Holiday rentals with a fireplace in Castellina in Chianti

We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!

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.

Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)

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 received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

We loved our stay in Pietro’s beautiful, unique and historical place. The house is charming, well-equipped and spacious, the scenery and view are stunning, and the peace of the mountains is soothing. The drive up the mountains is an experience too! Communication with Pietro was easy, fast and kind.

Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

We loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.

We really enjoyed our stay, except that it was too short! We will need to return for a longer stay to really allow the peace and calm there to sink in. Special thanks to Mario and his daughter for welcoming us even though we were delayed several hours by the power outage in France’s Alpes-Maritime region, where we were arriving from. The sitting area in the garden has a spectacular view of the surrounding Tuscan hills. Next time, we will make better use of it, including for star-gazing in the clear night sky.

We had an amazing week in the villa. Even if hou have other people living there, you feel so calm and free. There is a designated spot for each appartements to eat so you can enjoy good time outside. The site is so clean and we ser that the host take good care of everything. We had a lot of recommandations to discover te surroundings and the host was so easy to reach when we needed. All the commodities were there, the appartement is well equiped. I strongly suggest to rent a car, it’s the easiest way to enjoy your stay there. I surely recommand this place and I would go back again.

We are so glad for the six days we were able to spend in Tuscany at Marta’s home! The setting is so peaceful – nothing but rolling hills and fields around, with the city of Siena in the distance. Sienna was only 17 minutes away by car, so we went for restaurants, market day, and sightseeing. We were also able to explore multiple other towns in Tuscany. This was a great central location for us. When we wanted to stay at the apartment, we enjoyed nice privacy, our own picnic table and gazebo, and soaked in the hot tub one evening. Marta’s wine (the first bottle is free) was fantastic. If we come to Tuscany again, we will certainly try to stay here!

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!!!

Clara was responsive and helpful. She was there to meet us and help us with parking and walked us through the entire house. She was wonderful. The space was perfect with a wonderful patio. Totally would recommend.

We love staying at Barbara's place. Its beautiful. Magic happens here. We will come back soon.

We enjoyed our stay at Francesco's place, the only downside was that we were a little to early to use the very beautiful pool, which we didn't expect. Francesco was busy cleaning the pool while we were there, and it is officially open for use only from June onwards. Fortunately we found a swimming spot at the river nearby, and other than the the place was great and Francesco was helpful and friendly.

This is Tuscany at its finest! Our stay at Casa Bonari was perfect. The villa inside was spacious, beautiful, comfortable, and wonderfully Italian. It was equipped with everything we needed. The exterior grounds were gorgeous and the views from the property in every direction were breathtaking. We made dinner and ate on the patio - it looked like a picture from a magazine. The villa is within easy walking distance of the charming Monticchiello which has a few excellent restaurants. We enjoyed strolling the picturesque streets and the incredible views of the countryside from the village. Our hostess, Valentina, was very gracious and helpful. We enjoyed meeting some of the friendly family members. They were so kind and left us with happy memories. We highly recommend Casa Bonari and hope to visit again.

We spent the whole week in this house. We look forward to welcoming you to your stay. Claudio was helpful and explained all the issues related to the accommodation. The host was waiting in the village next door. This was important because the access road is specific. In general, I recommend a car with high and good suspension, possibly 4x4. There are quite a few ruts and holes (they were just being repaired during our holiday) and it is certainly a challenge for ordinary cars or SUVs. The road is gravel. We just liked it and we had fun driving our off-road car. As for the house, it is a beautiful, old and atmospheric property. The style is visible on the outside and inside. Great pool. Beautiful views and surroundings. The quintessence of Tuscany. A good base for excursions. I wouldn't change anything there. The equipment is complete. Cleanliness also without reservations. Overall, it's great!

Our stay at Sonia’s place was like a week in a fairy tale. To stay in an 18th century home in Tuscany with the front door on the town square and the private rear terrace with a million dollar view was extraordinary. As for comforts & conveniences: There’s a parking space in the gated backyard, the beds are very comfortable, and the kitchen has lots of wine glasses. There’s also a well-stocked supermarket at the bottom of the backyard stairs. And if you see the food truck just below the center of town, be sure to stop for a sandwich. If you can get away from the terrace, Carolyn & Sonia recommended the restaurant Enoteca Baldi, and we do too.

Wow-10 days spent at Alec's villa and could have stayed longer! The age and beauty of this place makes you feel transported back in time. From the stone walls, the detailed wall paintings, furniture and decor, to the solid doors easily hundreds of years old... We spent hours just speaking of it's history. The house is clean, spacious, and had plenty of room for our family of 8. It is situated on a small family vineyard at the top of an incredibly windey road. There outdoor space was safe/secluded for my kids. The hill made for wonderful beautiful views and sunrise. However, as with much of Tuscany, we were glad our rental cars weren't too big! The closest town is 5 minutes away and has a few restaurants... Though not somewhere you can have coffee or walk the streets. About 15 minutes away is San Casciano where you can find coffee shops, restaurants, stores etc. Alec is a perfect host... helpful, responsive, and answered dozens of questions weekly. Book dinner at A Casa Mia for sure!

This was such a beautiful stay in Tuscany. When our family arrived it was magical to them to be in Beatrice’s home and countryside. It’s full of history and breathtaking views.

This Airbnb was absolutely the best. We loved it. Christina and family paid great attention to detail and were very easy to communicate with.we loved Ettore as well. It was a beautiful and comfortable retreat. My only watch out for drivers from the USA - the roads are very narrow. Apart from that everyone we met in Tuscany were really helpful and pleasant. Certainly can recommend The Old Cave.

Our stay with Marta and her family could not have been nicer. We felt absolutely comfortable from the first moment. The property is absolutely spacious, lovingly furnished, incredibly well maintained and run with love. Marta and her family are absolutely lovely and take care of their guests very nicely. All wishes are fulfilled. The pizza evening was wonderful and a successful conclusion to our stay. If you are looking for a dreamy, secluded Tuscan ambience and loving hosts, "Poggio del Fattore" is the right place for you.

Christina’s home was beautiful. She was an amazing host, getting us last minute reservations at restaurants and doing a cooking class with us on our last night that was fun and delicious!

Family of 5 here, 3 small kids. A wonderful stay! We toured surrounding villages in the morning and came back to the pool to beat the heat in the afternoon. The private cooking class with Valentina was the absolute highlight of the trip!

Leonardo, Lisa, & Nonna Sylvana all went the extra mile to make things run smoothly for us. With the welcoming torta & pizza, & the homemade lasagna a few days later, we were able to get by with very few groceries for the week. The villa & surroundings are incredible! The house is immaculate & well supplied. We didn't have a car but having one would have been nice to reach the surrounding area. We navigated the bus system that is available & it took us awhile to figure it out, but once learned, we were able to get to & from Florence. We walked to & from Impruneta which was further away than we realized. It's a bit tricky with no sidewalks, so we had to be careful. (Note: No taxis were available.) We splurged on a winery tour through Tours of Tuscany that picked us up & dropped us off at the villa, & drove us to 2 different wineries & San Gimignano. Amazing! Communication with our host was easy, very pleasant, & timely. We'd love to return & spend even more time there some day.