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.
Personally Inspected villas.
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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.

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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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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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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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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Dominican Republic villas

Dominican Republic

Nestled between Puerto Rico and Cuba on an island that it shares with the Republic of Haiti, the Dominican Republic offers travelers the best that the Caribbean has to offer, with a unique personality rooted deeply in her Latino heritage.…

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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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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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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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Luxury Rental
Properties

Mansions Villas

Mansions

Private Islands Villas

Private Islands

In-Resort Villas Villas

In-Resort Villas

Chateaux Villas

Chateaux

Castles Villas

Castles

Villas Villas

Villas

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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!

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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