WhereToStay - Your Global Villa Experts

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Surf, scuba, scrabble, festival, family time, honeymoon, sight-see... whatever experience you are after, discover our collection of holiday villa rentals perfect for you

Expert Advice for Exceptional Stays

Caribbean Villas
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Our global travel experts help you find the perfect villa, complimented by a tailor made experience made possible by our personal client services team, beginning to end.
Villa Experts since 1995
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Our top priority is your experience. Our unbiased sales advice and personalized client services have earned WhereToStay a 5.0/5 Shopper Approved rating from over 711 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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We work directly with owners and local partners to offer the best prices, providing exceptional value and personalized service for a seamless, cost-effective booking experience.

Global Getaways

Explore available locations and reach out to initiate the process of crafting your unique and exciting journey.

Italian Lakes villas

Italian Lakes

The Italian Lakes, located in northern Italy, are renowned for their stunning landscapes, clear waters, and picturesque towns. Lakes Como, Garda, and Maggiore are the most famous, each offering its own unique charm. Lake Como is celebrated for its dramatic…

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Anguilla villas

Anguilla

Anguilla is a Caribbean gem, renowned for its luxury, privacy, and natural beauty, making it the perfect destination for villa rental vacations. The island’s serene atmosphere and exclusivity create an idyllic escape for those seeking relaxation or adventure. With 33…

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Provence villas

Provence

Whether you’re gazing over rolling rural scenery or strolling fields striped with sunflowers and vines, this diverse landscape provides an irresistible taste of rural France at its finest. Well-heeled Parisians and artists alike have long flocked to this idyllic region,…

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Tuscany villas

Tuscany

From rolling vine-laced hills cloaked in early morning mist, to the art-rich cities that birthed the Renaissance, Tuscany’s tranquil landscapes offer an unforgettable taste of quintessential Italy. Whether you come for a city-break or countryside escape, you’re sure to be…

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Greece villas

Greece

Head to Mykonos for a hedonistic combination of Hollywood glamour and seductive scenery, where you’ll find the same carefree vibe that attracted the summering starlets of the sixties. Or step back in time through Crete’s many treasures, her depth of…

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Dominican Republic villas

Dominican Republic

The Dominican Republic is a Caribbean treasure, renowned for its white-sand beaches, turquoise waters, and vibrant culture, making it an exceptional destination for a luxury villa vacation. This sun-soaked paradise offers the perfect balance of relaxation and adventure, ideal for…

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Turks and Caicos villas

Turks and Caicos

Turks and Caicos is a tropical paradise, renowned for its pristine white sand beaches, turquoise waters, and understated luxury, making it an ideal destination for a villa vacation. This stunning archipelago of 40 islands and cays offers a serene escape…

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St. Lucia villas

St. Lucia

The first thing visitors to St. Lucia will notice is how exotically green it is. The 238-square-mile island is dotted by protected parklands that preserve its lush foliage, which serves as home to parrots, wild birds and a range of…

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Vibrant Events You Can’t Miss on the French Riviera

Christina - 06 Feb 2025

Vibrant Events You Can’t Miss on the French Riviera

When you think of the French Riviera, your mind naturally drifts to visions of the dazzling blue Mediterranean waters, sun-kissed glamorous beaches, and the opulent yachts that line the coast. Beyond the sparkling sea and luxurious surroundings, it’s the ...

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Luxury Villa Rentals Europe With Tennis Courts

Hannah - 06 Feb 2025

Luxury Villa Rentals Europe With Tennis Courts

Luxury villa rentals in Europe with tennis courts combine the thrill of sport with the indulgence of high-end living. These exceptional properties are set in breathtaking destinations, from the sunlit coasts of the Mediterranean to the rolling hills of Tuscany. ...

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