Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,322 - $3,857 /night
Tranquility on the Beach
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
The well-appointed rooms of Tranquility stretch over 6 300 square feet of rich marble floors. Artful landscaping ensures year-round flowers in bloom which in turn ensure regular visits from hummingbirds and parrots. The ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$1,321 - $5,000 /night
Sunset Close
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Set in the upscale community of Silly Creek Estates, this luxury villa offers stunning views and a private lagoon-style beach.
Sunset Close is a newly built 4-bedroom property featuring a bright white interior with Ca... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,320 - $3,000 /night
Porta Azul
4 Bedroom Villa, 5 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%
$1,320 - $2,375 /night
1 BDM Oceanfront Suite at Blue Haven Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
One-Bedroom Oceanfront Suites are spacious in size and feature large balconies with views of the ocean and beach. All one-bedroom suites include one king bed in the bedroom and a sofa bed (or up to two rollaway beds) in ... more
Additional Fees: Damage Waiver $299.00 flat
$1,320 - $2,200 /night
Leamington House
5 Bedroom House, 5 Bathrooms, Sleeps 10
Leamington House is a colonial style great house set in the exclusive Leamington Estate. Extended by the famous architect, Oliver Messel, the house was for many years the home of the American Ambassador.
It was recent... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,315 - $1,645 /night
One Bedroom Ocean View Suite | Ridgetop
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Featuring Ocean views, private wrap-around terrace, full-size kitchen, and large open great room. Showcasing impressive panoramic views of the Atlantic Ocean and the Caicos Bank, this 1-bedroom suite offers excellent pri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
Taxes: 31.25%
$1,315 - $3,057 /night
Vittoria
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Villa Vittoria sits on the popular white sandy beach of Simpson Bay facing the sparkling blue water of the Caribbean Sea.
This elegant two... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,315 - $2,465 /night
Breezy Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Breezy Villa is a private ocean-front villa situated on the south shore surrounded by the soothing blue hues of the ocean. This elegantly appointed and comfortable villa has 4 bedrooms with en-suite bathrooms and French ... more
Additional Fees: Cleaning Fee $450.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,307 - $1,350 /night
Cliff Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 6
A spectacular 8,333 square ft villa perched on a 40 ft cliff with 360-degree ocean and mountain views, and a 140 ft wrap-around infinity pool surrounded by sugar-white beaches and the best diving in the Caribbean.
The... more
Additional Fees: Cleaning fee $400.00 flat, Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$1,300 - $8,500 /night
Villa Cosmo
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Unwind in the serenity of Villa Cosmo, a space of pure sophistication. Perched at one of Providenciales’ most prestigious vantage points, you are poised to be mesmerized by the unparalleled ocean vistas painting your v... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,300 - $2,000 /night
Grandview Penthouse
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
The Grandview Resort is a low-density condo development located on Grace Bay Beach on the island of Providenciales in the Turks and Caicos Islands. The Grandview is a short walk to 20 restaurants, a world-class casino, a... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $750.00 flat
Taxes: 12%
Taxes: 12%
$1,300 /night
Palma Verde Retreat
5 Bedroom Apartment, 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%
Taxes: 18%
$1,300 - $3,900 /night
Pappagallo
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Nestled within the prestigiou... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,300 - $2,700 /night
Tortuga B11
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,300 /night
Lakefront Oasis
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,300 /night
Casa del Arbol
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centuries ago, Casa del Arbol was the home of the architect who carried out important civil and restoration works in the Colonial City. Some original gray and white tiles still remain in the house, reminding us of its fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,300 - $3,350 /night
Dene Court
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Looking for the perfect desti... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,300 - $2,400 /night
Oceanfront 2 BDM Suite
2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
As the name implies, the only thing between you and the ocean are the undulating sand dunes of Grace bay. A truly breathtaking view awaits every morning in these tastefully furnished suites, complete with two bedrooms an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,300 /night
Casa Antillana
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Antillana exudes a colonial Antillean ambiance celebrating the vibrant culture of the Caribbean islands. Located in the quaint pedestrian calle Macorís, the house is light and airy. An ample living area greets the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,300 /night
Casa Macoris
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Macoris is in one of the most charming locales in Santo Domingo's Colonial City. The house was part of the historical Convento de los Dominicos, which still stands today just a few steps away. Here time passes with ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,300 - $3,000 /night
Oceana
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.
Overlooking the Caribbean Sea, Oce... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,295 /night
Grand Deluxe Oceanfront
1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Relax in sleek style in our Grand Deluxe Oceanfront Studio. Located on the ground floor of the oceanfront buildings, complete with a terrace overlooking the lawn, the dunes and the beach, this 790 square foot room featur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,295 /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 - $3,395 /night
Ocean Kai
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 square feet of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps ten guests across five bedrooms each with ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,290 - $2,960 /night
Tortuga B28
5 Bedroom Apartment, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,290 - $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 - $2,960 /night
Hacienda B6 | Spero
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,290 - $3,000 /night
Hacienda A21
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,286 - $5,571 /night
Love and Livity
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 17.5%
Taxes: 17.5%
$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 - $3,571 /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 - $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 i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,286 - $3,571 /night
Ecoute les Vagues
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The vacation rental villa Ecoute Les Vagues is a beachfront property located on the sandy beach of Flamands. It offers a magnificent view over the ocean, the Fregate and Bonhomme islands, and the sunsets, making this thr... 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 lush environment called “birds hill”. Located in a private estate in the Ca... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$1,286 - $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%
$1,286 - $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%
$1,271 - $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 Caribbean nature. Spacious and modern, this four-bedroom property with swimming pool offers the best amenities in a re... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,271 - $2,981 /night
Avalon
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 17.5%
Taxes: 17.5%
$1,270 - $5,239 /night
Villa Vi
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
The vacation rental Villa Vi is a lovely Caribbean property nestled in the hills of St-Jean in a lush environment. Very bright and comfortable, this three-bedroom vacation rental with swimming pool offers beautiful indoo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,270 - $2,198 /night
Deluxe Oceanfront Studio at Alexandra Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Newly renovated spacious studio with direct ocean views facing Grace Bay Beach. Features a king bed, balcony or terrace, bathroom with stand-up shower, air-conditioning and ceiling fan, flat screen television with intern... more
Additional Fees: Damage Waiver $299.00 flat
$1,270 - $2,198 /night
1 BDM Oceanfront Suite at Alexandra Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Enjoy a breathtaking ocean view facing Grace Bay Beach from the One Bedroom Suite featuring a balcony or terrace. The primary bedroom offers a king bed, flat screen television and a full ensuite bathroom with tub and sho... more
Additional Fees: Damage Waiver $299.00 flat
$1,268 - $2,266 /night
Honeymoon Suite
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Looking for a romantic way to celebrate your firsts days as an 'us'? Baoase's Honeymoon Suites offer an intimate and luxurious escape for two. The tropical retreat is located on the second floor and has a spacious bathro... more
Additional Fees: Damage Waiver $299.00 flat
$1,266 - $3,614 /night
Villa Fay
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Fay is a charming Caribbean property located on the west side of Flamands Beach. Bright and comfortable, this beachfront home offers beautiful spaces facing breathtaking views over the white sand and the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,265 - $3,402 /night
Eureka
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,260 - $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: Security Deposit $1500.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,250 - $4,000 /night
Arrecife 49
5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%