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Jan 10, 2020

Top St. Martin Villas For Your 2020 Vacation

If a trip to St. Martin isn’t on your 2020 bucket list, it should be! This French/Dutch island is one of the most unique islands in the Caribbean, with gorgeous…

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Dec 11, 2019

Best Cayman Island Villas of 2019

The Cayman Islands are a beloved location for ocean-lovers for good reason: Grand Cayman is known as one of the top-rated scuba diving locations in the world! Coral reefs, shipwrecks,…

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Nov 13, 2019

Best Anguilla Villas of 2019

Anguilla is known first and foremost for its white sand beaches, great restaurants, and friendly locals. This small, quiet island has an authentic Caribbean feel. There are top-notch restaurants, luxury…

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Nov 5, 2019

St. Martin’s Hottest Luxury Villas

St. Martin is one of the lesser known gems of the Caribbean, and even the most seasoned travelers are sure to find new things to enjoy on this French-Dutch island.…

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Find the perfect villa for your next family vacation!
Find the perfect villa for your next family vacation!
Jun 7, 2019

8 Best Family Vacation Villas in St John

St. John is one of the quieter gems of the Caribbean. This U.S. Virgin Island’s lush, rolling hills and turquoise seas sparkle just as much as Turks or St. Barts,…

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Fresh cocktails prepared by your own bartender!
Fresh cocktails prepared by your own bartender!
Feb 18, 2019

Best Staffed Villas in the Caribbean

The only thing better than staying in a Caribbean villa is staying in a staffed Caribbean villa. After all, who really wants to cook on vacation? Some travelers like the…

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Aug 3, 2018

Top 10 St. Barts Villas

St. Barts is known as a luxurious getaway for rockstars, supermodels, actors, and professional athletes. The island offers fine cuisine, designer boutiques, hot nightclubs, and art galleries; but, it’s also…

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Jul 24, 2018

Best Turks and Caicos Beachfront Villas of 2018

Turks and Caicos is home to the Caribbean’s most beautiful beaches and most luxurious villa rentals. At WhereToStay, we want to help you find the perfect vacation rental for your…

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