Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,429 - $6,857 /night
Pointe Milou
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The vacation rental Pointe Milou is a beautiful property which offers breathtaking views over the ocean, the Lorient Bay and the glorious sunsets. Surrounded by lush vegetation in a very private setting, this four-bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $5,714 /night
Azetes
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on a hillside in the quiet Petite Saline neighbourhood, the vacation villa Azetes is a charming property with breathtaking views over Lorient Bay, the islands of St. Martin and Anguilla, and the glorious sunsets.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $3,929 /night
Mango
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in a private area in Colombier, the charming rental villa Mango is a superb colonial-style property, offering a breathtaking view over Gustavia's harbour and the bay. Nestled on a hillside and built on three leve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 /night
Salamandres
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Salamandres is a two bedroom luxury villa located in Vitet. The well-appointed villa is surrounded by a beautiful tropical garden. The property features a modern kitchen that is beautifully equipped with all you'll need.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $8,571 /night
Villa Sas
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa SAS is a vacation rental ideally located in St-Jean in front of the crystal-clear waters of the bay. As it watches the ocean view, this two-bedroom villa with a swimming pool offers a high level of services in the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,429 - $2,607 /night
Anniversary House
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Nestled on the lush hillside above Leverick Bay, Anniversary House features unmatched panoramic sunrise and sunset views of the North Sound and surrounding islands, including Necker and Anegada. The villa offers a seclud... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,428 - $4,713 /night
Endless Summer
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte-cochere, bevelled glass doors open to a dramatic 80-foot columned space. A sweeping white stone staircase curves gracefully from the fo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,420 - $3,250 /night
Tortuga C41
5 Bedroom Apartment, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,400 /night
Casa de los Mapas
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the grounds of the former Dominican Monastery, the original structure dates to the Spanish colonial era. It has been completely renovated and decorated with antique maps and plantation-style furniture for a co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,400 - $4,930 /night
La Hacienda
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Perched in the prestigious enclave of Terres Basses, Villa La Hacienda is a magnificent Spanish-Caribbean-style estate that blends Old World elegance with modern luxury. Designed to maximize both panoramic views and outd... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,400 - $3,200 /night
Hacienda 82
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,400 - $5,500 /night
Anani at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Anani is an opulent four-bedroom retreat, part of the Kamique Estate, situated directly on the Caribbean Sea along Anguilla's southern coast in Lockrum. This luxurious property, near other villas in Anguilla, is de... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $3,500 /night
Tequila Sunrise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The ultimate Caribbean luxury is Tequila Sunrise, an exquisite Anguilla villa rental nestled in the tranquil paradise of East End, Jopsey Bay. This modern beachfront retreat boasts three primary suites, each with floor-t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $5,714 /night
Esprit de la Mer
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Perched dramatically on the cliffs of Terres Basses, Villa Esprit de la Mer (Spirit of the Sea in French) perfectly embodies its name, offering sweeping panoramas that capture the Caribbean's beauty, energy, and tranquil... more
Additional Fees: Security Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,400 - $4,500 /night
Le Caprice
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
From its privileged elevated site on a promontory above Baie Rouge in Terres Basses, Le Caprice enjoys not only extraordinary 270-degree views but also has direct access to the beach below via its own private garden path... more
Additional Fees: Damage Deposit $4000.00 flat
Taxes: 10%
Taxes: 10%
$1,396 - $4,058 /night
Villa Numa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Please note that for safety reasons, Villa Numa does not accept children between 2 and 12 years old.
Located on the heights of the exclusive gated community of Indigo Bay, this stunning six-bedroom lu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,395 - $3,950 /night
Sea Orchard Retreat
8 Bedroom Villa, 10 Bathrooms, Sleeps 22
Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for mass... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,390 - $3,375 /night
1 BDM Pool View Suite at The Palms Turks & Caicos
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The meticulously designed, spacious 1,500 square foot one-bedroom suites at The Palms Turks & Caicos offer a comfortable king bed with custom-made, premium bed linens. Features include one and a half luxury bathrooms wit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,386 - $4,098 /night
Tranquility on the Beach
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
True to its name, Tranquility is a place for relaxing into the calm ambiance of an exquisite home on a waterfront site while being gently pampered by a competent staff.
The well-appointed rooms of Tranquility stretch ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$1,380 - $3,795 /night
Villa Vogue Art
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to the stunning Villa Vogue Art, a luxurious residence that has been completely redecorated and designed for ultimate comfort, located in the exclusive Cul de Sac area.
This architectural gem stands out for it... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,375 /night
Golf Villa 214 | Tropicana
3 Bedroom Villa, 6 Bathrooms, Sleeps 6
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: 6%
Taxes: 6%
$1,375 - $2,450 /night
Calabash Pool Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
Luxuriously styled, our pool suites are designed for ultima... more
Additional Fees: Damage Waiver $299.00 flat
$1,365 - $1,774 /night
Peeniwalli
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pure and uniform, Peeniwalli’s white and neutral-toned appearance balances against a spellbinding backdrop of blue sky, rolling sea and lush vegetation. The colors come from living. It’s in the furniture and people, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,360 - $2,981 /night
Avalon
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 20%
Taxes: 20%
$1,358 - $4,286 /night
Always
6 Bedroom Villa, 6 Bathrooms, Sleeps 13
Villa Always is a stunning and luxurious property with a spacious and open living area that allows for the refreshing natural breeze to flow through. The bedrooms are beautifully decorated in a modern yet eclectic style,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,357 - $5,000 /night
Indigo
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Indigo is a beautiful three-bedroom property with a pool, ideally located in St-Jean, facing a breathtakingly beautiful view over the ocean and Lorient Bay. Modern and bright, this holiday home provid... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $3,929 /night
Vista Cielo
4 Bedroom Penthouse, 5 Bathrooms, Sleeps 8
Vista Cielo epitomizes luxury living with its expansive layout and breathtaking views. This opulent residence features four generously sized bedrooms, each adorned with king-size beds, en-suite bathrooms, and modern TVs,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,357 - $5,700 /night
Casa Paraiso
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Public, the luxury villa rental in Saint-Barths Villa Casa Paraiso is a haven of beauty, only a few minutes from Gustavia and the main activities. It is a beautiful view, combined with luxurious architecture, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $6,750 /night
Bibi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The holiday villa rental, Bibi villa, is a beautiful four-bedroom property overlooking the crystal-clear waters of Grand-Cul-de-Sac. Nestled on the heights of Vitet, this spacious and comfortable vacation home welcomes u... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,357 - $4,286 /night
Arawak
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Pointe Milou, the luxury holiday rental Arawak offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. You can admire the unforgettable St. Barths sunse... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%