Bed and breakfast holiday rentals in Province of Siena

We loved our stay. Pierre was so attentive and the place was immaculate. Plus the breakfast was absolutely amazing.

We had a wonderful stay with Anelida and Mauro. We had a beautiful view of Montecchiello and surrounding countryside from our window. The house is an authentic old country house with the apartment on a separate entrance. It’s surrounded by a lovely garden, very quiet and peaceful. Breakfast was a real highlight as was communicating with Anelida in my limited Italian. We would highly recommend! The central location in the Val D’Orcia meant that most villages were only a short drive away, especially Pienza, Montipulciano, San Quirico and Bagno Vignoni.

Warm hosts. We felt super comfortable and our dog was also warmly welcomed everywhere. The house is super nice and nicely furnished. Our room was clean, had great furniture and a cozy bed. There was also air conditioning and a fan. The house is located on a road. With closed windows and air conditioning, however, nothing is noticeable here. The breakfast was super delicious. (Mostly sweet) Coffee with warm milk was also available. Sausage came from our own butcher shop. (One house away) Large garden available, but we did not use it. Ideal starting point for the Chianti region, as well as beautiful mountain villages such as San Gimignano and Volterra. We felt super comfortable and the communication was always fast, super nice and very warm. We'll be back.

Our stay turned out to be better than we could have expected, Chiara was available and attentive to all our needs from the beginning. The room had impeccable cleanliness and the airbnb is immersed in nature, surrounded by cows, horses, cats and other animals that help make your stay in the Tuscan countryside even more relaxing. The breakfast is exceptional: plentiful and with lots of homemade products (the best pear jam we've ever tasted!). We recommend it to everyone and as soon as we have the opportunity to return to Tuscany, we will be sure where to stay! Thanks again to the hosts for how they made us feel during our vacation =)

Maddy's place was amazing, easy to find and well instructed. House was dreamy and exactly like in pictures. It is just 20 minutes away from Sienna and an hour from Montepluciano, Pienza and Montalcino (you can visit all them in one day). Sightseeing is just as in the movies, real Tuscany!

Marco is super kind and friendly - he was there to greet me and was really helpful with local recommendations. The included breakfast was also delicious! The place itself was very quiet and gave a classic Tuscan feel with a modern interior! Really enjoyed my stay here and would love to stay again! Thanks!

We had a wonderful stay and would highly recommend this place to travelers who appreciate charm and character. Olimpia and her son Stefano were fantastic hosts — warm, attentive, and helpful with every detail of our stay. The location is exceptional, set in a historical villa that feels like a small private museum. The homemade breakfast, with fresh pancakes and croissants, was a lovely and thoughtful touch. That said, the house is delicate and full of history — it’s not for everyone, especially if you’re looking for something ultra-modern or hands-off. But if you enjoy places with soul, this is a gem. Thank you, Olimpia and Stefano!

What a fantastic b&b right outside the walls of San Gimignano. Francesca was an excellent host throughout our stay and made us feel very welcome from the start with great food and conversation. Her garden is the perfect oasis to sit with a wine and gaze at the countryside and the medieval town above. The space was so private and quiet but yet just a short walk from San Gim for an aperitivo and dinner after the crowds had left for the day. I would highly recommend some local adventuring on an e-bike with PF Bike just up the hill while staying at the b&b. Enjoy your stay!

Great location surrounded by Tuscany, very spacious rooms and common areas. Very nice and super kind host, I would have stayed much more than one night honestly.

What a great spot to stay! Everything you need in an airbnb. The restaurant was great and had great food and we loved just relaxing by the pool! Tiny little town which we loved and it’s close to other towns if you needed to go out and grab anything.

Villa Baciolo was truly enchanting. The rooms were spacious and beautifully decorated, with fantastic bathrooms and a peaceful, serene atmosphere throughout the property. Sandra, her sister, and their entire family were incredibly kind and always available when needed. The complimentary breakfast each morning was a delight—fresh juice, local fruits, pastries, yogurt, and cereal. In the evenings, we enjoyed drinks from the bar and dinner onsite while taking in the unforgettable view of San Gimignano’s medieval skyline. This place holds a special place in our hearts. My husband and I will never forget the warmth of the people—or their fluffy dog Ada! Highly recommend booking this gem.

Patricia is a wonderful host. She was extremely helpful in providing us with directions to get there and wait for us when we arrived. She made a really good breakfast (just that's worth staying here for!) The room was beautiful and in an equally beautiful area, even the shared kitchen was very tidy and clean. We had a great time, we will definitely be back!

A little hard to find the right driveway, but hosts were extremely helpful and came out to assist. The unit was lovely, the hosts friendly and helpful. Highly recommended.

The house and room was so beautiful with an amazing and attentive host. Highly recommend!

A well-located accommodation, stylishly furnished and run by competent hosts. Recommendation!

I’ve traveled extensively, stayed at Ritz Carlton’s…this family owned wine farm has by far, the most attention to every detail. Love and a great deal of work (they renovated and built every item themselves). From the interior design to the homemade breakfast, everything from the farm to the sincerity of their hospitality and treated me like family…even more so. I’ve fallen in love with the location and the family and hope to return many times. The location is very convenient as well to drive all throughout Tuscany. I cried when I left the entire 20 minutes to drop off my car and most of the train ride to Rome as it touched my heart so deeply.

We had a lovely stay!! We received a warm welcome and was taken care of beautifully in the morning!! Would absolutely stay again ❤️

Rita and Andrea are lovely hosts. It was a pleasure to spend time with them. The accommodations are absolutely beautiful. Breakfast served in the morning consisted of homemade cakes, yogurt, fruit and coffee.

Wonderful experience, Alessandra was very kind and very helpful in accommodating our requests. Beautiful and thoughtful accommodations immersed in a small paradise where relaxation reigns supreme. We'll definitely be back for another bike ride through the Sienese hills.

Cara Maria, Grazie mille! We had a wonderful time. Maria is so very kind and her Tuscan home is a dream. If you’re looking for a place to wind down and relax - this is it. It’s also very well situated. Just a few kilometres from Castiglion Fiorentino (excellent food) and Cortona (stunning views). We also took the train from Castiglion Fiorentino to Firenze and spent a whole day there. You do need a car though. Generally just a really good vacation that we can absolutely recommend. Leaving made us really sad. We look very much forward to visiting again.

Gaia and Nicolo were so kind and gave us a very warm welcome. We really enjoyed their delicious dinner and relaxing in their beautiful quiet garden with a stunning view over the Tuscany landscape. The room and bathroom were impeccable. We definitely recommend to stay there!

Great experience. The room is really nice, equipped with everything you need and above all... very clean. Rosy was an exceptional host and provided precise directions on house rules and location. The property is just outside the historic center of Arezzo and in a strategic location for visiting Florence and Siena. Super recommended.

Great service and friendliness and location. Elena is always ready for any questions or requests with each guest. Thank you