Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,850 /night

One Bedroom Pool Villa

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled into the hillside at the peak of Turtle Tail, our One-Bedroom Pool Villas offer a secluded and intimate sanctuary for our guests. Immerse yourself in breathtaking vistas of Sunset Cove Beach while indulging in the lavishness of your very own villa... more
$1,850 - $3,360 /night

Oceanfront 1 BDM Suite

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanfront One Bedroom features a primary bedroom with a California king bed, a primary bedroom with a shower and a standalone tub, a spacious living area and terrace with a swimming pool, a full kitchen and a breakfast nook.... more
$1,850 - $2,500 /night

Villa Mimosa

5 Bedroom Villa, 8 Bathrooms, Sleeps 10
The Mimosa: it’s a fragrant tropical plant, a favorite cocktail, and your welcome drink when you arrive at Villa Mimosa in Discovery Bay, Jamaica. Take your first refreshing sips in paradise as you explore this ultra-luxurious retreat for 10 guests, com... more
$1,850 - $5,000 /night

Aqualina Villa

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Relax in comfort in this luxurious five-bedroom ocean-view villa. This villa combines the carefree, luxurious atmosphere of a five-star resort and the privacy and safety of your own personal villa. From the moment you drive up you will be amazed at the sp... more
$1,850 - $3,800 /night

Oceanfront Luxury 3 BDM Suite

3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The splendid Ocean Front Luxury Three Bedroom Suite is a unique haven. Its handsome and dramatic Caribbean Colonial decor showcases fine craftsmanship with stunning rattan-lined cathedral ceilings, Italian granite and handcrafted antiques. Other perks of ... more
$1,850 - $4,600 /night

Villas Luxury 2 BDM Suite

2 Bedroom Villa, 3 Bathrooms, Sleeps 6
*Actual room may differ from photos shown. Very spacious two-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront primary bedroom with a king bed, a garden view second bedroom with t... more
$1,850 - $7,400 /night

Bird of Paradise

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on an enchanting cliff, Bird of Paradise offers panoramic views of the Caribbean Sea and the nearby islands of St. Bart and St. Martin. The villa embraces the concept of indoor-outdoor living, with walls that fold away to create a seamless space f... more
$1,850 - $5,200 /night

Hemingway House

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Please note: The beach experiences seasonal fluctuations in its accessibility. To... more
$1,845 - $4,215 /night

Hacienda B31

6 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 ($), restaurants ($), bars ($) and tennis cent... more
$1,845 - $6,212 /night

Crystal Sunrise Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This four bedroom home has gorgeous views of St. Maarten and is a 2-minute drive (5-minute walk) to Sandy Hill Bay beach. You know you have reached somewhere special as you drive up to the house and park. The entrance is flanked by twin fountains, and as ... more
$1,839 - $3,358 /night

White Owl

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 rate (plus a 15% service charge). Gu... more
$1,838 - $4,400 /night

Turtle Nest

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Turtle Nest's vibrant tropical garden entry sets the stage for a spectacular Caribbean view. Set on a slight rise at the edge of Baie Lounge Beach, the villa delivers a mesmerizing panoramic vista painted in sapphire and turquoise. The island of Saba rise... more
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