House vacation rentals in San Gimignano

This house is the perfect place for two families traveling together. It’s incredibly cozy, thoughtfully designed, and fully equipped with amenities that let you truly enjoy the beauty of the Tuscan countryside. From the moment we arrived, we felt at home. The hosts went above and beyond — welcoming us with fresh fruit, traditional sweets, bottled water, coffee, milk, and a selection of Tuscan wines, which we truly appreciated. They also provided high-quality Italian hygiene products, which added a thoughtful and luxurious touch to our stay. One of the highlights for us was the host’s responsiveness. Communication was always fast, helpful, and friendly — a detail that made a big difference. We didn’t get a chance to use the private pool due to our tight schedule, but the property still gave us a real sense of independence, comfort, and safety. I 100% recommend this property. It’s a peaceful, beautiful place — perfect for relaxing, connecting with nature, and creating memories

Miriam’s place is picture perfect - we felt like we were in a movie. The house has everything you could need and is very clean. There is another rental property attached to the house so there are other people close by but there are separate entrances to each place. The pool is a nice addition. The views are spectacular and Miriam was an extremely helpful host. Highly recommend this property if you want the perfect Tuscan experience.

We absolutely loved the property and the owners! Great location to visit the surrounding area! We would absolutely come back!

Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

What an absolute gem of a place. Lovely three bed property, that was spacious and clean. The gardens and view were breath taking. Many vineyards which are at a walkable distances. The town was around a 40min walk but we didn't mind this as it was so peaceful. Concetta was such a welcoming host, and the best part was the lovely meal she prepared for on my birthday. It was well worth the extra money. Wish we could have stayed longer to explore more. Thank you concetta!

This place is a gem! The most gorgeous location it’s almost hard to believe it’s real. Laura met us and gave us a tour of the house and how it worked. She was also responsive to questions throughout our stay. The grounds are very well maintained and the pool is one of the cleanest I’ve ever seen. It was a delight to return back every night after visiting some of the busier cities to a beautiful quiet property. I would definitely stay here again! Thank you for making our Tuscan dreams come true!

Tommaso was very responsive and fantastic! Check in was a breeze. The pool was great. Overall, it was a great stay for our trip in Tuscany!

This is a fabulous house. While we were there we had not so great weather so a lot of the outdoor space went unused but we did have one evening that it was nice enough to sit outside and over look the valley. This is a house that is not walkable to anything. We would say they "live in the country". We didn't have an issue with this since we had hired a driver but be aware that there is nothing close by. The owners were so responsive and so kind during check in. Couldn't have asked for better owners.

Incredible home, with stunning views! I hosted a group of friends here before my wedding, and we all agreed it was the most beautiful Airbnb we have ever stayed in. The hosts (Francesco and his wife Illaria) were extremely responsive and kind. They recommended a local chef to us, which turned into one of the best nights of our trip. 100% recommend and will be re-booking next time I travel to Tuscany.

I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!

It would be simply impossible to overstate how fantastic our stay here was. We're a well travelled family worldwide, and can honestly say we've never experienced anything quite like this week. The property is a hidden gem nestled in the side of the beautiful ancient village of Peccioli, surrounded by rolling hills of olive groves and vineyards as far as the eye can see. Enjoy breakfast/coffee in the private courtyard & gardens with morning sun pouring over you, or settle in for an evening listening to wildlife with a glass of Tuscan wine. The property is well equipped and boasts clean, tasteful sleeping area which my girls greatly enjoyed sleeping in the ceiling/mezzanine space! However, the big differentiator is Elena herself. You would be lucky to meet such a beautiful, warm, kind and sincere lady. She helped us enormously with local knowledge & advice about places we'd never have found, and can now say we'll never forget. Elena made this stay amazing, and we'll be coming back!!

Very peaceful and beautiful views from the rooms. Raffaella’s breakfast was very good and much appreciated! She gave amazing local food recommendations that are walkable from her house. She also helped us find parking in the city of Florence!

The house is located on Chianti which views to vineyard and olive yard, the most beautiful view for an airbnb. Everything is fully furnished, a lot of welcome foods and drinks. The hosts give clearly instruction and very responsive. It was a wonderful time spending our holiday there.

Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!

What a really fantastic stay at Anna's place!!! She and her husband have created a little paradise next to their house, behind a small chapel on the pilgrim path on a beautiful green hill! It is wonderfully private and quiet, while all the sights of Tuscany are close by. Furthermore, there is also a lot to discover in the very nearby area. You can retreat there wonderfully; away from all the tourists at the hotspots. Sooo nice!! This place just has very good vibes, as far as we are concerned! So, if you like to be some on your own and looking for peace, authenticity and no shared outdoor space with other tourists, then I can only say: 100% recommended!!!! We felt completely at home there and made very nice memories during our vacation. We will definitely come back!

Very lovely secluded country villa..

Staying in a 13th Century Palace was a spectacular trip. The owners and Bianca were the Most Gracious hosts. We were in Awe staying in this Special location with such history, beauty and elegance. This is a must Stay anytime in Tuscany!!!!! We loved ALL. Do not hesitate to join Pierluigi & company. You too will leave refreshed and dancing with Joy Kevin

first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Absolutely gorgeous property with country side view and a cozy outdoor area, plus two friendly black cats! Louise was the perfect host: friendly, generous, attentive, she even offered to help us out when we had a setback that was totally unrelated to our stay at her property. Highly recommend to any traveller seeking an idyllic stay in the Tuscan countryside!

Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.

Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!

A very nice quiet place! Too bad it wasn't very nice and hot during our stay, but we still bathed and enjoyed the wonderful view! Consider bringing mosquito hunting, as there are many. We would go back tomorrow morning if we could:)

This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.

We absolutely loved our location. The home was a great place to relax and also convenient for day trips throughout the area. The communication from booking to checking out was fantastic!