Spent one week at Masseria Cisterna Rossa in the Salento area of Puglia in mid Sept 2025. Pictures of this villa do not do it justice. It is large, very beautifully furnished and in outstanding c... See more
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Review summary
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Reviews shaping this summary
Thank you The Thinking traveller for fixing the perfect holiday for us on Paxos. The villa lived up to and beyond our expectations and you gave us all the options for transport well in advance which t... See more
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They certainly do not oversell their villas, what you see on their website is how it is and our villa was quite simply amazing. The thoughtful extras (like some groceries in the villa on arrival) make... See more
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Antonia was so helpful in 2024 when we were securing our Villa and switching from Sicily to Puglia. Francesco, upon arrival came to meet our group of 14 to explain and take care of any necessities at... See more
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Company details
- #15 of 32 best companies in Vacation rental
- #8 of 14 best companies in Group Accommodation
- #12 of 23 best companies in Holiday home letting agency
About The Thinking Traveller
Written by the company
Since 2002, The Thinking Traveller has offered unique access to the most desirable villas in the heart of the Mediterranean. The company’s success – including being voted Best Villa Rental Company nine times at the Condé Nast Traveller Readers’ Choice Awards - is based on three founding principles: exclusive villas, unrivalled local knowledge and thoughtful personal service.
We invite clients to leave their feedback following their return from holiday to ensure it reflects their overall experience with us.
EXPLORE GREECE
EXPLORE SICILY
EXPLORE PUGLIA
EXPLORE CORSICA
Contact info
The Old Truman Brewery, 91 - 95 Brick Lane,, E1 6QR, London, United Kingdom
- 020 7377 8518
- info@thethinkingtraveller.com
- thethinkingtraveller.com
4.7
Excellent
1k reviews
Asks customers to review
This company invites their customers to review, whether positive or negative
Replied to 87% of negative reviews
Typically replies within 1 week
How this company uses Trustpilot
See how their reviews and ratings are sourced, scored, and moderated.
Best villa rental site I’ve ever used
Best villa rental site I’ve ever used. Did not realize I get amazing concierge service with my villa. It made for a wonderful vacation.
23 September 2025
Reply from The Thinking Traveller
Thanks for the review and very pleased you had a wonderful vacation.
The Thinking Traveller Team
The Thinking Traveller has first of all…
The Thinking Traveller has first of all the most incredible properties in the most magical places but also the best "on the ground" concierge support with phenomenal suggestions to take full advantage of all the magic in a given area.
6 September 2025
Reply from The Thinking Traveller
What a lovely review to read. Thanks for taking the time and very pleased you had a magical trip.
The Thinking Traveller Team
Excellent service through out
30 September 2025
Reply from The Thinking Traveller
Thank you for the review.
The Thinking Traveller Team
Great organisation and help
Not exactly cheap, but the help and understanding when organising a big family holiday was top notch
13 September 2025
Reply from The Thinking Traveller
Very pleased to hear the service provided proved to be value for money.
Thanks for the review
The Thinking Traveller Team
The Best Villa Experience …
Great help from booking to our villa experience.We have been using the Thinking Traveller for 20 years which says it all .
23 September 2025
Reply from The Thinking Traveller
Thanks for the review and all the bookings over the years.
Glad you had another good stay with us.
The Thinking Traveller Team
Professional seamless experience
From start to finish expert care and competency - Anthony and Maddalena made the experience delightful! They go above and beyond - truly exceptional !!
13 September 2025
Reply from The Thinking Traveller
Thanks for the exceptional review and very pleased you had a great stay.
The Thinking Traveller Team
Dealing with professionals in company…
Dealing with professionals in company which communicated well.
House was perfect, staff excellent and location great. A wonderful holiday.
12 September 2025
Reply from The Thinking Traveller
Very pleased you had a wonderful holiday and thank you for taking the time to review us.
The Thinking Traveller Team
Great company from enquiry to checkout
Great company from enquiry to checkout. Definitely will use again. Beautiful villa and local staff were so helpful
13 September 2025
Reply from The Thinking Traveller
Delighted to hear you enjoyed the holiday and thanks for reviewing us.
