Apartment holiday rentals in Radda in Chianti

We spend here 4 nights with our dog and felt right at home. I love nature and I love to cook and the kitchen being small has everything and a window on the Tuscan landscape, Considering we were not lucky with the weather Antonio gave us a few great tips what to do and we had an amazing time! Also special shoutout to sweet Tilda ❤️ we miss her already John Olya Floyd

We had an unforgettable time here - the nature as well as the facility itself are beautiful, a bit rustic with a few renovations, about which Ana can tell a lot. You can spread out on the grounds, have enough privacy if desired and can watch the most beautiful sunsets. The pool between the olive trees is also fantastic. From here, we were able to visit some cities such as Florence and Siena, and here, too, Ana had great tips for suitable restaurants. We will be happy to come back!

Laura and Stefania were fantastic hosts and the apartment was the perfect base to explore Castellina in Chianti and the Tuscan hills. They were both very responsive and friendly and had suggestions for places to eat as well as helped plan local transport.

AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

Our stay at Le Cinciole was our Tuscan country stay dream come true! After a few days in Rome I’m so glad we rented a car and made the drive to Tuscany to relax and unwind! Valerie and Luca are warm welcoming hosts that make you feel at home in their beautiful authentic country style guesthouse situated in their organic vineyards. The only sounds you hear are birds singing (even a Cuckoo bird) and the stars at night are brilliant in the county sky. We had an amazing wine tasting and an informative interesting tour of the winery operation. Valerie arranged for a local chef to prepare a private 3 course Tuscan dinner for us at the property! Our accommodation was on 2 levels - a bedroom and bath on each, which was nice for us as my husband and I were travelling with our adult daughter. The little historical village of Panzano is a 15 minute walk. I would love to return here again someday! Thank you Valerie You are wonderful !

Veronica's apartment in Panzano is a little gem of a place. Perfectly located on the edge of town with great views it was the best location in terms of privacy and access to amenities and restaurants. The apartment itself was fantastic...spacious rooms, a very comfortable bathroom, and a large balcony with the best views of Tuscany. Veronica herself was the best host possible...always available and quick to respond, infact went out of her way to help me with a request I had made. Her recommendations for restaurants was very good and I had the most wonderful stay at her apartment in beautiful Tusacany. Would love to be back.

An ideal place to tour Tuscany in a relaxed way and then relax in an apartment with a nice garden.

We originally planned to stay at Bryan’s place over the weekend just to explore nearby Florence, but the charm of his home completely stole the show. Florence felt like the cherry on top instead of the other way around. Nestled in a huge, lush garden bursting with hundreds of flowers and all kinds of trees, and staying in a cozy apartment that felt like a little museum, we had such a wonderful, memorable experience that left us feeling truly happy. Bryan was not only super friendly and easy to talk to, but also incredibly welcoming and helpful. Next time we’re in Florence or any nearby town, there’s no question - we’ll be coming back here!

You will be literally in History, that is, in a 13th-century castle: there are some drawbacks (such as the access staircase, rather steep), but the accommodation is cozy, warm and comfortable (especially if the weather is rainy outside, as during our stay) and the view of the surrounding valley is an authentic spectacle, especially in the early hours of the morning. In the immediate vicinity of the accommodation there are shops and clubs, which is definitely positive, since the village of Volpaia is about 10 minutes by car from the center of Radda in Chianti. Alessandro (assisted by Loriana) was an exemplary host in all respects.

5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

Excellent stay in this haven of beauty and magnificent silence. Hyper staff. Thanks to Landreana in particular. The team is super responsive, everything is perfect

If Lorenzo's place is available, just book it. You couldn't be more centrally located. Everything in Florence is walking distance from the unit. The view of the Duomo from the main room is stunning. The stairs can be a little tough if you have heavy luggage but the elevator helps a lot. The air conditioning in the unit is also top notch. It was very hot during our stay and walking back in to the cold unit felt great. Thanks for an awesome stay!

We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!

The stay at Tommaso's farm house was perfect! I would even so it was the highlight of our visit to Tuscany 🙌 Great location near Castellina in Chianti, which made it easy to pick up supplies and visit places nearby. The swimming pool and the view were also just perfect to hang out and relax. Recommend reading the check-in instructions before you get there so you check-in at the right place in town 😅 That was our small mistake, but the people at the hotel check-in were super friendly and helpful. Can totally see us coming back again. Thanks for such an amazing stay!

Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.

Thank you Andrea, Laura and team. We loved our stay at the Castello di Bossi. It’s very quiet and beautiful surroundings with a lovely clean apartment. Comfortable bed as well. Would recommend:)

Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

Luca’s apartment overlooking the piazza was absolutely perfect! There were reviews about it being loud but honestly we were so tired every night from enjoying the beauty of Florence that I didn’t even notice any noise. The location couldn’t have been any better & it was a perfect space for my husband and I. Thank you Luca!!

Very nice apartment. We visited a real palace. The frescoes create a special Italian atmosphere. I liked everything very much.

Superb spot close to river. Bed is confortable. Yes, stairs could be a challenge for some only it is clearly stated. At the end of the day, it’s alright!

We had a wonderful stay. The patio and hot tub were amazing. Walk to everything. No need for a car. Lots of restaurants and attractions close by. Grocery store around the corner. Outdoor hot tub was lovely after a day of steps.

After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!