Kid-friendly vacation rentals in San Gimignano

Breathtaking location with views that are exactly what you want in the Chianti region. It was a beautiful place and was very nicely setup. Extremely responsive and helpful host. He provided recommendations and was quick to respond to questions. The house is centered nicely within the region and allows access to many different villages, wineries, and restaurants. An amazing experience and I highly recommend!

Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.

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!

We really enjoyed our stay at Alessandro’s place 🇮🇹✨ The house was clean, nicely decorated and had everything we needed 🏡 The area was peaceful, yet well located to explore the region 🚗 Alessandro was responsive, thoughtful and easy to communicate with 🙌🏼 BEST AIRBNB 5/5 ⭐️⭐️⭐️⭐️⭐️

Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly locals 🤩😍

Friendly, accurate, and helpful host. Apartment located in a great location, quiet area and with various free parking lots nearby.

Thank you very much for your kindness and for the fantastic family home. Beatrice's recommendations were fantastic (we followed all her recommendations for both San Gimigniano and Piza and Siena) and we felt right at home.

Wow!!! What can I say about this most magical place that hasn’t already been said? 10/10 recommend Simone’s place. We will be talking about this stay for years to come. The property, the communication, the hotel amenities (restaurant Zita was wonderful but the spa massage experience was out of this world), the scenery. Just wow! Book this place while you can. We feel so lucky to have been able to stay here on our 2 week Tuscany adventure. Grazie!

Very clean Airbnb, the host left us with a bottle of wine and brownies for our arrival which was very thoughtful. The Tuscan views from the bnb was very nice.

Best place to stay!!! The charm of property draws you in immediately! A lovely garden, fresh flowers in the apartment, stunning views of San Gimignano. We loved the touches of old Italy everywhere (with the subtle inclusion of modern flair). And the little extras - a beautiful homemade tart welcomed us, as well as fresh fruit, juices, coffee and creamers and a few more fun surprises! Fabio and Alessandra are fabulous hosts - always answering any of our questions and having excellent advice on where to eat and things to do! The location is perfect for day trips to many of the Tuscan and Chianti region towns. And so lovely to come back to the charm of Fabio and Alessandra’s place. Grazie mille!!!

What an incredible stay at this beautiful apartment! Pictures don’t do it justice. A true Tuscan paradise. Apartment is spotless. Beautiful touches everywhere and very spacious. The views are incredible. Great front and back porches to relax and take in the beauty. Mario and Nadia are wonderful hosts. Always responsive and a pleasure to interact with. Loved our stay and would definitely come back again. Highly recommend!

Top location, with excellent amenities. The view is stunning and a big plus for the private cooking class! Don't hesitate, just book.

This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

Massimo was so kind and welcoming - very generous host just above his wine bar. There was a medieval festival happening in the town during our stay which made it 10x more amazing and immersive. Thanks!!

Franco's place exceeded our expectations! The surrounding views were breathtaking. We loved the fantastic amenities, especially the pool and ping-pong table, which were great for recreation. The location is perfect, being very close to San Donato, renowned as one of Italy's most beautiful towns. We discovered numerous neat spots to taste and buy local wine! A quick tip for future guests: plan your meals as finding food spontaneously can be tricky, and a vehicle is definitely recommended for getting around.

Carla was great host, always responsive and friendly. Perfect location where middle of the historical places, restaurants, etc.

Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!

Excellent accommodation, house as shown in the photos and description, located in a very nice little village. Clean and tidy property, Host always available for any information and kind.

A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

All impeccable! Extremely kind and helpful owner: she anticipated check-in by a few hours and allowed us to stay beyond check-out time. He welcomed us in front of the apartment, showing us the house and giving us excellent advice for visiting the area. The house was very clean, the kitchen had everything: utensils, dishes, oil, salt, coffee... it had everything! Spacious apartment, large balcony and very cozy! I will recommend this solution to all those who pass through Poggibonsi!

This was by far the most beautiful view we have ever had at an Airbnb or hotel room. The house was beautiful, but the sunrise from the balcony is something I will remember forever. Vittorio also offered recommendations, and Fulvia was flexible with our check in. The apartment is in the perfect spot to become familiar with town. We want to come back to stay here again. Thank you!

This place is great, I strongly recommend it. The hosts are also amazing. We stayed while doing a bike trip around Tuscany and the hosts allowed us to store our bikes in their garage.

The hosts are lovely, and very helpful. The apartment had a very well equipped kitchen and plenty of linen plus some special touches like toiletries. The view is incredible and we really enjoyed sitting outside in the evenings. Would recommend!