The Thinking Traveller Team
Taking concern for almost everything
It was our first experience with Thinking Traveller and it was fantastic in any respect. The villa was perfect, just as we expected, but the helping and caring of Kalomira (local representative) was not expected to this extent and was appreciated so much. Thank you also from here!
27 September 2025
Reply from The Thinking Traveller
Thank you for your kind review. We work very hard on all aspects of a villa holiday and try at every turn to go the extra mile - its always lovely when that's recognised!
The Thinking Traveller Team
Reply from The Thinking Traveller
We are really sorry to hear that you encountered issues with the beach access at your villa. We are already in discussions with the local team after you reported this on your departure, having received positive feedback from previous clients throughout the season. I am pleased to hear that you have agreed to discuss this further with our sales manager this week so that we may understand the issues you have had and how they have impacted your stay.
Amazing properties
Amazing properties, great help and guidance both before booking holiday and during. Will definitely travel with them again.
24 September 2025
Reply from The Thinking Traveller
Its wonderful to hear everything worked so well from first contact through to the stay in the villa.
Thanks also for taking the time to review us.
The Thinking Traveller Team
The process was very slick and well…
The process was very slick and well managed. The team were on hand and available if you needed them and the property was stunning.
24 September 2025
Reply from The Thinking Traveller
Thanks for the great review and its very pleasing to hear everything ran like clockwork.
The Thinking Traveller Team
excellent villa exceeding…
excellent villa exceeding expectations.. helpful local staff
16 September 2025
Reply from The Thinking Traveller
Exceeding expectations is what we strive for! Thanks for the review.
The Thinking Traveller Team
Reply from The Thinking Traveller
Thanks for the great review and the recommendation.
The Thinking Traveller Team
Antonia was so helpful in 2024 when we…
Antonia was so helpful in 2024 when we were securing our Villa and switching from Sicily to Puglia. Francesco, upon arrival came to meet our group of 14 to explain and take care of any necessities at L’Argentiera. We all feel very fortunate to have experienced your beautiful Villa. Thank you.
23 September 2025
Reply from The Thinking Traveller
Thanks for sharing your feedback and its great to hear everyone from the Villa Specialists through to the Local Team helped make your holiday special.
The Thinking Traveller Team
A company that can be trusted
We are elderly travellers and needed to know that certain things would be in place for our holiday and to have a contact in case anything went wrong. Everything went like clockwork and the accommodation was amazing. We did pay more than we usually would but considered it to be worth it
23 September 2025
Reply from The Thinking Traveller
Our local team and support behind the scenes are just one of the things that makes The Thinking Traveller a little different from most Villa companies.
Its very pleasing to hear you recognise that and even more so that everything worked as you needed it.
Thanks also for taking the time to review us.
The Thinking Traveller Team
Very nice house
Very nice house, lovely furniture and the outdoor area with pool and incredible view are nice
16 September 2025
Reply from The Thinking Traveller
Thank you for the review and very pleased you enjoyed your stay.
The Thinking Traveller Team
Casina Cinquepozzi
My stay at Casina Cinquepozzi was exceptional. The house is incredible, such a beautiful design and I loved that all the bedrooms were different. The chef Olivero was just phenomenal, he's worked in many Michelin restaurants around the world and the meals were restaurant quality, better than anything I have ever experienced in a villa and most of the produce is grown on site. We all loved the lounge bar in the evening and the pool was great and a lovely breeze while we were there.
22 May 2025
Unprompted review
Reply from The Thinking Traveller
Casina Cinquepozzi really is a special villa and its lovely to hear such positive feedback in its first season with us.
Also delighted to hear you enjoyed your meals at the villa and were looked after in style.
Thanks for taking the time to review us.
The Thinking Traveller Team
Good personalised customer service
Good personalised customer service. Reliable high quality villas. Local Thinking Traveller rep really helpful organising in the background
18 September 2025
Reply from The Thinking Traveller
Thank you for the review.
The local team do a lot of work in the background to make each stay special so its always lovely to hear the appreciation.
The Thinking Traveller Team
Villa Filoxenia
Our villa was lovely and had amazing views and everything we needed for a comfortable stay. The service from Faye and her team was exceptional.
9 September 2025
Reply from The Thinking Traveller
Delighted to hear you enjoyed your stay at Villa Filoxenia and the local team looked after you.
Thanks also for taking the time to review us
The Thinking Traveller Team
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