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
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
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Property is beautiful and the staff fantastic
Property is beautiful and the staff came through on boats and a chef. Very trustworthy and helpful!
July 1, 2025
Reply from The Thinking Traveller
Very pleased you enjoyed your stay and that the extra services all worked out well.
Thanks also for taking the time to review us.
The Thinking Traveller Team
Beautiful villa and lovely staff made…
Beautiful villa and lovely staff made all the difference.
July 7, 2025
Reply from The Thinking Traveller
Thank you for the review
The Thinking Traveller Team
Everything was professional.
Everything was professional.
The staff including the chef at Ophira were exceptional.
June 30, 2025
Reply from The Thinking Traveller
Thank you for taking the time to review us and pleased you had a good holiday.
The Thinking Traveller Team
Unmatched Villa Stay with White-Glove Service
It was amazing to have local concierge support almost 24/7 to build us our itinerary, make restaurant and excursion reservations, and answer any questions we had about the local region.
The villa was beautiful and impeccably clean, and daily cleaning service including laundry was a major plus. Our whole family has been spoiled and now we can’t go back to just regular villa rentals elsewhere!
June 30, 2025
Reply from The Thinking Traveller
We try very hard to deliver the perfect villa holiday and its always great to hear when we have achieved this goal!
Thanks for the lovely review.
The Thinking Traveller Team
Thinking Traveler villa lived up to Expectations…
Thinking Traveler villa lived up to expectations. Beautiful & well maintained. Staffing frankly surpassed
what we had expected. Villa cleaned immacalately every day. Local staff great
Would definitely use TT again.
June 27, 2025
Reply from The Thinking Traveller
Always a delight to hear when a holiday lives up to high expectations.
Thanks for taking the time to review us.
The Thinking Traveller Team
Sales and local reps very helpful
Sales reps and especially local Ionian island rep helpful and efficient. Villas very good quality.
July 1, 2025
Reply from The Thinking Traveller
Thank you for taking the time to review us - very much appreciated.
The Thinking Traveller Team
We have been going to Meganisi in…
We have been going to Meganisi in Greece with the thinking traveller for about 10 years now! Great company to travel with, the villas are wonderful and the island support with Rachel and Christiana is great. Any problems and they sort straight away. Thoroughly recommend this company and their villas!
July 1, 2025
Reply from The Thinking Traveller
Thank you for the review and as always delighted to hear you had a wonderful stay (again).
The Thinking Traveller Team
The right choice for our holiday
From the very first moment we contacted The Thinking Traveller, we knew that we had made the right choice for our holiday. The team was responsive, informative, attentive, and thorough. The villa was perfect for our needs and well-appointed for our stay. The local concierge and support team were particularly helpful in making reservations for activities and suggestions for the best restaurants and places to visit. Our stay was lovely from the first day to the last.
July 1, 2025
Reply from The Thinking Traveller
What a lovely review - thank you!
Sounds like everything went very well - we have passed on your comments to the local team.
The Thinking Traveller Team
The villa was spectacular
The villa was spectacular. Beautiful grounds and setting. The staff were wonderful. The Thinking traveler organization was extremely helpful, responsive and attentive. Every need was addressed. They made our vacation enjoyable and worry free.
June 24, 2025
Reply from The Thinking Traveller
Thanks for the review and very pleased all of the arrangements worked well for you.
A worry free vacation is always the goal!
The Thinking Traveller Team
We had an amazing holiday
We had an amazing holiday. The staff in head office and on the ground were fantastic.
July 1, 2025
Reply from The Thinking Traveller
Thanks for the lovely review - and very happy to hear your holiday went well.
The Thinking Traveller Team
Perfect villa, perfect service.
Fantastic villa on Paxos - Lithia - and perfect service by all over the phone and email and in person by agent on the island.
July 1, 2025
Reply from The Thinking Traveller
Sounds like you had a great trip to Lithia and very happy to hear the service all worked well.
Thanks for taking the time to review us.
The Thinking Traveller Team
Exceptional
The Thinking Traveller staff were always helpful and answered my queries about the villa and area. The villa Azzurra was stunning. It had everything we needed and more. The area was interesting and we only touched the surface.
June 24, 2025
Reply from The Thinking Traveller
Thanks for the review and very pleased you enjoyed your stay at Azzurra.
The Thinking Traveller Team
Reply from The Thinking Traveller
Great to hear you had a special trip with us - look forward to helping you organise the next one!
The Thinking Traveller Team
Easy professional and knowldgeabke
June 30, 2025
Reply from The Thinking Traveller
Thanks for the review!
The Thinking Traveller Team
Best company for a great villa holiday.
First rate support in putting the Villa Holiday together and then fantastic local support once "on the ground".
2025 was the best Villa holiday we have ever had and we do a lot! Trust The Thinking Traveller for a great time, whatever your needs.
June 26, 2025
Reply from The Thinking Traveller
Lovely review - thank you!
The team work very hard to make sure every trip is special and it means so much to get the feedback - thanks for taking the time to do so.
The Thinking Traveller Team
Villa Ophira - Just Perfect
Villa Ophira was just stunning and the perfect place for our family to come together to celebrate. The villa staff were amazing and accommodated every request. We had a magical stay and will be back! Thanks to the thinking traveller team for being so easy to communicate with and for giving us an unforgettable trip.
June 10, 2025
Reply from The Thinking Traveller
Delighted to help in making your family trip so special.
Thanks for taking the time to review us.
The Thinking Traveller Team
Christina villa 2025
Once again, simply superb. The villa was wonderful and immaculate and the setting was superb. Christina organised everything perfectly and any queries were sorted out at lightning speed. This is the 3rd time that I have used Thinking Traveller and each time the service has been faultless. Thank you.
June 18, 2025
Reply from The Thinking Traveller
Its lovely to hear we keep managing to deliver a great holiday! Thanks for coming back and for taking the time to review us.
The Thinking Traveller Team
On the ground team excellent, let down by upselling obsessed HQ
On the ground team excellent. However engagement with head office consistently off-putting. Entire focus is on upselling, including astonishing over-pricing of hire cars. Not a boutique or client-focused feel sadly.
June 24, 2025
Reply from The Thinking Traveller
Thanks for your feedback Mr Aplin. Really glad to hear our on-ground team took such care of you - I'll make sure they know, although I am sorry to hear how you felt about the car hire. I appreciate there were some pricing discrepancies when it came to our car hire proposals and we have since discussed this with our suppliers. We're always working to improve and I appreciate you taking the time to share this with us
The Thinking Traveller Team
A very comforting company that look…
A very comforting company that look after you very well
June 18, 2025
Reply from The Thinking Traveller
I am so pleased to hear that you felt very well looked after Mr Fitz and thanks for sharing this
The most delightful holiday
The Thinking Traveller made our holiday planning simple and easy from the first contact we had with Holly and her assistance in choosing a villa to working with the East Sicily team, particularly Barbara. They assisted in choosing experiences, renting cars, ordering wine and generally planning our entire trip. When we arrived at Villa Serasena, Gina was amazing. She handled all of our details, did our shopping and prepared the most amazing meals each night. We could not have asked for a more relaxing and delightful time in Silcily.
June 24, 2025
Reply from The Thinking Traveller
Sounds like you had a great trip to Sicily - very pleased to hear the team delivered on all of the arrangements.
Thanks also for taking the time to review us.
The Thinking Traveller Team
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