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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Amalfi Coast villas

Amalfi Coast

This stylish stretch of coast is Italy at its most iconic. Pastel-painted houses perch precariously atop vertiginous cliffs, tumbling down into the Tyrrhenian Sea. From Sorrento to Salerno, this celebrated coastline has been the darling of the world’s jet set…

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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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Italian Lakes villas

Italian Lakes

Vast alpine vistas, glossy waters and bougainvillea-veiled towns - Lake Como boasts an allure that has endured since wealthy Romans first visited these restorative shores. Be beguiled by the most opulent of villas, century-old pastel pillars sinking into the shores…

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Anguilla villas

Anguilla

If your heart is set on getting away from it all and experiencing a true island escape, Anguilla, with its friendly people and natural attractions, is a perfect choice. Its low lying, arid terrain doesn't leave much in the way…

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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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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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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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Private Islands Villas

Private Islands

Castles Villas

Castles

Chateaux Villas

Chateaux

Mansions Villas

Mansions

Villas Villas

Villas

In-Resort Villas Villas

In-Resort Villas

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

Christina - 22 Oct 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 - 22 Oct 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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