Best Villa Rental Company in the World
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
Book Now for 2026
In a world that moves too fast, make time for what truly matters — unforgettable moments with the people you love. Whether a milestone birthday, anniversary, or big family celebration, our extraordinary villas will provide the perfect setting.
Book your trip todayBook Now for 2026
In a world that moves too fast, make time for what truly matters — unforgettable moments with the people you love. Whether a milestone birthday, anniversary, or big family celebration, our extraordinary villas will provide the perfect setting.
Book your trip todayNew Villas for 2026
A new year invites new discoveries and we’re delighted to introduce a handpicked collection of villas newly welcomed into our portfolio, each chosen for its character, comfort and sense of place.
View NowNew Villas for 2026
A new year invites new discoveries and we’re delighted to introduce a handpicked collection of villas newly welcomed into our portfolio, each chosen for its character, comfort and sense of place.
View NowAn Italian Adventure
From Tuscany’s rolling hills and hidden coastlines, to Sicily’s rich landscapes and vibrant culture, and Puglia’s charming, picturesque villages, plan your Italian adventure today.
Explore Villas An Italian Adventure
From Tuscany’s rolling hills and hidden coastlines, to Sicily’s rich landscapes and vibrant culture, and Puglia’s charming, picturesque villages, plan your Italian adventure today.
Explore Villas Island Life
Island life has a way of gently resetting everything. Days shaped by the sea, afternoons drifting between swims and shaded terraces, and evenings lingering over supper as the light fades. Find your perfect Greek island escape.
Explore villas Island Life
Island life has a way of gently resetting everything. Days shaped by the sea, afternoons drifting between swims and shaded terraces, and evenings lingering over supper as the light fades. Find your perfect Greek island escape.
Explore villas Condé Nast Traveller Awards 2025
We’re deeply honoured to have once again been named ‘Best Villa Rental Company in the World’ by the readers of Condé Nast Traveller. Receiving this prestigious title for the 10th time is both humbling and a tremendous source of pride for our team. Thank you to everyone who voted for us — your continued support means the world.
Read moreCondé Nast Traveller Awards 2025
We’re deeply honoured to have once again been named ‘Best Villa Rental Company in the World’ by the readers of Condé Nast Traveller. Receiving this prestigious title for the 10th time is both humbling and a tremendous source of pride for our team. Thank you to everyone who voted for us — your continued support means the world.
Read more
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
