YOUR PERSONAL CARIBBEAN VILLA EXPERTS!
GOOD SAND ADVICE
Personal Touch
Your Villa Concierge helps you find the right island, the perfect villa, beginning to end. Your personal villa expert!
We Work For You
Our top priority is your experience. We are not commission based, so you'll get unbiased advice. As a result, WhereToStay has a Shopper Approved rating of 5.0/5 based on 379 ratings and reviews.
Verified Villas
If we wouldn't stay there, then you shouldn't either! Our "Verified" villas are hand-selected, meeting our high standards.
The Best Price
- No credit card fees
- No commission charges
- Absolutely no hidden fees
Casablanca Villa
Barbados
CARIBBEAN VILLAS
Whatever experience you're looking for, we have an expert for you. Your dedicated Villa Expert will work with you from start to finish—from choosing the perfect Caribbean island and luxury Caribbean villa to sharing all the best spots to eat, shop, and play. Let's get started!
WHAT TRAVELERS SAY ABOUT US
GET INSPIRED!
One of the best parts of traveling to the Caribbean is sharing your adventures. So, we started our Caribbean blog. Read our stories and get inspired for your trip!
Our Favorite Villas and Restaurants on Barbados
Barbados’s Platinum Coast is known for its amazing white sand beaches, luxurious staffed villas, and unique fusion cuisine. This island’s fun, friendly, and safe environment has something for everyone. At WhereToStay, we’re dedicated to helping you find ...
more
Best Anguilla Villas of 2019
Anguilla is known first and foremost for its white sand beaches, great restaurants, and friendly locals. This small, quiet island has an authentic Caribbean feel. There are top-notch restaurants, luxury hotels, and villas, yet the island exudes a carefree, barefoot ...
more
St. Martin’s Hottest Luxury Villas
St. Martin is one of the lesser known gems of the Caribbean, and even the most seasoned travelers are sure to find new things to enjoy on this French-Dutch island. You would be hard-pressed to find a single spot that ...
more