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Your Villa Concierge helps you find the right island, the perfect villa, beginning to end. Your personal villa expert!
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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 663 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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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!
Maho Crossroads on St. John - Spend a day at the Best Beach Bar in the Caribbean!
Maho Crossroads, nestled on St. John in the US Virgin Islands and just a stone's throw from the mesmerizing Maho Bay, has been honored as the #1 Beach Bar in the Caribbean for 2024 by the Caribbean Journal. This accolade, awarded for ...
Indulge in pure luxury on Necker Island, the private paradise owned by Sir Richard Branson in the British Virgin Islands.
In the heart of the Caribbean, you'll find Necker Island, British tycoon Richard Branson's secret getaway. This place is a hot commodity, thanks to its beautiful beaches and exclusive ambiance, offering a luxurious retreat from our everyday lives. Departing from ...
Experience a Swashbuckling Spectacle of Pirates Week in the Cayman Islands
Grab yer eye patches and cutlass, and get ready to set sail for one of the most exhilarating events in the Caribbean - Pirates Week in the beautiful Cayman Islands! This annual extravaganza transforms the islands into a thrilling pirate ...