The perks of being early

The perks of being early

The villa you’ve been dreaming of
Your first choice of dates
Time to bring your trip to life

Unique villa experiences that unlock the secrets of the Mediterranean

1.

Extraordinary villas with soul

We only work with the finest villas, all available exclusively at The Thinking Traveller

2.

Bespoke matchmaker service

Our experts know each villa personally, so they can help you find your perfect place

3.

Unrivalled local knowledge

We‘re locals with a passion for sharing the places we love and know like no one else

Conde Nast Choice 2024

The Thinking Traveller blends a passion for extraordinary villas, unrivalled local knowledge, and thoughtful service. That’s why readers of Condé Nast Traveller have voted us Best Villa Rental Company in the World nine times.

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We're Villa Matchmakers

Because our local experts have personally visited each of our destinations, we know exactly what makes them special. Tell us what your ultimate villa holiday looks like, and allow us take care of the rest

Introducing Tuscany

Introducing Tuscany

Our new destination for 2025, where Renaissance towns and rolling hills meet an undiscovered coastline. Discover our exclusive villa collection in the idyllic Italian region. 
Explore Tuscany

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Sicily

Sicily is the largest and the most diverse island in the Mediterranean. With its intriguing history, enviable climate, stunning beaches, active volcanoes, idyllic archipelagos, mouthwatering cuisine, and excellent wine, it has just about everything you could possibly wish for, and it’s no coincidence that so many of our clients return year after year, always finding something new to explore.

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