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.

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 had a great stay at Sylvia’s place. Location is excellent, walkable to everywhere and peaceful despite being close to a lively area. It was super clean, simply furnished but very comfortable and we loved having access to the terrace. Sylvia is a fabulous host- she was very friendly and helpful, especially spending time helping us work out the best way to travel to Pisa airport on the day of a national strike! It was nice to also have basics for breakfast - tea coffee milk juice toasts and jam, etc. I’d thoroughly recommend Sylvia’s place and would stay here again.

Lorenzo’s place is only a few minutes walk from the nearest tram station, Leopoldo, which was only 5 stops always from the S.M.N train station. It was easy to get around and has nice restaurants nearby too. Lorenzo’s place was clean, nice and had everything we needed. He was also very responsive and friendly, he checks on us time to time to make sure everything is okay. We enjoyed our stay and will recommend to anyone who is visiting Florence.

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!

This Airbnb was fantastic - clean accommodations, proactive and friendly host, easy to access and in the heart of Florence. And most importantly, had AC in the bedrooms :). Also within walking distance of Florence’s amazing landmarks. 10/10 would recommend!

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!

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!!

What a beautiful location! Photos will never do this landscape justice. Staff here are so so friendly! Book the wine tasting in the grotto - you won't regret it!

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!

A stunning location and wonderful facilities! Serene and peaceful. A perfect base for exploring San Gimignano.

perfect stay Mrs. Eva is very kind and friendly. I recommend it

Excellent option in Castiglione, close to both the sea and the city. I thought the breakfast option at the time you want was super novel and convenient for the traveler. We loved your company.

Adam is a super host, cant describe it with words. We stayed with our 11 months twins. He tryed to re-design the room for twins safety, because they are crawling and its not easy to travel with twins. But its easy when you stay at Adam’s place. He is super kind, polite, helpfull. About the airbnb, we stayed in the biggest room, it was well furnished, stylish, chic, cosy. Loved the atmosphere. The kitchen was 24-hour open. This was very important for us. Adam is staying in the same location so this is so important, if you need anything, you know he is there.

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 day. 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

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!