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 731 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. Lake Como, Lake Garda, and Maggiore are the most famous, each offering its own unique charm. Lake Como is celebrated…

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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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Croatia villas

Croatia

Escape to the Adriatic coast to experience Croatia - the ideal luxury destination for families and groups of friends. Explore the delights of the Dalmatian coastline. Croatia has so much to offer, from crystal clear waters, sailing opportunities, fresh Mediterranean cooking and a…

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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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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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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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St. Barts villas

St. Barts

St. Barths is a Caribbean icon, renowned for its pristine beaches, chic ambiance, and understated luxury, making it the ultimate destination for a villa vacation. Located in the French West Indies, this exclusive island offers a perfect blend of relaxation,…

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Balearic Islands villas

Balearic Islands

From fun-loving Ibiza, where the cool, cosmopolitan set summer, to low-key luxury in Menorca, the Balearic islands are the epitome of Mediterranean chic. Whether you come for relaxation or revelry, Ibiza boasts both a barefoot bohemian vibe to the north…

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Chateaux Villas

Chateaux

Castles Villas

Castles

Mansions Villas

Mansions

In-Resort Villas

In-Resort

Private Islands Villas

Private Islands

Exclusive Villas

Exclusive

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Get inspired!

Traveling is all about sharing experiences and adventures, which is why we launched our travel magazine. Dive into our stories and find inspiration for your next trip!

Vibrant Events You Can’t Miss on the French Riviera

Christina - 19 Jun 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 - 19 Jun 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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