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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Global Getaways

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

St. Barts villas

St. Barts

Small, pristine and deliberately uncrowded, St. Barts--officially St. Saint Barthelemy--is as European as it gets in the Caribbean. Known as the "Cannes" of the islands for its chic, trendy attitude, deluxe accommodations and the scores of celebrities who frequent her,…

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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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Algarve villas

Algarve

The Algarve is a treasure trove for beach lovers, with its dramatic cliffs, crystal-clear waters, and golden sands. Whether you want to relax and soak up the sun, or indulge in thrilling water sports, the Algarve has it all. Take…

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Turks and Caicos villas

Turks and Caicos

Located in the southeastern Bahamas, Turks and Caicos boasts crystal-clear turquoise waters, powdery white sand beaches, and lush tropical landscapes. Start your day by diving into the vibrant underwater world, home to colorful corals, exotic fish, and even shipwrecks. Or,…

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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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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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Cote d'Azur villas

Cote d'Azur

While the world’s glitterati descend on Cannes in the spring, this glamorous seafront spot is at its best in the height of the fabulous French summer. Overlook sparkling mega-yachts moored in the curve of La Croisette from your elaborate belle-epoque…

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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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Luxury Rental
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Private Islands Villas

Private Islands

Chateaux Villas

Chateaux

Mansions Villas

Mansions

Castles Villas

Castles

Villas Villas

Villas

In-Resort Villas Villas

In-Resort Villas

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Get inspired!

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Experience the Best of Algarve Golf with Stunning Courses and Luxe Retreats

Christina - 06 Nov 2024

Experience the Best of Algarve Golf with Stunning Courses and Luxe Retreats

If you’ve ever dreamed of combining your passion for golf with sun-soaked luxury, the Algarve in Portugal is calling your name. This is no ordinary golf destination—this is where the world’s elite tee off against a backdrop ...

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5 Must-Experience Summer Festivals in the Algarve: Where Luxury Meets Local Charm

Christina - 06 Nov 2024

5 Must-Experience Summer Festivals in the Algarve: Where Luxury Meets Local Charm

The Algarve is famous for its golden beaches, glamorous resorts, and lavish villas, but did you know it also has a summer festival scene that will make your trip extraordinary? There you can sip fine wine while the sunset sets ...

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