House vacation rentals in San Gimignano

Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!

How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!

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 stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki

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!

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.

We enjoyed Maria's great house. We were kindly welcomed by Maria and her family, where we were welcomed with a bottle of wine and delicious cake. We were with 6 adults. There's plenty of room. It's nice that every bedroom has its own bathroom. It is a beautiful house in a beautiful area with a wonderful swimming pool between the olive trees and it is really equipped with every comfort. Very nice is also the charger for the electric car. We picked up fresh bread every morning from the local baker in the village 5 minutes away by car. Good base for the beautiful cities such as Lucca, Siena, Florence. The beach is also great. We felt very much at home. Maria and family, thank you for the great time in your beautiful home.

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!!

We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.

We stayed at Flora House as a family trip with my parents and had a wonderful time. The house is beautiful, peaceful, and perfect for a relaxing vacation. The kitchen is very well equipped, and we really enjoyed cooking meals together with fresh ingredients from the host’s farm. It was a great place to unwind and spend quality time as a family. Highly recommended!

We spent an amazing six days at the property and loved our stay. The check in was very smooth and Fede met us on arrival and explained everything to us very clearly. Ale took over for the rest of our stay and could not have been more attentive. He helped organise a wine tasting for us and also arranged to have a chef come to the house to give us a cooking lesson and eat a delicious traditional Tuscan meal. One of our cars would not start one day and Ale even offered to take a leave of absence from work to try and come and help. He really went above and beyond to help with recommendations of places to visit, local restaurants etc. We loved the terrace area for enjoying breakfast and lunch and found the beds very comfortable. The living area was also nice and cool despite the high temperatures. I would definitely recommend this to friends and family. Altogether a great holiday in a beautiful part of the country.

Raffaella deserves an extra star on the reviews. She is a wonderful host, very welcoming and very responsive. She went out of her way to make dinner reservations for us, at two wonderful restaurants - both in walking distance from her airbnb. The apartment was quiet, clean, with beautiful views. We did a lovely bike ride from town and enjoyed the beauty and quiet at Raffaella’s place. And her regional breakfast was such a treat!!! We hope to come back!

Clear and switable. Mark is a very hospitable guy. Beautiful surrounding nature. If you want to feel Italian soul and stile this is a prompt place.

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.

We are delighted with this vacation at Vanda's, where the location of the accommodation allows easy access to many sites to visit in the area. The house is quiet and well equipped. The garden offers a green and shaded relaxation area. Vanda is an extremely friendly and discreet host who takes care of her visitors and who succeeds, despite language difficulties, in establishing a caring atmosphere. We were privileged to have met him and we will treasure our time.

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!

This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.

So Beautyful location and views. House is charming and clean. we recommend.

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

I had a wonderful stay at Gilberto’s place and would absolutely recommend it to anyone visiting the area. The house is very comfortable to live in, well-equipped with everything you might need, and pleasantly warm inside, which made it feel very cozy. The internet is fast (30-40 mb/s) and stable, perfect for remote work. The bed was incredibly comfortable — I slept so well during my stay! Gilberto and his family are truly lovely people, always kind, helpful, and quick to respond to any message or question. It’s also a great location for trips to San Gimignano or Volterra, and there’s a very tasty restaurant right in the village (Tre Archi), which is definitely worth a visit. I highly recommend this place — it’s one of those stays that will stay in your memory for a long time, not only because of the beautiful home but also thanks to the warmth and hospitality of the wonderful family hosting it.

A place to truly feel Tuscany. Beautiful place, with all the necessary amenities. Very good taste in modern and functional design, and at the same time beautiful. It has shops a few minutes away by car. It's a dream place to be.

What a place! An absolutely perfect little hideaway in an absolutely gorgeous location. This charming abode has exactly what you need to completely escape and soak in the stunning surroundings of the Tuscan landscape. Even though it rained quite a bit of our visit, sitting on the veranda overlooking the pool and rolling hills nice and dry under the tent was magical - the lush view could never get old! The stone space is as quiet and cozy as can be - comfortable bed and couch, very functional kitchen, nice bathroom. Pretty antiques make the space homey. My husband even jumped in the very cold pool in the rain and now we want to come back in the summer sun to enjoy it more. Tommaso was incredibly sweet and offered recommendations and walked us through the whole place upon check in - and he was kind and responsive the whole time. Really can’t recommend this experience enough!