Exceptional villas, local knowledge and personal service.

Condé Nast Traveller Readers' Travel Awards

Winner Favourite Villa Rental Company 2016, 2017, 2018

Learn from the best at Rocca delle Tre Contrade

Immersive experiences with acclaimed Michelin-starred chefs, renowned wine gurus, top professional photographers and other experts in their field.

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OUR DESTINATIONS

COLLECTIONS

Rocca delle Tre Contrade - Luxury Villa in Sicily
Mediterranean 54 Villas

Luxury Villas in the Mediterranean

Villa San Tommaso - Luxury Villa in Sicly
Sicily 23 Villas

Luxury Villas in Sicily

Trullo Pinnacolo - Luxury Villa in Puglia
Puglia 18 Villas

Luxury Villas in Puglia

Akrothea, Luxury Villa on Meganissi, Greece.
Greek Islands 14 Villas

Luxury Villas on the Greek Islands

L'Argentiera - Luxury Villa in Puglia
Mediterranean 52 Villas

Villas with infinity pools

I'd like to see villa collections in
The Thinking Traveller founders, Rossella and Huw Beaugié The Thinking Traveller founders, Rossella and Huw Beaugié

WHY THE THINKING TRAVELLER

The Thinking Traveller is a multiple award-winning villa rental company specialising in luxury villas in the Mediterranean regions of Sicily and Puglia in Italy, The Ionian and Sporades islands in Greece and Corsica in France. All our villas are exclusive to us, and not available on any other websites, enabling us to provide deep knowledge of our villas and our regions and exceptional levels of quality and service. In addition, our full-time teams living in our regions are able to arrange an enticing range of high quality additional services known as Think Experiences, enabling you and your group to immerse yourselves in the local culture. No wonder readers of Conde Nast Traveller vote us their favourite villa rental company time after time.

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