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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 676 ratings and reviews.

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Turquoze Villa is located on a hilltop above Orient Bay

Turquoze

Orient Bay (French side), St. Martin

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!

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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!

Maho Crossroads on St. John - Spend a day at the Best Beach Bar in the Caribbean!
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 ...

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Indulge in pure luxury on Necker Island, the private paradise owned by Sir Richard Branson in the British Virgin Islands.
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 ...

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Experience a Swashbuckling Spectacle of Pirates Week in the Cayman Islands
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 ...

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