Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,299 - $3,571 /night
Angel Rock
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the vacation rental villa Angel Rock is a contemporary property with a splendid ocean view. Luxurious and functional, this two-bedroom house offers upscale services in a magnificent n... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,299 - $3,057 /night
Retreat Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 20%
Taxes: 20%
$1,295 /night
Grand Deluxe Oceanfront
1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Experience tranquil elegance with our Grand Deluxe Oceanfront Studio. This magnificent 790 square foot studio, located on the ground floor of the oceanfront building, showcases a breathtaking terrace that offers enchanti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,295 - $1,619 /night
Romantic Pool Suite
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
The Romantic Pool Suite is the perfect accommodation for couples or guests who love to be surprised. A stay in one of our one-bedroom accommodations with pool access is guaranteed. The exact room type is not guaranteed p... more
Additional Fees: Damage Waiver $299.00 flat
$1,295 - $4,295 /night
Cayman Castle & Guesthouse
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terr... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,290 - $2,960 /night
Tortuga B28
5 Bedroom Apartment, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,290 - $2,635 /night
Club Suites at Rum Point 3 BDM Pool Suite
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Experience the best of Rum Point at the Club Suites, where modern luxury meets the laid-back charm of Cayman Kai. Nestled within the exclusive Rum Point Club Resort, these elegantly designed residences offer effortless p... more
Additional Fees: Damage Waiver $299.00 flat
$1,290 - $2,960 /night
Hacienda B6 | Spero
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,290 - $3,000 /night
Hacienda A21
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,286 - $5,000 /night
Debbie
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Debbie is an extraordinary luxury retreat where modern architecture, organic design, and Caribbean ease come together in perfect harmony. From the moment you arrive, the experience feels both impressive and welcomi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,286 - $4,464 /night
Yuzu
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The holiday rental Yuzu is a luxurious two-bedroom property with swimming pool nestled in Gustavia in Le Réduit area. Ideally located in an enchanting environment close to shops, restaurants and the lovely Shell Beach, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $5,000 /night
Lollipop
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Lollipop is a lovely three-bedroom property ideally located in St-Jean in the Caribbean rolling hills. Fully open-fronted facing the lush surroundings and the sparkling ocean, this St-Barths vacation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $5,000 /night
Neptune
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located in Lurin, the vacation rental villa Neptune is a beautiful two-bedroom property with breathtaking ocean views. Facing the gorgeous sunsets, this vacation home offers luxurious amenities, with an infinity ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $5,000 /night
Sunset
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The villa rental Sunset in Pointe-Milou is a charming Caribbean property offering majestic views over the ocean and the glowing sunsets. Located on the rolling hills of St-Barts, this three-bedroom vacation home with a h... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $4,000 /night
Triagoz
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Triagoz is a sumptuous property located in Flamands, close to the beach and the Cheval Blanc hotel. This three-bedroom vacation home opens onto a magnificent view over the ocean and the hills, making ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $8,571 /night
Gaillac
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Gaillac is a charming villa. Its sumptuous terrace offers a breathtaking sea view. Ideally located in a calm residential area, the villa is very private.
The three bedrooms are independent of the main building and are... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $3,929 /night
AKA
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located on a hillside in the Corossol neighbourhood, the luxurious vacation rental AKA is a superb private and modern property, an ideal choice for your next vacation in St. Barths. Equipped with upscale amenities and cl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $6,429 /night
Pélican
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a quiet area in Anse des Lézards, the rental villa Pelican is a superb property recently built in a contemporary style. This luxurious vacation rental offers a magnificent panorama over the ocean and the Sain... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $3,714 /night
Mary
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
With an outstanding view over the ocean and the hills, the charming rental villa Mary is a haven of peace in the heart of a lovely area with a lush environment called “birds hill”. Located in a private estate in the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$1,286 - $2,857 /night
Art
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located only a few steps away from the beautiful Flamands beach, the charming vacation rental Art offers a splendid view over the ocean, the beach and the surrounding islands. Located in the private domain of Roc Flamand... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $4,500 /night
Les Jardin de Bellevue
8 Bedroom Villa, 8 Bathrooms, Sleeps 18
There are few villas that stand out from the crowd, and Les Jardin de Bellevue is one of them. Les Jardin de Bellevue is a typical Caribbean mansion with modern amenities and comfort. This luxurious villa rests on the t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14%
Taxes: 14%
$1,282 - $2,018 /night
Oceanfront Studio at Alexandra Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Oceanfront Studios overlooks Grace Bay Beach and affords ocean views from the balcony or terrace. Each Studio feature a king bed, bathroom with stand-up shower, air-conditioning and ceiling fan, flat screen television wi... more
Additional Fees: Damage Waiver $299.00 flat
$1,279 - $6,829 /night
Kir Royal
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Kir Royal is a 4-bedroom villa located in St. Jean within a short walk of the beach, restaurants, and shopping. Surrounded by palm trees, this villa enjoys a landscape view.
The living room is furnished with a R... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,271 - $5,714 /night
Essenia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in front of an outstanding view over the lagoon of Grand-Cul-de-Sac, Essenia is a true gem in the Caribbean nature. Spacious and modern, this four-bedroom property with swimming pool offers the best amenities in ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,266 - $2,730 /night
3 BDM Bungalow at Windsong Resort
3 Bedroom Bungalow, 2 Bathrooms, Sleeps 6
With a private entrance, 3 bedrooms, and an open living room design with a queen-size sleeper sofa, this expansive bungalow is perfect for families or for sharing with friends. Nestled in a tropical setting with just 24 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,260 - $3,450 /night
New Mansion
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A modern coral stone villa located on the exclusive West Coast beachfront. Privately owned and managed with a personal touch, this superb villa offers you holiday living at its finest. For those who prefer the privacy of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,250 - $3,450 /night
Aqua Residence 2
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Aqua, a newly-built 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 seam... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,250 - $3,571 /night
Villa Enandi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Enandi is an extraordinary villa that is situated on and overlooks the Leeward Canal. Located within Leeward settlement, which is one of the most sought-after neighbourhoods in Providenciales, Turks and Caicos. All... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,250 - $3,000 /night
Ebbtide
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ebbtide is a luxury Barbados holiday villa which sits on West Coast beachfront. The property is positioned directly on the beach where the lapping sea helps wash away the stresses of modern living. This wonderful waterfr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,250 - $5,150 /night
Bajan Heights
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Bajan Heights is a five-bedroom executive villa perched on a ridge overlooking Barbados' West Coast. It seamlessly blends modern finishes with classic island chic, offering spacious living spaces with high ceilings and c... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%