Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,350 - $2,950 /night
Casuarina
5 Bedroom House, 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.
Casuarina House is a family-fri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,331 - $4,235 /night
Mahogany Drive 7
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Damage Waiver $299.00 flat, Security Monitoring $120.00 daily
Taxes: 12.5%
Taxes: 12.5%
$1,322 - $3,857 /night
Tranquility on the Beach
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
True to its name, Tranquillity is a place for relaxing into the calm ambiance of an exquisite home on a waterfront site while being gently pampered by a competent staff.
The well-appointed rooms of Tranquility stretch... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$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 - $8,800 /night
Nagabaaja
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on a hillside in Anse des Cayes, the rental villa Nagabaaja is a charming four-bedroom property with a splendid view of the ocean and the hills. Close to Gustavia and St-Jean, this vacation home welcomes you for ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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%
$1,299 - $5,357 /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%
$1,295 /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%
$1,295 - $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, Cleaning | Damage 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