Family-friendly holiday rentals in Montaione

Everything was great about the stay! We were really starving the day of ur arrival and Francesca was able to bring us some food for her that was all needed to kick start our day!

If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.

We had a truly wonderful stay – for all five of us! The house and the outdoor area were absolutely beautiful, even better than in the pictures. Everything was spotless, charming, well maintained, and well equipped. The garden was stunning, and the whole place felt peaceful and private. Ilaria and Francesco were the kindest hosts – helpful, responsive, and incredibly welcoming. We’re already thinking about coming back for a summer holiday (the pool and AC are perfect!). Great location for day trips to Pisa and Florence, and there are lovely restaurants nearby. It was an amazing birthday trip and really good value. We wish Ilaria and Francesco all the best – thank you so much for everything! ❤️❤️❤️ Katharina & family ❤️❤️❤️

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!

We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always reacted very quickly and helped us. It's perfect for simply getting out and enjoying the nature and tranquility of Tuscany. We will be happy to come back!

Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.

This is such a lovely place to stay. I was so happy to look at the surroundings with breathtaking views and the tranquility ( besides the fogs ) makes this place a paradise . The house was very spacious and confortable . The jacuzzi is really a plus and the swimming pool perfect . Francesco and Serena were so helpful to find activities for our family . The communication was great . I really recommend this place … soooo beautiful !

Both Barbara and Andrea were very welcoming and forthcoming when we encountered a hitch in our travel plans. They are unusually friendly, and accommodating hosts. The house is a great base for exploring the surrounding area and is tastefully decorated. Highly recommended!

We loved staying here. The home is a very drivable distance from Florence and the surrounding Tuscany area, and the views were amazing. We took their recommendations for nearby restaurants and wineries and were very impressed with all of it. Host was very responsive and helpful throughout our communication.

Martina is hands down one of the most thoughtful and attentive Airbnb hosts we’ve ever encountered and that’s just the beginning. This stay is tucked away on a stunning olive farm 🫒, offering peace, beauty, and a true taste of the Italian countryside 🇮🇹✨. We were warmly welcomed with a jar of fresh olive oil (which made our home-cooked meals feel extra special), and Martina went above and beyond by offering local tips and even assisting with reservations. The home itself was fully equipped: AC, kitchen, washing machine, everything worked seamlessly. If you’re looking for a tranquil, authentic stay with a host who truly cares, this is it. We’d return in a heartbeat.

A lovely antique home in a wonderful environment.The large garden is also well maintained and there is a beautiful view of the town of Portera.Delicious mountain water that is always flowing.It's full of good things 。

We were immediately enchanted by this property. Everything here makes up the image that one can have of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good right away, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb pool, the shaded terrace, the hearty homemade breakfasts! It's more than a crush, this place is a gem! We'll be back!

This was such an amazing stay! Very quiet, peaceful, and relaxing stay far away from the major cities. Beautiful views from everywhere! Would recommend doing their wine tour on site. It was fun, informative, and delicious! You definitely will need a car to get to this place in addition to restaurants and grocery stores. Would highly recommend this place!

Lovely apartment in the historic centre of San Gimignano, excellent level of cleanliness. Well-equipped kitchen, comfortable bed. I stayed for two nights and had a great time. The hosts, Federico and Helga, are fantastic and very friendly people. Excellent tips on how to get around the area and on restaurants with typical Tuscan cuisine and places with views of the hills ideal for aperitifs at sunset. I would definitely go back!

We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!

This has been the standout accommodation of our Italian tour so far. The photos do not show how amazing this place is. It’s on a vineyard and olive farm with the option for breakfasts (which were fabulous) and we also had a shred meal with others at the accommodation on one night. The food was wonderful and the atmosphere set to be relaxed with several courses taken over a few hours and flowing local wines. The apartment was beautiful and spacious with a very comfortable bed room. We ate in on a few nights and the kitchen was well equipped for making food. Anna was exceptional as a host always very helpful and with such a cheerful positivity. We chose to be away from the main towns to have a peaceful recharge and this accommodation gave us exactly that. Take a walk through the vineyards and capture a sunset that will be etched into your memories. Thanks again Anna for a wonderful stay ❤️

We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!

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.

What a magical stay! Christine is a true host and not only has curated a beautiful space but she also was perfectly attentive to us during our stay. The apartment was as comfortable as it is beautiful. We took advantage of the outdoor grill and swimming pool and although we explored the area we would have been just as happy to stay “home” all day. The recommendations for the area were true gems. We had breakfast our last morning and it was the perfect ending to our stay! I don’t think you can find a more perfect place.

Great stay! Quiet accommodation, with character. Very good welcome, very available and attentive host. Very good location to discover Tuscany, its beautiful villages and countryside. I would highly recommend it!

We had a great stay! Simona welcomed us directly and showed us everything in peace. The Airbnb is beautifully located in the middle of nature – perfect for switching off and relaxing. The place was very clean, lovingly and cozily. We felt completely comfortable and would come back anytime. Thank you for the wonderful time!

Eva's place is absolute heaven. We stayed for 10 days with our two small children (1 and 4) and had the most wonderful time. The apartment is perfect – beautifully decorated with everything catered for. The outside garden and terrace is great for eating with amazing views. And the pool is also wonderful – we had it to ourselves the whole time we were there. We couldn't recommend this place more! Thank you, Eva and family!

Our Villa in Montespertoli was everything we could have wished for and more, full of all the modern conveniences required to cook if desired. The grounds were absolutely delightful and the hillside backdrop of grapevines etc was stunning to wake up to every morning in a secluded and peaceful place. We enjoyed many mornings having coffee around the poolside deck and afternoons sharing a glass of wine chatting with our friends after our many touring adventures. You definitely need to have a car to enjoy this Villa and surrounding areas like Pisa, Siena, hot Springs, San Gimignano to name a few. Our Caretaker Lia cooked us a delicious Sri Lankan dinner to share on our last night which we enjoyed immensely. Thankyou for hosting us in your home, we didn’t want to leave.

We absolutely loved our stay at this property in Reggello! The hosts were so warm and communicative—they greeted us upon arrival and gave us a full walkthrough of the home! The view was stunning, and the pool was beautiful and very clean. Aldo even came by each morning to clean it before we used it, which was such a thoughtful touch. Everything in the house worked perfectly—the Wi-Fi was fast, all the appliances and lighting functioned well, and we had no issues during our stay. The drive from Florence was easy (we had a rental car), and it made exploring nearby wineries and towns super convenient. We also LOVED their on-site farmers market. It was their own personal setup with wines, olive oil, jams, and other homemade goods -- plus fresh produce like eggs, garlic, artichoke, & shallots, which they generously offered free of charge. We’d definitely stay here again and highly recommend this property to anyone looking for a peaceful and scenic escape in the Tuscan countryside!