The Thinking Traveller

The Thinking Traveller

The Thinking Traveller


The Thinking Traveller is the exclusive source of the most desirable villas in Sicily, Puglia, and across the Mediterranean.

Their award-winning team will be with you all the way, from helping you select the most suitable villa out of their unique range, tailoring your holiday to your requirements, through to supporting you whilst you are away. All their villas are available exclusively through them and do not feature on other websites, ensuring that they deliver the quality and attention to detail that The Thinking Traveller has become known for.

Their range of villas in Sicily, and Puglia include (amongst others) sumptuous masserie, charmingly chic trulli, and traditional bagli. Across their range in Southern Italy, you will find 5-star oases of fully serviced luxury (the so-called Think Exquisite collection), dreamy beachfront summer houses with pools, gems of contemporary architecture, romantic retreats and much more besides.

Since 2002, The Thinking Traveller has been offering exclusive access to the most desirable rental villas in the heart of the Mediterranean, more specifically in Sicily, Puglia, the Ionian and the Sporades Islands, and Corsica. The company’s success – including being voted the World’s #1 Villa Rental Company five times (including in 2016, 2017 2018 and 2019) by readers of Condé Nast Traveller – is based on three founding principles: exceptional villas, unrivalled local knowledge, and expert personal service.

Areas we specialize in: Apulia-Puglia, Sicily

Click to visit their website

Holiday types offered by The Thinking Traveller

Italy Villa Rentals


Italy is quintessential villa country and provides great value for the whole family, group of friends or honeymooners. Specialists for villas and apartments in Sorrento and Amalfi coast.


Telephone: 020 7377 8518