Bed and breakfast holiday rentals in San Gimignano

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!

Simply Super. Exactly as described with very nice and helpful hosts

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.

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!

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.

The place was just as beautiful as in the photos, with a spacious and very clean room. I’m truly grateful for your help carrying my suitcase. Thank you so much!"

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!

A Dream Wedding at Il Grande Prato - Beyond Perfection Our wedding at Il Grande Prato was magical. From the moment we arrived with our guests, we felt the warmth and hospitality. Every detail, from the stunning landscape to the charming accommodations, was perfect. Giulia, Taisia, and the staff went above and beyond to make our wedding flawless. They handled everything! From transportation to and from the train station, to wedding décor and preparing the most delicious meals! No request was too big or too small. Their hospitality extended beyond the wedding, ensuring all our guests were comfortable and happy throughout the stay. Il Grande Prato is more than just a venue – it’s a place where dreams come true, thanks to the incredible people there. We couldn’t have asked for a more perfect setting. The accommodations were great! AirBnB doesn’t allow longer reviews so we’re providing a better detailed review online if you’d like to know more about how incredible staying here was!

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!

My boyfriend and I stayed here for three nights while visiting Tuscany. Our stay was amazing. Daniele and Maria are amazing hosts. The room was clean, breakfast was served every morning, and the wine they produce is great. The views from the accommodation are magical, and the location is perfect for visiting nearby cities. We combined work and sightseeing, and the wifi was good enough to work from here.

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

This was a great place for a great price! We stayed two nights and it was an absolutely beautiful place right on the river! Claudio was very responsive and prepared us an amazing breakfast in the morning.

Absolutely amazing stay! The location and house were fantastic. We loved our terrace/ balcony. We got the train into Florence and walked through the gates into Lucca - Lucca is beautiful. The breakfast was amazing, the best fresh croissants we’ve ever tasted! So much food and fresh orange and good coffee! Absolutely loved our stay here! Could come and go as we pleased, very quiet yet near everything. Thoroughly recommend. The bedroom/ embroidered sheets/ towels - attention to details which was appreciated.

Our stay at the castle was very memorable. Our host was absolutely fabulous. His articulation, his caring for our individual needs every morning. He made a custom map for us and highlighted some areas that he felt we would enjoy us on a lot of locations. We probably wouldn’t have gone without his suggestions and it was just a real nice, pleasant visit

A lone traveler by choice, I found the perfect refuge in this place. If you're worried about getting there by public transport, there's no reason to be: I did it without a problem. After the bus, there are well-marked trails; you just need good physical condition, although the route is not too demanding. This place is a real dream. I chose it for my first days after the flight and it was ideal for combating jet lag. I relaxed in the pool, read in the carefully tended gardens, and at night, I enjoyed the living room with a good book and a glass of wine. Breakfast is nice, but what you really fall in love with is the view. If you're looking for privacy, tranquility and a place to truly disconnect, don't hesitate: this is the place.

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

Gabrielle’s bnb was fantastic! Beautifully located in the Chianti country side, you are super close to incredible vineyards, restaurants, etc. The views are stunning, the pool is perfect, breakfast was great every day, and the entire property just feels dreamy. If we came back to this region I would gladly stay again.

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!

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.

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!

Lavinia's solution is perfect for short (but not too short!) stops. The garden is fantastic, the common areas are welcoming. Lavinia and her mother are polite and caring people, but not intrusive at all. The room is perfect for resting and photos correspond exactly to reality. Thank you! PS the breakfast was… delicious!