Kid-friendly vacation rentals in Siena

Stepheno was very helpful and was flexible with our check in. He even helped us book a super nice local restaurant. The apartment was very well equipped and decorated, and had everything we needed. The view over the valley and vineyard was amazing. We wish we could stay longer.

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!

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!

Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!

Staying with Carmelo and Christina was an absolute dream. From the moment we arrived, they made us feel like family — warm, welcoming, and genuinely invested in making our stay unforgettable. Their hospitality goes above and beyond anything we’ve experienced before. The cooking class was a true highlight — intimate, hands-on, and filled with laughter and stories. Carmelo and Carlo brought so much heart and tradition to the experience, and the food we made together was better than anything we’ve had in restaurants. The tour they led was equally exceptional — personal, immersive, and filled with local charm. You could feel how much they love sharing their culture and community. After this trip, I honestly can’t imagine staying anywhere else in Italy. Carmelo and Christina set a new standard. This wasn’t just a stay — it was an experience I’ll never forget. I’m already dreaming about my next visit.

We thoroughly enjoyed the stay. Everything was very clean. Such a great environment. We traveled with a 1-year-old child and were very warmly received. For my daughter, there were many toys, a crawling blanket, baby bed and high chair. The small playground was also impressive. Our highlight was the great sunset and of course the most beautiful pool we have experienced so far. We can only recommend it!

Awesome spot! Went here for our honeymoon and it was the perfect base for a few day trips throughout Tuscany. Cant beat the view and especially can’t beat the wine, cheese, bread, fruit, and pastries waiting for us when we walked in. Would definitely stay here again.

absolutely one of the best AirBNB experiences we have ever had! There is no better location if you are visiting Siena, especially if you would rather take the escalator up the mountain. The entrance is right across the street. Our host had thought of everything. From washing detergent to a bottle of wine. Take not though, in Siena it is sometimes difficult to get a taxi early in the morning unless you book it well in advance. Our host went out of his way to make sure we arrived at the train station on time! But just remember, book your departure taxi early! And oh yeah, the secret garden was awesome. A great place to kick back and enjoy the mountain air with a cool beverage;) 5 star plus plus!!

Lorenzo’s place is beautiful, and had everything we needed for our stay. It’s a short car ride from Siena and a grocery store, and a good base for day trips.

Loving Marta and her dad, always attentive. Siena is beautiful and the location is fantastic. To park from 8 am to 8 pm you have to pay for parking, otherwise there is a €40 fine. Marta answered my question about where to pay. Really, highly recommended!

Loved Simona’s beautiful flat, lots of gorgeous gardens around, picture perfect view of Siena. You’re in the countryside yet <10 min drive or taxi or Siena. Lots of space, our toddler loved it too!

Good location thanks to the escalators for easy access to the historic center. Listing as described and photos. Barbara is very responsive and friendly.

Simonetta and Marco were so friendly and helpful . Marco met us to take us to the parking spot. The unit was just as described and close to the action. I can recommend it to anyone coming to beautiful Siena

The place was very great. The room was decorated with many luxurious stuff, made us feel like we are staying at a 5-star hotel. They were also many snacks and food in the kitchen for free. Elena was also very kind and helpful during the whole stay. Location wise it is a bit far from some tourist attractions in Tuscany, but if you have a car you will not have a huge problem. And finally I suggest you spare some time of yours in the morning to enjoy the view of the house.

Wonderful stay! We loved the balconies! The place is in an amazing location and the interior is welcoming, clean, and really comfortable. Awesome recommendations from the hosts as well. Would love to stay again!

Deb has been the best host I have ever had. Responsive from day one setting up a chat and we were communicating from booking to the time of leaving. The accommodation itself was clean and comfortable - I was able to relax instantly. The tap that also gives you instant sparkling water - it was a revelation!!! Deb also has amazing staff and a restaurant which is absolutely delicious. Book now and if not available, check out her profile as she has many other accomodations in the town.

Accommodation really among the best, if not the best we've stayed in through Airbnb. As for the check-in, it was very easy, with the help of photos and videos that illustrate how to access the property. The area was very quiet, with easy parking right on the street of the house. As soon as we logged in, we were greeted by a delicious scent, synonymous with the cleanliness of the house, and by a bottle of wine and pastries (not all hosts welcome their guests so well). The house is well stocked with kitchen utensils and various condiments. The only pity is that it is in a basement, but despite this we had a really great time!

Very pleasant stay in the historic center of Chiusdino, a great place to visit the beautiful area. Apartment clean and equipped with everything you need. Franca is very helpful and proactive. Recommended.

Perfectly located apartment with everything you need and amazing views from every window. The host provided plenty of helpful instructions and advice. Great place to stay in a beautiful city.

The apartament was super clean and lovely! A great location in the heart of Siena! Laura even had free goodies for us! The check-in is simple. Highly recommend :)

Andrea was a terrific host! He gave us clear instructions was very accommodating of our late arrival, super friendly, and showed us what we needed to know about the apartment when we arrived. The place is really great! Very spacious, super clean, amazing view. We had everything we needed, and it was great to have a washer and dryer in the unit. The apartment is very central to Siena - just a short walk to everything. We parked at the soccer stadium, which was small fee each day (we used the car each day and left it overnight - it’s more expensive if you just leave it there the whole time), and about a 8 minute walk to the apartment. Overall, this was a great experience. Highly recommend staying at Andrea’s place!

Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Grazia’s place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!

The views are breathtaking from all rooms, especially from the balcony, which became our favorite spot. The location is perfect, just a few minutes walk from the main points of interest. Super well-equipped apartment, we didn't miss anything, with everything you need for cooking. The bedrooms are spacious and the beds are comfortable. Mirko and his family were exceptional hosts. Definitely a place we'd love to go back to!

We had a wonderful stay at Riccardo’s apartment in Siena. You cannot beat the location - it’s perfectly situated in the center of everything and made a great home base to explore Siena and the surrounding area. The apartment is beautifully designed and very clean. Riccardo was beyond helpful with local recommendations and helped us secure dinner reservations. Highly recommended when staying centrally in Siena.