Dreaming of an October Escape?
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.
Book your 2026 villa escape now and step into a world of unhurried luxury, slow days, and memories that last a lifetime. Whether a milestone birthday, anniversary, or big family celebration, our extraordinary villas will provide the perfect setting.
Book your 2026 dream trip Book your 2026 villa escape now and step into a world of unhurried luxury, slow days, and memories that last a lifetime. Whether a milestone birthday, anniversary, or big family celebration, our extraordinary villas will provide the perfect setting.
The Joy of Autumn Travel
We’ve handpicked a selection of our most sought-after villas with limited availability from now until October.
Talk to one of our team to unlock exclusive offers tailored to your dates and group size. Your perfect, crowd-free escape is just a conversation away.
Plan your perfect getawayTalk to one of our team to unlock exclusive offers tailored to your dates and group size. Your perfect, crowd-free escape is just a conversation away.
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
