Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,429 - $15,000 /night
Belle Etoile
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Tucked into the hills of the lovely and pristine area of Dévé, the magnificent luxury villa Belle Étoile is a contemporary and stylish vacation rental property in St-Barths, with a 28-meter pool overlooking a breathta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,429 - $17,143 /night
Ginger
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located at the top of the private Domaine des Pairs in Petite Saline, the magnificent vacation rental Ginger offers a breathtaking and panoramic view over the islands of St. Martin, Anguilla, Saba, and the islets of Four... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,429 - $13,571 /night
Vesper
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private domain on the heights of Lurin, the beautiful rental Villa Vesper provides upscale services for an unforgettable vacation in St Barths. This splendid house has been designed in contemporary décor wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,429 - $9,286 /night
Floating Garden
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The prestigious holiday rental villa Floating Garden welcomes you in the Lurin area for an unforgettable stay in St Barths. In front of a splendid view over the ocean and the glorious sunsets, this three-bedroom vacation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,428 - $6,400 /night
Sunset
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,425 - $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%
$2,400 - $6,400 /night
Fig Tree House and Cottage
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership included in this villa, guests will have access to the gym, unlimited golf ($), driving range ($), tennis cour... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $10.00 guest daily
Taxes: 12.5%
Taxes: 12.5%
$2,400 - $9,000 /night
Shiloh Estate
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Shiloh Estate, a luxurious four-bedroom Anguilla villa rental, is nestled within the lush landscapes of Aurora Anguilla Resort & Golf Club. Situated in Anguilla's exclusive West End in Rendezvous Bay, this stunning estat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$2,400 - $6,900 /night
Sugar Hill
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,400 - $12,000 /night
Serenity
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Serenity is a charming property located in the heights of Gustavia in front of a fantastic panorama. Recently renovated, this vacation home with a swimming pool consists of three bedrooms, and will offer a fourth b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,363 - $6,300 /night
Hyde Park
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,357 - $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 - $5,463 /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
$2,354 - $6,727 /night
Little Hill
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,354 - $8,325 /night
Following Seas
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,352 - $5,610 /night
A Summer Place
7 Bedroom Villa, 9 Bathrooms, Sleeps 14
Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand carved fretwork trimming the length... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,350 - $5,950 /night
Arrecife 30
6 Bedroom Apartment, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,350 - $5,487 /night
Sea Glass
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,347 - $5,869 /night
Someday Soon
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,345 /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%
$2,343 - $10,429 /night
Villa Riviera
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Immerse yourself in elegance and refinement with Villa Riviera, a true gem located in the heart of Terres Basses in an exceptional private residence. Nestled in an unspoilt natural setting, this villa offers an idyllic s... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 10%
Taxes: 10%
Inquire for Rates
Villa Olivo
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
Inquire for Rates
Casa Del Rocio
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$2,336 /night
Casa Soñare
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
Inquire for Rates
Villa Toscano
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Taxes: 28%
$2,330 - $4,310 /night
Cliff Penthouse Suite
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
Oil Nut Bay’s Cliff Penthouse is the epitome of exclusivity paired with island chic. With its spacious floor plan that seamlessly extends outdoors onto a wraparound terrace and large infinity pool, this is one of our m... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$2,320 - $3,669 /night
Private Pool Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The spacious Private Pool Villas consist of one to two bedrooms with ensuite modern bathrooms, a fully equipped kitchen and a large patio and a private pool. There is an outdoor sitting area for intimate meals and relaxa... more
Additional Fees: Damage Waiver $299.00 flat
$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 Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 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 Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Security Deposit $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%