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Change your morning ritual

Exceptional villas, local knowledge and personal service.

We only work in places we adore and our award winning service is the fruit of our passion. Whatever your ideal villa holiday feels like, it’s our job to surpass your dreams and deliver perfection, time after time.

Conde Nast Readers Award 2017

"Favourite Villa Rental Company" WINNER at the Condé Nast Traveller Readers' Travel Awards 2016 and 2017.



“Everyone at The Thinking Traveller has been incredibly lovely and helpful. The whole process from my first enquiry has been so easy and the team have been delightful in every communication. The Thinking Traveller is incredibly knowledgeable about their destinations, which I really like. I would consider anywhere the Thinking Traveller had villas after this experience as I have no doubt the quality, attention to detail and superb service would be the same.”

Joanna Johnston United Kingdom

“Our holiday in Sicily was a truly memorable and fantastic experience from start to finish. The level of customer service of both the team in London and on the ground in Sicily helped my family to have such a magical holiday full of special moments. The materials that were sent were of very high quality and extremely informative. I have not had a better quality of service from any other travel company and would always look to book through them in the future.”

Jonathan Honey France



Mediterranean 43 Villas

Luxury Villas in the Mediterranean

Sicily 18 Villas

Luxury Villas in Sicily

Puglia 15 Villas

Luxury Villas in Puglia

Greek Islands 11 Villas

Luxury Villas on the Greek Islands

Ionian Islands 9 Villas

Luxury Villas in the Ionian Islands

Mediterranean 45 Villas

Villas with infinity pools

I'd like to see villa collections in


We’re very proud to have won the 'Favourite Villa Rental Company' at the 2016 and 2017 Condé Nast Traveller Readers' Travel Awards, further extending our position as the only villa company to appear in the Top Three for the last six years.

Conde Nast Readers Award 2016


How to book

Booking a villa holiday with The Thinking Traveller is simplicity itself: use our search tool or browse our collections to find the perfect property for you and then either book directly online or speak to one of our expert Villa Specialists.

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What to expect

Our service has regularly been voted the best of any villa company by readers of Condé Nast Traveller and we have been awarded Gold Trusted Merchant status by the leading independent customer reviews website, Feefo.

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2017 Brochure

If part of your holiday planning involves leafing through possibly the most beautiful villa brochure out there, request our 2017 edition now! 448 pages showcasing 180 of the most desirable villas in the Mediterranean.

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