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Amid the changing global travel policies around Coronavirus (COVID-19), the safety and well-being of our community is our top priority.

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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 410 ratings and reviews.

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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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Pallina Villa is located perched slightly beside Magen’s Bay

Pallina Villa

St. Thomas, USVI

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!

Stop Dreaming, Start Planning: The Caribbean is Opening Up for Travel!
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
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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Caribbean Vacation Villas Offer Great Value!
Caribbean Vacation Villas Offer Great Value!

Vacations are all about creating memorable experiences and some of the best are made in a private villa in the Caribbean. It’s achievable for all budgets even on some of the most prestigious islands. Our Caribbean villa experts can ...

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