Bed and breakfast vacation rentals in Siena

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!

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.

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

The renovated mill was a great place to relax! There was a really nice pool and huge garden as well. The breakfast service was very delicious and varied everyday. The family was really friendly and helpful - definitly would recommend the place :)

Silvia's San Croce Terrace was a pleasure. It is easily accessed by bus from Santa Maria Novella station and a short walk to the major attractions and restaurants. We found the apartment to be very clean and well accessorized. Silvia even provided breakfast items such as yogurt, milk, juice and bread for toast. And then to be able to sit on the terrace at the beginning or end of the day was very nice. We highly recommend Silvia's San Croce Terrace.

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!!

The accommodation is very comfortable, the room and bed are large and very clean, it is very quiet, you can't hear the street noise even though they are building. Lorenzo is very kind and friendly. He was attentive to us since we got off the train. He guided us to get to the accommodation and welcomed us very cheerfully and gave us recommendations for food and places to visit. The only thing we didn't like, but it wasn't an impediment to feeling good, was that the bathroom, although private, was outside the room. The location is very residential and from downtown you have to take the tram, since you walk a lot in Florence.

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

A beautiful spot to stay in! We were grateful for the kindness and the privacy of the spot!

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

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!!

Beautiful property in an amazing part of Tuscany. Incredible and friendly hosts who were always so happy to help us, all details had been thought of at the property. The most comfortable bed I’ve ever slept on too!

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!

Quite possibly the best hotel we have stayed in, in the world. On arrival, spacious , secure parking and the staff were the most kind and helpful people we have ever met. A tour of the entire estate and vineyards before being shown to our BEAUTIFUL room was so good. The room was immaculate, and better than expected. So private and quiet, with a great view. Lots of chairs and tables dotted around for you to sit and relax with amazing views. We then did a wine tasting that evening with Carla, which was so intimate and thoughtful. We had dinner every night at their restaurant, Da Pode, which is some of the very best food I think we have eaten in our lives! It was also phenomenal value for money. Breakfast is in the same restaurant, of which there is lots of variety, and all fresh and very nice. Free shuttle into San Gimignano is great, and the swimming pool is so welcome after a long day in the heat! We will be back here, every year if possible! The best of Tuscany!

Very much enjoyed our stay. Lovely view, very accommodating, great location.

Lorenzo and Claudia are very friendly and receptive. The accommodation delivers everything as shown in the photos. Amazing place

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 on 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 unwind and enjoy the real Tuscan lifestyle. We would have liked to have stayed longer and will definitely be 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.

No need to look any further. You’ve found where you want to be! Chris’s place is a piece of heaven. It is so beautifully and authentically decorated with traditional wooden beams and stunning furniture, comfortable sofas and beds with all the amenities you need. The pool and gardens are a dream with plenty of seating options and such pretty views, surrounded by greenery and full of charm. Not to mention the beautiful dogs, Lucca and Sienna and the donkeys! It is the Tuscan countryside, so don’t be surprised by the mosquitoes and the little geckos. Then of course, there’s Chris himself, who is so kind and friendly and makes you feel so welcome and at home! It was my MIL’s birthday and he went above and beyond to help make it that extra bit special! He is such a wonderful and generous host who works tirelessly to create this haven that we had the privilege of staying in. So thank you Chris, for everything! Best place we’ve stayed in Italy so far!