Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,310 - $4,410 /night
Heronetta
5 Bedroom House, 6 Bathrooms, Sleeps 10
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Heronetta offers a commanding b... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,300 - $4,600 /night
La Vida Villa
5 Bedroom Apartment, 7 Bathrooms, Sleeps 10
La Vida is tucked away in a tropical landscape on the sea. The property features a bright, airy, and inviting open-concept main room with 25-foot cathedral ceilings, a fully-stocked gourmet kitchen, a comfortable enterta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$2,300 - $4,750 /night
Villa Porton
4 Bedroom Villa, 5 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%
$2,300 - $4,050 /night
Casa del Lago
4 Bedroom Apartment, 5 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: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$2,300 - $10,500 /night
Alkera
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Dramatically situated on a hillside in Shoal Bay East, Alkera is an exquisite new luxury villa offering breathtaking views of one of Anguilla’s most famous world-class beaches. Guests can savor the intoxicating surroun... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,300 - $7,500 /night
Beach Escape
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Beach Escape is a stunning private villa compound on the island of Anguilla, surrounded by lush tropical palms and situated directly on the shimmering Caribbean Sea. This exquisite five-bedroom villa in Anguilla, nestled... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,300 - $6,400 /night
Hawksbill Beach House
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
A traditional beach house that combines old-world charm and contemporary comfort. A little pocket in time where you can experience the Caribbean of yesteryear, Hawksbill Beach House preserves all its original architect... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$2,299 - $4,999 /night
Arrecife 32
8 Bedroom Villa, 9 Bathrooms, Sleeps 22
One day, someone decided to build in paradise a massive and impressive property to host large groups of friends and families with many members. The word became flesh and the result is this stunning 8-bedroom villa hoiste... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,290 - $5,150 /night
Corales 27 | Sophia
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,288 /night
Modern Oasis
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Modern Oasis is an 8-bedroom, 8 1/2 bath, 3-story, beachfront villa reminiscent of a Miami-style luxury mansion. This villa is the essence of modern minimalism paired with the most gorgeous ocean view! NOTE: Access to th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,286 - $9,000 /night
Bonnie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The villa rental Bonnie is a beautiful three-bedroom property overlooking the bay of St-Jean. With its luxurious amenities, bright living spaces and sparkling pool, this vacation rental in St. Barths offers an exceptiona... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $11,429 /night
Aloha
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The holiday villa rental Aloha is a prestigious property located in Vitet facing an amazing ocean view. Modern in design and luxuriously equipped, this vacation home with an infinity heated pool and a fitness room offers... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $9,286 /night
Nureyev
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Toiny in front of a breathtaking ocean view, Nureyev is a sumptuous four-bedroom property in the heart of the Caribbean wild beauty. As the famous dancer Rudolf Nureyev who lived here and left his artistic mar... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $9,286 /night
Jnana
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Jnana is a sumptuous property located in St Jean with a stunning ocean view. Spacious, bright and equipped with upscale amenities, this four-bedroom vacation rental with heated swimming pool welcomes groups of frie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $5,429 /night
Breakaway Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Construction is taking place on the pickleball and basketball court and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$2,286 - $8,571 /night
Honu
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The rental villa Honu is a beautiful property located on St-Jean hill. Spacious and bright, this contemporary vacation home offers panoramic views over the ocean and Bonhomme and Frégate islands, as well as upscale amen... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $11,429 /night
Kyr
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Lurin, the charming rental villa Kyr is a modern property built in Caribbean architecture, a subtle mix of authenticity and refinement in St-Barths. The decoration is pure and bright with an Asian infl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $7,143 /night
Lao
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxurious rental villa Lao is located on the heights of Corossol, facing a breathtaking panorama over the ocean and the neighbouring islands. You will be amazed by the beauty of the glowing sunsets that can be enjoye... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $7,714 /night
Edunia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Lurin, the holiday rental villa Edunia is a recent and contemporary house opening onto spectacular views over Gustavia's harbour and the surrounding hills. The name of the villa was chosen to honour the artist... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $6,071 /night
Azalea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Saint-Jean, rental villa Azalea offers a splendid view over the crystal-clear waters of the bay. Indoor and outdoor space design creates a delightful atmosphere of well-being. This four-air-conditioned-bedroom... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $12,143 /night
Jocapana
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in a very private area in Lurin, just a short distance from the vibrant capital Gustavia, the luxurious villa Jocapana is a lovely property offering panoramic views over the ocean and the glorious Saint-Barth’s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $6,727 /night
Little Hill
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,286 - $5,600 /night
Tradewinds on the Sea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $6,900 /night
Sugar Hill
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $8,325 /night
Following Seas
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,286 - $4,000 /night
Golden Clouds
15 Bedroom Estate, 17 Bathrooms, Sleeps 30
Golden Clouds Country Estate is a spectacular waterfront villa located in the picturesque village of Oracabessa.
