Find Caribbean Villas Online
You know it's time for a vacation, but you need more information first before you can make a final decision. Use WhereToStay.com to find a Caribbean villa and learn about the immediate area, available services, where to eat, where to shop, and more. We call upon the knowledge of local experts, for descriptions of Caribbean villas and hotels, popular restaurants and entertainment spots, and sources of outdoor sport and leisure.
Caribbean Villa Rentals, by Island
We make it easy to find a Caribbean villa that's perfect for you. Just use our search feature to pick a location, number of bedrooms, price range, and needed amenities. All of the top spots such as Anguilla, St Lucia, the Cayman Islands, and Belize are represented here. Find Caribbean villas of interest and immediately check for availability.
- Anegada, BVI villas
- Anguilla villas
- Antigua villas
- Bahamas villas
- Barbados villas
- Belize villas
- Cayman Islands villas
- Dominica villas
- Dominican Republic villas
What Makes Us Different?
- We give you an honest, unbiased opinion of all your villa options!
- Established in 1995, our experience works for you!
- We are selective about the villas we represent.
- Our island contacts allow us to assist you with all aspects of your villa vacation.
- More about renting from WhereToStay.com
Call US:800.869.8017, US:214.350.6220 and plan your vacation today.
Staff Favorite Villas in the Caribbean
Why do we think we provide the best travel destination service? For one, we have been doing this since 1995. Unlike other vacation spots sites with little experience, we have a lot. We know what you desire, so we provide honest and unbiased opinions about Caribbean hotels and villas, restaurants, and tourist attractions.
Hakuna Matata
St. John, USVI
Balinese Villa
Providenciales
Jasmine Villa
Anguilla
Mer Soleil Villa
Terres Basses (French side)
Ventana
St. Thomas, USVI
Newsletter
Caribbean Villa Specials, Events & Groups
Read about staff favorites of varied locations and use our extensive research to tailor your vacation. What are you looking for? Do you want to plan a wedding or honeymoon? Are you ready to take a group vacation? Maybe you want to rest with your family in a quaint Caribbean villa? The Caribbean offers something for everyone and our straightforward and useful reviews enable you to make the best decision.
Caribbean Beachfront Villas
These villas sit right on the beach or are just a few minutes walking distance from the beach.
Caribbean Honeymoon Villas
Private, quiet and intimate, these villas are perfect for honeymooners.
Caribbean Villas for Family
The best villas for families or multiple families traveling together.
Caribbean Wedding Villas
These villas provide a beautiful backdrop for a perfect tropical wedding.
Caribbean Villas for Groups
Perfect for large family gatherings, company retreats or reunions.
Caribbean Private Island Villas
For the most special experience imaginable.