Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$2,400 - $9,000 /night

Shiloh Estate

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on a lush golf course in Aurora Anguilla Resort & Golf Club, amid Anguilla's skies and waters, Shiloh Estate is a four-bedroom luxury villa with pristine white architecture, with its white color palette, which pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,400 - $7,500 /night

Big Chill

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Big Chill is an expansive, modern home located in Leeward’s prestigious canal system with close proximity to some of the best beaches in Turks and Caicos. The living, dining and kitchen area combine for one large �... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$2,400 - $5,100 /night

Sandcastle Beach House

4 Bedroom House, 4 Bathrooms, Sleeps 8
The newly added Beach House just next door to the SandCastle Villa offers exceptional service and privacy on Anguilla. The Beach House brings modern comfort for the ultimate beach lovers, providing an organic living e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,399 /night

Tortuga B6

4 Bedroom Apartment, 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%
$2,362 - $7,200 /night

Ambiance Sea Salt

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%
$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%
$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%
$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
$2,357 - $12,857 /night

Amancaya

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Nestled in a large tropical garden on the heights of Anse des Cayes, the luxurious vacation rental Amancaya is a haven of peace and serenity, the perfect place for a vacation with family or friends in St. Barthelemy. In ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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%
$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%
$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%
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