Bed and breakfast holiday rentals in Siena

This stay felt like something out of a movie! We were greeted with such warmth. The house is so beautiful and well-renovated—high quality details from the bathroom to the woodwork plus the plot of land is quintessentially Tuscany. And when Andrea found out we didn’t have a rental car, he offered to drive us! We had a wonderful time at a nearby winery, Tenuta Barbadoro, then watched the sunset from a field near the main downtown area before having a delicious meal at a nearby restaurant, Restaurante Bistrot lo Zero. We woke up to the smell of croissants and sound of chirping birds. The perfect Italian countryside experience.

The villa was magnificent! It was so atmospheric and charming, breakfast from Carla were so good, it was a really pleasant stay. The room was also really comfortable, with history and a lot of cute details. And also this location .. can’t describe in words how beautiful it was

We were very pleased with the Hotel Bernini. The best thing was the shared terrace, with great views. The staff was helpful and friendly. Location excellent. Atmosphere relaxed.

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.

Perfect. We really enjoyed our stop in Civitella. The place had everything we needed. Thanks.

We have enjoyed our weekend at Alessandra's place very much. The view from the balcony - where we used to have breakfast - was marvellous! Delicious breakfast and the coffee. The place is easy to reach from the centre by bus or on foot (about 20 minutes) and we enjoyed the calm surroundings (we have slept very well)! Communication with Alessandra was very easy and friendly and she made us feel very welcome. Thanks so much!

Ilaria has been a great responsive host that catered to any and all needs. Would definitely recommend this house/host if you’d like to be in a very central airbnb to all musuems/historic places in firenze

The couple was very friendly, and I was able to stay with peace of mind. It was a little inconvenient not to be able to use the water freely due to water supply problems, but otherwise I had a comfortable stay. The location was good and easy to access. If I visit Florence again, I would like to stay here again. Thank you!

We had the most amazing experience! The property is stunning and pictures don’t do it justice. All the staff are so welcoming and so helpful. They helped us book a Vespa tour and gave us recommendations for dinner spots. So much to do by car around the area!

Beautiful property, the host and his family were so welcoming and made you feel at home. Very gracious. We also loved his dog Luna!

This is a spectacular Airbnb run by some of the loveliest people I’ve met! The surroundings were peaceful and quiet and nothing short of breathtaking. Breakfast was delicious and even when we left early Alessandro set it up for us. By staying here you’re also minutes away from some excellent vineyards, towns, and cities. We actually ended up booking an extra night because we loved it so much. I could not recommend staying here enough!

An exceptional place to stay, even better than the photos. We went with our 11 month old and the hosts were so accommodating. Also breakfast each morning was delicious!!

We had such a lovely stay at Convento San Bartolomeo! Our room was super cute and had everything we needed for a comfortable stay. The whole property is just beautiful — perfect for peaceful walks, relaxing by the pool, and soaking in the stunning views. The restaurant is absolutely amazing (don’t miss the sparkling rosé — it’s our top recommendation!) and the staff were warm, attentive, and made us feel right at home. Breakfast was generous and delicious, and the massage we had at the spa was honestly one of the best we’ve ever had. One thing that meant a lot to us: as a queer couple, we felt genuinely welcomed and accepted. That’s not something we take for granted, and we deeply appreciate the inclusive and respectful atmosphere. A truly special place — we’ll definitely be back!

I could not recommend Il Segreto more. We had a perfect stay—the room, the view, the food. Every detail is perfection and so thoughtful. The hospitality is incredible. The breakfast and dinner were the best of our entire trip. I’m so grateful I found this gem. Don’t hesitate and stay here. We will we back!!

Our stay was absolutely lovely—I only wish we could’ve stayed longer! The area was so peaceful and charming, a perfect escape. Antonella went above and beyond to make us feel welcome. She was kind enough to drive us into the village for lunch one afternoon since we didn’t have a car, which we really appreciated. The hospitality from her and the other ladies made our stay even more memorable. Highly recommend for anyone looking to unwind and experience authentic Tuscan warmth!

This stay was beyond our dreams! The scenery was breathtaking and the care from the team was the best! They were always kind and helpful when needed. The room was lovely and the gardens where you can sit and relax were a great bonus! The pool was exquisite! Everything here was a 10/10! Highly recommend staying here!

Thank you so much for your hospitality and ease of stay! We only wish we could have stayed longer.

Lorenzo and Claudia's service was excellent, 11 out of 10. The place is a paradise on earth and the mansion (not house) exceeded all our expectations. The directions for arrival and stay, always clear and precise. The lawnmower robot gave us no problems and the girls were able to enjoy the pool on a hot days. Easy access from Pisa, Lucca, or Florence. We will definitely return and use it as a reference point.

Traveling alone, I found myself less confident and reclusive in my first 2 weeks in Italy. Upon reading reviews, I had a feeling Suzi would snap me out of it. And she DID!! She was so welcoming, made me a delicious dinner the first night, and made me a part of her family for the week. I was even invited to her milestone birthday party with all her lovely friends, and then another joint birthday family dinner at home. She gave me a bunch of awesome recommendations, always asked if I needed anything, and calmed me down when I called her in despair, being lost in a field somewhere, lol! The room was huge and cozy, the shower sooo nice! (I was in the room off the kitchen) Suzi is very intelligent and we had some interesting conversations. Her two dogs Tyra and Gigi stole my heart immediately. I will be back, maybe as a work away! I will never forget your kindness and the remarkable woman you are <3

Our stay at the B&B Sottomonte was simply fantastic. Upon arrival, we were warmly welcomed by Adam, the host - you immediately feel at home. Adam was not only incredibly friendly, but also extremely helpful: he gave us great tips for excursions, restaurants and hidden highlights in the area that made our vacation really special. The house itself is beautifully located - in the middle of the Tuscan countryside, quiet and idyllic. Our room was lovingly furnished, very clean and comfortable. We particularly liked the breakfast - fresh, regional and prepared with love. Sottomonte is the perfect place to relax and enjoy the real Tuscan way of life. We would have liked to stay longer and will definitely come back. Thank you, Adam, for this unforgettable time!

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.

Rosa was very friendly and she did everything to make our stay perfect. The room was very nice, even better than our expectations, and the breakfast was very good and fulfilling. I definitely recommend booking here.

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.