YOUR PERSONAL CARIBBEAN VILLA EXPERTS!
Our response to COVID-19 (Updated August 10, 2020)
Amid the changing global travel policies around Coronavirus (COVID-19), the safety and well-being of our community is our top priority.
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 412 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
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- Absolutely no hidden fees
Evolution
Grand Cayman, Cayman
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!
Traveling to the Caribbean in 2020, It's Possible!
Along with gravity there is one unstoppable force around our offices these days - people still want to travel to the islands, and they want to do it now!
For those adventurous souls, the good news is that it's entirely ...
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Stop Dreaming, Start Planning: The Caribbean is Opening Up for Travel!
St. John is open for business! One of our amazing WhereToStay clients, Elena, arrived in St. John this week for a 13-night vacation. Believe it or not, she checked into her villa on the exact day the island reopened for ...
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Why Now is the Perfect Time to Plan Your Next Vacation
Stuck at home? Plan your escape! Most of us have more time on our hands than ever, so make the most of it by giving yourself something to look forward to! Whether you’re planning to travel with relatives who ...
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