Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,400 - $8,400 /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%
$1,400 - $5,500 /night
Anani at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Anani Villa is a four-bedroom luxury villa and one of three villas on the Kamique Estate situated directly on the Caribbean Sea on Anguilla's southern coast. With modern, open floor plans designed to maximize the spectac... 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
Experience the epitome of Caribbean luxury at Tequila Sunrise, a captivating luxury villa in Anguilla's serene paradise. This contemporary beachfront escape boasts three primary suites, each adorned with floor-to-ceiling... 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
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%
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 Waiver $299.00 flat
Taxes: 10%
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%
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%
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%
Inquire for Rates
Milestone Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Milestone Cottage has always been the honeymoon favorite, although also popular for small families with its two bedrooms. Built many years earlier, it was purchased in 1986 and extensively remodeled and personalized. Thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$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%
Taxes: 10%
$1,380 - $4,850 /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%
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%
Taxes: 18%
$1,375 /night
Golf Villa 214 | Tropicana
3 Bedroom Villa, 6 Bathrooms, Sleeps 6
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: 6%
Taxes: 6%
$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%
Taxes: 28%
$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%
$1,357 - $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%
Taxes: 15%
$1,357 - $4,571 /night
Sea Weed
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%
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%
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 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%
$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%
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%
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 - $4,436 /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%
Taxes: 15%
$1,350 - $2,700 /night
2 BDM 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%
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%
Taxes: 12.5%
$1,350 /night
Jaguey 7
5 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,350 - $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