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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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Mar 15, 2018

Why You Need to Visit the Cayman Islands

The Cayman Islands are the sapphires of the Caribbean. Turks and Caicos and St. Barts may be the best-known and most glittery, but Cayman shines in its own way. The…

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Jul 27, 2017

Barbados' Crop Over Festival

As July comes to a close, one of the liveliest festivals in Barbados is heating up: the Crop Over Festival. The island is well-known for its many festivities and celebrations,…

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View from the massive pool at Ocean Mist villa in Barbados
View from the massive pool at Ocean Mist villa in Barbados
Feb 4, 2014

Best of the Week - Ocean Mist, Barbados

Encompassed by lofty coral walls and coconut trees, Ocean Mist Villa is ideally situated on the low cliff front of Barbados’ southeastern coast. This week’s Best of pick is perfect…

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Up close and personal ocean view
Up close and personal ocean view
Jan 14, 2014

Best of the Week - Saline Reef, St. Lucia

Upon arrival, you might be greeted with an enthusiastic “Welcome to Paradise!”. Words aptly spoken – and why Saline Reef Villa is our “Best of” pick for this week. Situated…

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Rent your own private island at Cayo Espanto!
Rent your own private island at Cayo Espanto!
Dec 2, 2013

Best of the Week - Cayo Espanto - Belize

Belize has a lot going for them – pristine beaches; premiere scuba diving (largest coral reef in Western Hemisphere, hello!); and lush rain forests – to name a few. We’re…

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View from the massive pool at Silent Waters villa
View from the massive pool at Silent Waters villa
Nov 5, 2013

Best of the Week - Silent Waters Villa, Jamaica

Within minutes of stepping onto the grounds, you’ll feel like king or queen of the world. Perched atop one of Jamaica’s highest mountains, Silent Waters offers sweeping views of Montego…

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