Fifteen minutes from Ocho Rios, on Jamaica's fabled North Coast and neighboring Ian Fleming’s "Golden... more
Additional Fees: Damage Waiver $299.00 flat
$2,286 - $9,286 /night
Villa K
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the beach of Anse les Cayes, the sumptuous rental Villa K is a very modern property nestled in the heart of coconut trees behind the dune. A true gem designed by the architectural company Patrick Raffeneau, Vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,280 - $5,500 /night
Tortuga H4
8 Bedroom Apartment, 9 Bathrooms, Sleeps 18
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,280 - $4,000 /night
La Sultana
5 Bedroom Villa, 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: 18%
Taxes: 18%
$2,279 - $5,869 /night
Someday Soon
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,271 - $13,929 /night
Cap Au Vent
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located at the very tip of Pointe-Milou, the vacation rental villa Cap Au Vent is an emblematic villa in St-Barthelemy with multi-pavilion architecture. Built-in a charming mix of both a Mediterranean and a Caribbean des... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,270 - $3,670 /night
Miramar
7 Bedroom Villa, 7 Bathrooms, Sleeps 12
Miramar is a one-of-a-kind luxurious mansion in a private estate perched on a bluff overlooking the Caribbean Sea. The former Appleton Estate, featured in Elite Traveler's 2017 Top Ten Villas in the Caribbean, is a villa... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $625.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,251 - $6,300 /night
Hyde Park
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,250 - $8,000 /night
Onyx
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note the beach experiences seasonal fluctuations in its accessibility.
Experience the soulful side of Onyx, a private five-bedroom luxury villa located on one of the most soothing West Coast be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,250 - $4,490 /night
Premier Oceanfront 3 BDM Suite
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The ultimate in luxury and amenities with 3800 square feet of living space, located on the top floor with unsurpassed views of the beach and ocean from 2 balconies, as well as a unique island view from a third balcony. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$2,250 - $5,400 /night
Windward
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Windward - a luxurious two-st... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,245 - $3,350 /night
Timbuktu By The Sea
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Timbuktu is a modern, contemporary villa with the most beautiful seafront. The entrance is through handsomely carved doors that lead into the main living area. A covered verandah and dining area lead out to the pool with... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,220 - $4,580 /night
Hacienda A39
7 Bedroom Villa, 8 Bathrooms, Sleeps 16
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,217 - $5,487 /night
Sea Glass
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,214 - $7,857 /night
Villa OTT
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury villa OTT in St-Barths is a magnificent four-bedroom property with panoramic views over St-Jean Bay up to Saline. Nestled in the heart of the tropical vegetation, this spacious vacation rental welcomes groups ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,214 - $8,571 /night
W View
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled at the top of St. Jean’s hill, the vacation rental villa W View is a sumptuous four-bedroom property with spectacular views over the ocean, the rolling hills and the neighbouring islets. Perfect for a family or... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,209 - $6,000 /night
Bougainvillea House
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,205 - $33,134 /night
Whale Point
2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
With uninterrupted views of the sparkling sea, Whale Point is situated on Oil Nut Bay’s dramatic Atlantic Ridge. This ocean view rental on Virgin Gorda’s south shore is an intimate escape, offering simple yet sumptuo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$2,205 - $5,235 /night
Sol Mate
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Overhanging the ocean on the southern ridge of Oil Nut Bay, Sol Mate Villa opens up to a full 180-degree view of the Caribbean Sea. As one of our most exclusive two-bedroom British Virgin Islands rentals, it is the epito... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$2,200 - $7,300 /night
Rehab
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Serene canal views and inviting decor inside and out make Rehab a tranquil retreat where busy families can disconnect. From sunrise to sunset and beyond, this modern Caribbean property’s palm-shaded outdoor spaces are... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 22%
Taxes: 22%
$2,200 - $6,000 /night
Fiore
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Fiore is one of the luxurious and private residence villas in Anguilla, exuding elegance and comfort with its four bedrooms and four-and-a-half bathrooms. Positioned just a leisurely three-minute stroll from the pr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,200 - $6,500 /night
Turquoise Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Chic and contemporary, Turquoise Villa is only steps away from Grace Bay beach. Ideal for family vacations, Turquoise Villa offers an abundance of outdoor space for enjoying the tropical weather, paired with bright and s... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 22%
Taxes: 22%
$2,200 /night
Villa Coral
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Villa Coral, the most elegant and extravagant villa in Bavaro, Punta Cana.
This U-shaped villa has seven comfortable bedrooms, each with a private bathroom, and an 8th bedroom with two bunk beds (queen bed ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,200 - $5,633 /night
Beachfront 2 BDM Suite
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Our Beachfront Suites are dynamic, light-filled beachfront apartment radiates a sense of calm that comes from their inimitable spatial equilibrium with stunning ocean and beach view terraces/ balconies, the ambiance exud... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$2,200 - $8,500 /night
Triton at Kamique
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Triton is one of a small select group of villas in Anguilla embracing a secluded beach cove on the south shore of the island. The beachfront setting provides stunning views of the Caribbean and the mountains of nea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%