Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$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%
$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%
$1,400 - $5,714 /night

Esprit de la Mer

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Esprit de la Mer stands for “spirit of the sea” and this villa embodies the title perfectly with its endless panoramic views. Located in the beautiful French region of Terres Basses, this home overlooks the coastline... more
Additional Fees: Security Deposit $4000.00 flat
Taxes: 10%
$1,400 - $4,500 /night

Le Caprice

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
There is a house cat that has free-roam of the home and property. From its privileged elevated site on a promontory above Baie Rouge in Terres Basses, Le Caprice enjoys not only extraordinary 270-degr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,396 - $4,057 /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%
$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, Cleaning | Damage Deposit $1500.00 flat
Taxes: 18%
$1,393 - $2,321 /night

Villa Tamar

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Surrounded by stunning bay views, Tamar Villa features a large main room with a fully stocked kitchen and island countertops open to an indoor dining table and a spacious seating area. The villa offers four large master ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$1,389 - $4,050 /night

Blue Beach

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This breathtaking setting is a beach lover's dream. Entering the fabulous coral stone drive and courtyard, the first thing you see are iconic sea grapes and tropical shrubs topped by the brilliant blue sky; the first thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,380 - $4,500 /night

Casa Serena

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,380 - $3,630 /night

Casa Blue

4 Bedroom Villa, 4 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%
$1,372 /night

Villa Turrasann

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Turrasann offers solitude, perfect for a family vacation, a romantic getaway or just as a home away from home. With 4,000sq feet, Villa Turrasann was made to be enjoyed, making it the perfect location for a holiday... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $15.00 flat
$1,371 - $4,286 /night

Eden View

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Villa Eden View is a luxurious holiday rental property in St.Barths with one of the most breathtaking panoramic views over the bay of St.Jean. Tucked high on a hillside, you will be hypnotized by the fascinating choreogr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,368 /night

Garden Studio

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Unwind and soak in the surrounding tropical gardens while enjoying the ocean breeze on the walk-out terrace in this spacious 670-square-foot room. Located at beach level in the oceanfront building complete with glimpses... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,365 - $3,500 /night

Boathouse Three Bedroom

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Styled around the marina waterfront, each Boathouse offers a private dock (accommodates up to a 26′ boat), so you can answer the call of the ocean, whenever it beckons. The Boathouses are arranged in clusters of no mor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$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%
$1,357 - $4,286 /night

Villa Jsa

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Lurin, vacation rental JSA is a true paradise nestled on the hillside. In the heart of lush tropical vegetation, this two-bedroom vacation home is the perfect place for a family vacation or a ho... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,357 - $4,571 /night

Seaweed

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Sea Weed is a two-bedroom property ideally located in Pointe-Milou in front of the ocean and the glowing sunsets. Spacious and very private, this vacation rental home offers bright spaces in a luxurious scenery. Wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$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%
$1,357 - $6,429 /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 up ... more
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%
$1,357 - $4,571 /night

Vista del Mar

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%
$1,357 - $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%
$1,357 - $3,715 /night

Allamanda

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A special amenity available to guests in this villa is its complimentary membership with The Tryall Club. This membership enhances your stay with exclusive access to The Tryall Club's prestigious amenities and se... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,357 - $4,215 /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
$1,357 - $5,643 /night

Imagine

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Imagine is a luxurious three-bedroom property located on the heights of Marigot, with a splendid view over the Grand-Cul-de-Sac lagoon. It features a long swimming pool and a sunny deck surrounded by lush vegetatio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,352 - $4,290 /night

The Hacienda

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
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%
$1,352 - $3,132 /night

Villa Tropical

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Please note that the Corales Golf Course will be closed to the public from April 14th - April 20th for a PGA event. In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
$1,350 - $2,700 /night

Two Bedroom Panoramic Ocean View Suite

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Located atop the highest point of Portici Beach’s cliffside, this two-bedroom suite features a central living room area with a Wet bar and private patio access to all rooms. Groups of four can enjoy a shared living spa... more
$1,350 - $3,750 /night

Casa Adri

4 Bedroom Apartment, 4 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%
$1,350 - $4,750 /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
Taxes: 12.5%
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