Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$975 - $2,000 /night

Calabash Junior 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. Designed for maximum roominess, all Junior suites are open-... more
Additional Fees: Damage Waiver $299.00 flat
$975 - $2,625 /night

Karukera

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Orient Bay, Villa Karukera offers a breathtaking 180° view of Orient Bay, Anguilla, and St. Barts in the distance. This beautiful, recently renovated, contemporary four-bedroom villa is the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$972 - $1,643 /night

Mongoose Run

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Embark on a getaway under the Caribbean sun at Villa Mongoose Run, where Caribbean luxury meets breathtaking sea views. Treat yourself to an unforgettable vacation experience in this stunning Caribbean villa with a mo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$971 - $2,857 /night

Ventura

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Ventura is a charming two-bedroom property located on the heights of St-Jean. In a modern design, this vacation home welcomes you into its spacious areas, illuminated by the gentle light of the Caribbean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$971 - $2,121 /night

Adagio

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The Adagio Villa property is uniquely designed to provide generous space for guests to enjoy splendid times together while ensuring privacy. The three-level main pavilion features a stylishly-designed Great Room with flo... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
$971 - $6,857 /night

Mirador

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the heights of Colombier, the charming rental villa Mirador offers a spectacular view over the harbour of Gustavia. Built on the hillside in a traditional style over independent pavilions, the property is deco... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$971 - $3,400 /night

Indyana

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Indyana is a beautiful three-bedroom property with a pool nestled in the lush vegetation of St-Barths. Located in St-Jean, Indyana offers upscale amenities in a modern and sleek decor. With high-end facilities and ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$971 - $2,286 /night

Les Sables

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Les Sables indulges its guests with the best of all worlds: a terrace just steps from the sea, green lawns and swaying palms, a refreshing pool, and classic Caribbean comfort. This property's charm and convenient L... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$965 - $2,240 /night

Partial Ocean View Junior Suite at The Shore Club

1 Bedroom Condo, 1 Bathrooms, Sleeps 2
Stylish and convenient, the sumptuous partial ocean view suites feature king-size beds with custom-made, premium bed linens and deluxe bathrooms stocked with the best products and accessories. Their sitting areas include... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$957 - $3,857 /night

Dasha

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lurin and Gouverneur, the luxurious holiday rental villa Dasha, is ideal for a large family or a group of friends wishing to share a rental villa in St. Barths. Its breathtaking views over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$955 /night

Ocean View Studio

1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Our Ocean View Studios are located on the corners of the second to fourth floors in our oceanfront buildings. These beautifully designed studios cover an impressive 670 square feet and are adorned with blackout curtains ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$950 - $2,950 /night

Seabreeze #3

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to SeaBreeze #3, one of only nine luxury condos within a tranquil residential resort nestled along the northern shore of Seven Mile Beach. Travelers seeking spacious accommodations with resort-like amenities and ... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $295.00 flat
Taxes: 30.9%
$950 - $3,450 /night

Villa Venus

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
This sumptuous 3-bedroom villa atop Blue Mountain Road in Turks and Caicos boasts breathtaking ocean vistas, a private pool, and a verdant garden. It features an Italian kitchen and Roche Bobois furnishings with seamless... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$950 - $2,950 /night

Aqua Residence 4

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Welcome to Aqua, a brand new luxury residential tower offering 10 exclusive full-floor residences with panoramic views of Seven Mile Beach. Each residence spans the entire floor, providing unparalleled privacy and seamle... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$950 - $3,000 /night

Elysium

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$950 - $2,500 /night

Tortuga A2

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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%
$950 - $2,500 /night

Harikoa

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Harikoa, the Maori word for joy, happiness, and euphoria, perfectly encapsulates the essence of this tranquil retreat. Nestled within an acre of meticulously landscaped grounds, Harikoa boasts four exquisite ensuite bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$950 - $2,000 /night

Caicos Breeze

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Caicos Breeze Villa is situated in the quiet Karaya Blue community in the Long Bay area, one street back from the ocean. This three-bedroom, three-bathroom villa is newly built, modern in design, and professionally appoi... more
Additional Fees: Cleaning Fee $375.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
$950 - $3,100 /night

Firefly

5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts. Welcome to Sugar Hill Firefly, a cla... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$950 - $4,554 /night

Hacienda B25 | Casa Maroc

6 Bedroom Apartment, 6 Bathrooms, Sleeps 16
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%
$950 - $2,300 /night

Cloud Cottage

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Cloud Cottage is Anguilla's charming cliffside oasis. This gem of a property is newly renovated with a stunning professional-grade kitchen and open plan living/dining area, which opens up through sliding glass doors onto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$950 - $3,000 /night

Jaguey 3

4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Jaguey 3, a stunning 4-bedroom villa, epitomizes the essence of Caribbean elegance. Nestled in the heart of the Arrecife community within the prestigious Puntacana Resort & Club, this property offers breathtaking views o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$950 - $2,500 /night

Little Bay View Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Little Bay View is a newly constructed, modern oasis perched above Anguilla’s iconic Little Bay beach. This three-bedroom retreat offers breathtaking views of the surrounding cliffs and represents the pinnacle of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$950 - $2,800 /night

Xoxo

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa XOXO is more than just a luxury villa; it’s a place where families and friends come together to create cherished memories. Nestled in the heart of paradise, this villa seamlessly blends modern comfort with the aw... more
Additional Fees: Cleaning Fee $550.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
$950 - $3,286 /night

Villa Wellness

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled in the heart of the Terres Basses, Villa Wellness invites you to experience an extraordinary retreat where luxury, tranquility, and well-being converge for an unforgettable escape. Upon entering this opulent s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$950 - $2,500 /night

Sugar Hill A18 | Paradise Found

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts. Paradise Found, A18 Sugar Hill is ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$950 - $1,785 /night

Oceanfront Pool Studio

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Located directly overlooking the stunning 100-foot swimming pool with breathtaking views of the ocean. The oceanfront pool studio features a California King bed, well-appointed bathroom with L’Occitane amenities, an oc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$950 - $2,400 /night

The Cove

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Welcome to "The Cove," a luxury beachfront penthouse nestled in the heart of St. Maarten's exclusive "The Cliff" enclave. This unparalleled residence offers the epitome of oceanfront opulence and privacy, combining the a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$950 - $2,500 /night

Tigh-Na-Mara Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Tigh-na-Mara Villa, or as its name translates to, the "House by the Sea," is nestled centrally on the sun-drenched island of Anguilla in Elsie Bay, making it a prime Anguilla villa rental. This exquisite property encapsu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$950 - $3,150 /night

White Cottage

5 Bedroom Villa, 3 Bathrooms, Sleeps 11
Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views. An o... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
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