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
Personal Touch
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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The Best Price
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.

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

Christina - 15 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 - 15 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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