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
We Work For You
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 741 reviews.
Personally Inspected villas.
Verified Villas
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.

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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Italian Lakes villas

Italian Lakes

The Italian Lakes, located in northern Italy, are renowned for their stunning landscapes, clear waters, and picturesque towns. Lake Como, Lake Garda, and Maggiore are the most famous, each offering its own unique charm. Lake Como is celebrated…

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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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Croatia villas

Croatia

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 and a…

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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

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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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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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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Luxury Rental
Properties

Private Islands Villas

Private Islands

Exclusive Villas

Exclusive

Castles Villas

Castles

Mansions Villas

Mansions

In-Resort Villas

In-Resort

Chateaux Villas

Chateaux

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Get inspired!

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