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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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.

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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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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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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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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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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Croatia villas

Croatia

Why not 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…

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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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Luxury Rental
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Castles Villas

Castles

In-Resort Villas Villas

In-Resort Villas

Villas Villas

Villas

Private Islands Villas

Private Islands

Mansions Villas

Mansions

Chateaux Villas

Chateaux

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Get inspired!

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The Hidden Gems of Ibiza: Luxury Beach Clubs for a Tranquil Escape

Andrew - 16 Sep 2024

The Hidden Gems of Ibiza: Luxury Beach Clubs for a Tranquil Escape

When you think of Ibiza, wild parties, world-famous DJs, and endless dancing might be the first things that come to mind. After all, this small Balearic island has earned its place as the party capital of Europe, drawing in nightlife ...

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Spring into Paradise: 5 Irresistible Reasons to Visit Mallorca This Springtime

Andrew - 12 Sep 2024

Spring into Paradise: 5 Irresistible Reasons to Visit Mallorca This Springtime

Hey there, sunshine seekers! Welcome to Mallorca – where every day feels like a sun-kissed celebration, and adventure awaits around every corner. If you’re craving golden beaches, crystal-clear waters, and a dash of Mediterranean magic, look no further! Spring in ...

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