Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,357 - $6,400 /night
Sunset
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,357 - $8,571 /night
Amandara
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Nestled on the picturesque island of Saint Martin in the Caribbean, Amandara stands as a testament to luxury, elegance, and tranquility. This magnificent 5-bedroom villa is a paradisiacal haven that offers an unparallele... more
Additional Fees: Food and Beverage Deposit $4000.00 flat, Security Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$2,357 - $5,143 /night
Keela Wee
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water, Discovery Bay. On its own private coral cove, this property can be rented alone, or in combination wit... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,345 /night
Penthouse Studio
1 Bedroom Penthouse, 1 Bathrooms, Sleeps 2
The Penthouse Studio presents a charming and serene retreat, perfect for those seeking a moment of relaxation. With an expansive private balcony that invites you to unwind, it features a romantic hot tub nestled under th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$2,336 /night
Casa Soñare
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Casa Soñare, a classic villa thought for families looking to spend quality time together. Each of its 5 bedrooms is meticulously designed for comfort and tranquility, ensuring restful nights and rejuvenating ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$2,325 - $5,160 /night
2 BDM Ocean View Suite at the Palms Turks & Caicos
2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
With a generous 2,000 square feet, the two-bedroom suites at The Palms Turks & Caicos offer a master bedroom with a king bed, a second bedroom with a king bed and full-size sleeper sofa, two and a half bathrooms with qua... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$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
The lovely five-bedroom villa in the Aguilla compound is nestled in lush tropical palms directly on the shimmering Caribbean, on Blowing Point.
The five elegant bedroom suites all have ensuite baths — two of the sui... 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 exceptional... 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 - $6,571 /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: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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%