Residence... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,853 - $9,405 /night
S301 | 3 BDM
3 Bedroom Condo, 4 Bathrooms, Sleeps 8
Modern design meets the timeless beauty of Seven Mile Beach at this three-bedroom, three-bath, 2,944 square foot condo at the Residences at Seafire. With walls of sliding glass, this 3rd-floor unit presents an unforgetta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,851 - $5,245 /night
Hanover Windward
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,850 - $3,850 /night
Arrecife 27 | Yaya
5 Bedroom Villa, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,850 - $12,950 /night
Bella Rocca
8 Bedroom Villa, 10 Bathrooms, Sleeps 20
Bella Rocca is where Caribbean luxury meets cinematic allure, offering a vacation experience like no other. This 8-bedroom, 8,300-square-foot villa is a private sanctuary set on Grand Cayman’s tranquil East End.
Ima... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Security Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,850 /night
One Bedroom Pool Villa
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Introducing the up-and-coming exclusive One-Bedroom Pool Villas nestled along the hillside of one of the highest points in Turtle Tail and offering our guests complete privacy while providing unrivalled views of Cooper J... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,850 - $3,360 /night
Oceanfront 1 BDM Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanfront One Bedroom features a primary bedroom with a California king bed, a primary bedroom with a shower and a standalone tub, a spacious living area and terrace with a swimming pool, a full kitchen and a breakf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,850 - $4,000 /night
Aqualina Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Relax in comfort in this luxurious five-bedroom ocean-view villa. This villa combines the carefree, luxurious atmosphere of a five-star resort and the privacy and safety of your own personal villa. From the moment you dr... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,850 - $7,800 /night
Dolphin Beach House
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to Dolphin Beach House Barbados Villa, an exquisite 6-bedroom haven nestled along the pristine shores of the West Coast. Immerse yourself in luxury as you step foot into this newly built retreat. With its generou... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,850 - $3,800 /night
Oceanfront Luxury 3 BDM Suite
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The splendid Ocean Front Luxury Three Bedroom Suite is a unique haven. Its handsome and dramatic Caribbean Colonial decor showcases fine craftsmanship with stunning rattan-lined cathedral ceilings, Italian granite and ha... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,850 - $4,600 /night
Villas Luxury 2 BDM Suite
2 Bedroom Villa, 3 Bathrooms, Sleeps 6
*Actual room may differ from photos shown.
Very spacious two-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront primary bedroom with a king bed, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,850 - $7,400 /night
Bird of Paradise
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bird of Paradise is a stunning Anguilla villa rental in Sandy Hill Bay, designed by renowned architects Wilson & Associates, the minds behind iconic resorts like Amandari in Bali, Las Ventanas in Cabo San Lucas, and the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,845 - $4,215 /night
Hacienda B31
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,845 - $6,212 /night
Crystal Sunrise Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This four bedroom home has gorgeous views of St. Maarten and is a 2-minute drive (5-minute walk) to Sandy Hill Bay beach. You know you have reached somewhere special as you drive up to the house and park. The entrance is... more
Additional Fees: Damage Waiver $299.00 flat
$1,821 - $7,000 /night
Avalon
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private estate in the Gouverneur neighbourhood, the luxurious vacation rental Avalon is an outstanding property close to Gouverneur Beach, and opens onto a panoramic ocean view. Surrounded by a tropical gard... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $2,986 /night
Bella
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Bella is a beautiful two-bedroom property ideally located in Toiny in front of an outstanding panoramic ocean view. In a heavenly setting nestled between sky and sea, Bella welcomes families or couples of friends i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $8,571 /night
Marcel
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Villa Marcel is a magnificent property located in Anse des Cayes, in front of the bay and the hills. As St. Barth’s sun shines and brings an exceptional glow, this six-bedroom home welcomes guests in a luxurious settin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $5,357 /night
Mardix Prestige
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Vacation rental Mardix Prestige is a sumptuous three-bedroom apartment located in the heart of Gustavia. Overlooking the harbour, it is an ideal and luxurious place for families or groups of friends looking for a vacatio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $5,500 /night
Infinity House
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
With its stunning design and vistas of the Caribbean Sea, this magnificent residence is the perfect paradise escape. This luxurious two-story residence is located on the stunning West Coast of Barbados in the renowned Ca... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,800 /night
Casa del Arbol
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centuries ago, Casa del Arbol was the home of the architect who carried out important civil and restoration works in the Colonial City. Some original gray and white tiles still remain in the house, reminding us of its fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,800 - $5,714 /night
The Town House
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Town House is a beautiful three-bedroom apartment located in the center of Gustavia, with a breathtaking view over the harbour. In the evening, the sparkling lights of the city make it a privileged place to enjoy the bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $5,150 /night
Corales 60
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
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.
Guests staying within Punta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%