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,…

Our Favorite Villas and Restaurants on Barbados

Barbados’s Platinum Coast is known for its amazing white sand beaches, luxurious staffed villas, and unique fusion cuisine. This island’s fun, friendly, and safe environment has something for everyone. At…

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…

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.…

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,…

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…

Best Things to Do in the Cayman Islands

My husband, Steve, and I just got back from a trip to Grand Cayman, and we couldn’t resist sharing our favorite places with you. This list has some trusted treasures…

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…

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…

Why You Need to Visit the Cayman Islands