Where to Stay
WhereToStay.com knows Caribbean villas. Our villa experts live, work and play in the islands and possess personal knowledge of all our Caribbean villas on 28 different islands. Call us to speak with one of our Caribbean villa experts today.
Professional Manager
Reviewed by Real Travelers
Top Rental Manager
Rentals on FlipKey
1,076 rentals in:
- Saint Martin-Sint Maarten (164)
- Barbados (125)
- Anguilla (70)
- Providenciales (68)
- Saint Jean (48)
- Saint Barthelemy (44)
- Saint John (44)
- British Virgin Islands (35)
- Pointe Milou (33)
- Saint Thomas (31)
- Saint Croix (27)
- Flamands (26)
- Colombier (23)
- Saint Lucia (22)
- Lurin (20)
- Plus 296 more rentals in 50 other locations
1,076 rentals from Where to Stay
Results:
Sort By:
- Bedrooms: 5
- Bathrooms: 5
- Sleeps: 10
Fushi is a magnificent five bedroom house build on the edge of a cliff in the high end area of ...
per night
- Bedrooms: 6
- Bathrooms: 7
- Sleeps: 15
Villa Mani is an exciting high-end villa located on the southern side of Providenciales. You will ...
per night
- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
The ultimate in luxury in a glorious oceanfront setting, Balinese Villa combines the finest in ...
per night
- Bedrooms: 2
- Bathrooms: 2
- Sleeps: 4
Just a convenient 15-minute walk to Cruz Bay, this newly-completed villa is right next door to ...
per night
- Bedrooms: 4
- Bathrooms: 4
- Sleeps: 8
Lime Hill villa is a 4 bedroom, 4 bathroom luxury home that exudes quality and has been tastefully ...
per night
- Bedrooms: 3
- Bathrooms: 4
- Sleeps: 6
Caribella sits amidst flowering flamboyant trees on a luxuriant hillside, commanding uninterrupted...
per night
- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
Villas on the Beach is located on the beautiful West Coast beach in the heart of Holetown, St. ...
per night
- Bedrooms: 2
- Bathrooms: 3
- Sleeps: 6
Sumptuous luxury and world-class Ritz-Carlton service beckon you! Right on one of St. Thomas's best...
per night
- Bedrooms: 3
- Bathrooms: 3
- Sleeps: 6
Seven Island is a ultra-contemporary 2 bedroom 2 bathroom villa with a gorgeous infinity pool which...
per night
- Bedrooms: 6
- Bathrooms: 7
- Sleeps: 14
Estate Belvedere emerges from an expansive two-year renovation to blend old world elegance with ...
per night
- Bedrooms: 5
- Bathrooms: 7
- Sleeps: 10
Coco de Mer is a 5 bedroom 6 1/2 bathroom villa located in Peter Bay Estates boasting beautiful and...
per night
- Bedrooms: 2
- Bathrooms: 3
- Sleeps: 4
From St. Elsewhere's down-island side, an archway welcomes you into a courtyard dividing its two ...
per night
- Bedrooms: 4
- Bathrooms: 4
- Sleeps: 9
This Luxury Ambergris Caye Resort is located on the north end of Ambergris Caye, the most popular ...
per night
- Bedrooms: 5
- Bathrooms: 5
- Sleeps: 10
This elegant property, Vie en Rose Villa, overlooking Petit Cul de Sac has been totally renovated ...
per night
- Bedrooms: 2
- Bathrooms: 3
- Sleeps: 4
La Bagatelle Villa is located off of the Anse Chastanet road in Soufriere, St. Lucia, West Indies. ...
per night
- Bedrooms: 4
- Bathrooms: 5
- Sleeps: 10
Villa Cantamar is one of the most spectacular villas in the Dominican Republic. This villa is ...
per night
- Bedrooms: 2
- Bathrooms: 2
- Sleeps: 4
This Luxury Ambergris Caye Resort is located on the north end of Ambergris Caye, the most popular ...
per night
- Bedrooms: 3
- Bathrooms: 4
- Sleeps: 6
Summer Special Stay 5 nights and get the 5th night free! Stay 7 nights and get the 5th and 7th ...
per night
- Bedrooms: 5
- Bathrooms: 4
- Sleeps: 10
From Grace Bay Villa you can walk miles of white sandy beach just outside your back door, or wade ...
per night
- Bedrooms: 3
- Bathrooms: 4
- Sleeps: 6
Enjoy the sun rise on one of the two covered lanais at this new designer villa. See the boats glide...
per night