Our Guests’ Favourite Villas

For more than 25 years, we have had the joy of welcoming guests to Tuscany, sharing our insider tips, favourite restaurants, and hand-picking villas that best fit your requirements. Our first-hand knowledge of Chianti, the Val d'Orcia, Lucca, Siena and the wider Tuscan countryside has allowed us to shape a portfolio perfect for any holiday, offering comfort, authenticity and long-lasting memories in one of the most beautiful Italian regions.  

But don't just take our word for it. Our guests know that finding the right villa transforms a holiday, giving them the freedom to soak up the best of Tuscany, from panoramic terrace views, day trips to medieval towns such as Siena, Lucca, Castellina and Arezzo, and enjoying Tuscany's food and wine at a relaxed pace. With this in mind, we have brought together the villas that have inspired loyalty year after year.

Lecchi in Chianti
1 bedroom, 1 bathroom

"Very nice accommodation with an unbeatable view of the Tuscan landscape. Lovely and spacious terrace to sit and enjoy the view. Also a fireplace to enhance the well-being of the days when the weather is not warm and sunny. Very good location for visiting e.g. Siena."

https://www.to-tuscany.com/montefiorile/pesci/

Gaiole in Chianti
3 bedrooms, 2 bathrooms

"We had a wonderful stay at L'Agrifoglio, situated in a beautiful setting. We received a very warm welcome from Holly; communication was smooth, and she was always happy to help with tips, reservations, and more. The house is beautifully built, clean, spacious, and fully equipped. We enjoyed the beautiful private pool with a stunning view. The road to it is bumpy at the end, but it's all worth it. The town of Castellina is highly recommended! Beautiful views, charming little shops, and plenty of restaurants serving truly delicious food. We had a wonderful, spontaneous wine tasting experience there. Siena and Florence are also easily accessible by car and well worth seeing!"

https://www.to-tuscany.com/lagrifoglio/

Radda in Chianti
4 bedrooms, 4 bathrooms

"Beautiful house with a fantastic pool and great views in the middle of the vineyards! Francesco was super nice and easy-going. The house is very well equipped and every room is really beautiful. We would come back anytime!"

https://www.to-tuscany.com/ilcasetto/

Radda in Chianti
5 bedrooms, 5 bathrooms

"We had the most wonderful stay at Calafralina. The villa, views, grounds and pool area are absolutely amazing. It was hard to drag any of our group off the premises. There are so many beautiful spots in the grounds to eat and relax. We particularly enjoyed the bbq area and chilling around the stunning swimming pool."

https://www.to-tuscany.com/calafralina/

Pergine Valdarno
7 bedrooms, 7 bathrooms

"We had a wonderful holiday with three families, including children. We spent a lot of time at the property itself; there was plenty for adults to relax in, and the kids also had a great time swimming, playing archery, table tennis, and more. The homeowner is a very approachable man. We visited two lovely towns, Arezzo and Pienza. There are plenty of wineries nearby worth checking out."

https://www.to-tuscany.com/poderebellaria/

Radda in Chianti
3 bedrooms, 2 bathrooms

"This was our second time staying in this lovely villa, and it was just as wonderful as we remembered. The location is perfect, the villa is spotless and comfortable, and everything we needed was right there. It truly feels like a home away from home. We’re so happy we chose to come back, and we’re already looking forward to returning again next year. Highly recommended!"

https://www.to-tuscany.com/lacasadiradda/

To browse our properties across the whole of Tuscany, explore our complete villa portfolio. Or if you would like guidance in selecting the right location or amenities for your stay, our villa specialists are on hand to help you plan with confidence.