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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 576 ratings and reviews.
If we wouldn't stay there, then you shouldn't either! Our "Verified" villas are hand-selected, meeting our high standards.
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Grand Cayman, Cayman
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
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!
Spend a Day in St. Martin: Your Island Travel Guide
St. Martin is a necessity on any Caribbean vacation bucket list. This French/Dutch island offers totally gorgeous beaches, unforgettable cuisine, endless shopping options, and activities for travelers of all ages. From Baie Rouge beach in Terres Basses to Orient ...
Explore St. Bart's Top Activities
St. Barts may be one of the tiniest islands in the Caribbean, but it has the biggest reputation for glamor and fun! This little slice of paradise is known as a vacation hotspot for the wealthy, but you don’t ...
The Turks and Caicos Island Fish Fry is Back!
Turks and Caicos’s Island Fish Fry has officially kicked back into gear for 2022! After a two-year hiatus, this beloved event will be hosted in a new location, moving from the Bight Children’s Park to the PTV Headquarters. The ...
Amid the changing global travel policies around Coronavirus (COVID-19), the safety and well-being of our community is our top priority.