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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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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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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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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St. Barts villas

St. Barts

St. Barths is a Caribbean icon, renowned for its pristine beaches, chic ambiance, and understated luxury, making it the ultimate destination for a villa vacation. Located in the French West Indies, this exclusive island offers a perfect blend of relaxation,…

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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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Cote d'Azur villas

Cote d'Azur

The Côte d'Azur, or French Riviera, is a glamorous and captivating destination along the southeastern coast of France, known for its stunning Mediterranean coastline, luxurious resorts, and vibrant cultural scene. This sun-drenched region is a haven for those seeking elegance,…

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Turks and Caicos villas

Turks and Caicos

Turks and Caicos is a tropical paradise, renowned for its pristine white sand beaches, turquoise waters, and understated luxury, making it an ideal destination for a villa vacation. This stunning archipelago of 40 islands and cays offers a serene escape…

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Anguilla villas

Anguilla

Anguilla is a Caribbean gem, renowned for its luxury, privacy, and natural beauty, making it the perfect destination for villa rental vacations. The island’s serene atmosphere and exclusivity create an idyllic escape for those seeking relaxation or adventure. With 33…

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Exclusive Villas

Exclusive

Chateaux Villas

Chateaux

Mansions Villas

Mansions

Castles Villas

Castles

Private Islands Villas

Private Islands

In-Resort Villas

In-Resort

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Get inspired!

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

Christina - 22 Jan 2025

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 Jan 2025

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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