The Thinking Traveller

The Thinking Traveller

The Thinking Traveller

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

Their award-winning team will be with you all the way, from helping you select the most suitable villa out of their unique range, through to tailoring your holiday to your requirements to supporting you whilst you are away. All their villas are available only through the company 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 Puglia includes sumptuous masserie and charmingly chic trulli, and 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.

The Thinking Traveller’s mission is a simple one: to hear their clients saying, “That was the best holiday we’ve ever had… we’ll be back.” That the company consistently manages to exceed its clients’ expectations, there can be no doubt: on three occasions, including back-to-back successes in 2017 and 2016, it has been voted “Best Villa Rental Company” at the prestigious Condé Nast Traveller Readers’ Travel Awards.

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. From castles in Tuscany to beach houses in Sicily.


Telephone: 020 7377 8518