Apartment vacation rentals in Radda in Chianti

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!

La vacanza è stata magnifica, il posto meraviglioso, tranquillità assoluta , l'appartamento bellissimo, pulito, la piscina in mezzo al verde degli ulivi è prato. Ana, è stata gentilissima proprietaria molto amichevole, persona seria è tranquilla, consiglio a tutti la location è stupenda meravigliosa. un caro saluto a tutti

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.

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!!!

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.

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!

Een onvergetelijke ervaring bij Agriturismo Casavecchia – het hart van Toscane! Als je op zoek bent naar het échte Toscaanse gevoel, dan is Agriturismo Casavecchia een absolute parel. Gelegen in een adembenemend mooie omgeving, omringd door glooiende heuvels, cipressen en wijngaarden, voelt het alsof je in een ansichtkaart bent beland. Wat deze plek echt bijzonder maakt, zijn de mensen. De gastvrijheid is hartverwarmend – oprechte vriendelijkheid, alsof je bij familie logeert. Je voelt je hier meteen welkom en op je gemak. Maar het absolute hoogtepunt? Het restaurant. Elke avond is een culinaire belevenis. Authentieke Toscaanse gerechten, bereid met verse ingrediënten uit de streek en met liefde klaargemaakt. De smaken zijn puur en intens, en elke maaltijd is een feest. Of je nu geniet van een traditionele pasta, een gegrild stuk vlees of een lokale wijn – alles klopt. Kortom: Casavecchia is niet zomaar een verblijf, het is een ervaring die je bijblijft. Voor wie Toscane echt wil v

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.

Worth every penny. Elisa was helpful and responsive. Very very convenient to check in and out. Beautiful view of the piazza and large patio. The photos actually don’t do it justice. The furniture has been updated since the photos and the whole apartment is clean and renovated. She left us a bottle of wine and waters in the fridge. We felt right at home in the heart of Chianti. The Greve market is on Saturday and mostly clothes but fun to watch and walk through. Many restaurants and places to go to. We would definitely stay here again.

Sarete letteralmente nella Storia, ossia in un castello del XIII secolo: ci sono alcuni inconvenienti (come la scala di accesso, piuttosto ripida), ma la sistemazione è accogliente, calda e confortevole (soprattutto se all'esterno il clima è piovoso, come durante la nostra permanenza) e la vista sulla vallata circostante un autentico spettacolo, soprattutto nelle prime ore del mattino. Nelle immediate vicinanze dell'alloggio ci sono botteghe e locali, il che è decisamente positivo, visto che il borgo di Volpaia dista circa 10 minuti in macchina dal centro di Radda in Chianti. Alessandro (coadiuvato da Loriana) è stato un host esemplare sotto tutti i punti di vista.

Дуже гарне помешкання. Ми побували у справжньому палаці. Фрески створюють особливу італійську атмосферу. Все дуже сподобалося.

O apartamento de Elena é moderno e estava muito limpo, organizado, muito bem equipado e abastecido com itens básicos essenciais. Além disso, Elena mantém uma cozinha a disposição dos seus hóspedes. O local é muito agradável, silencioso e com uma vista linda das colinas da Toscana, além de estar muito bem localizado, muito perto de Montepulciano, Siena, Pienza e Montalcino. Ótima base para explorar com calma essa região da Toscana. E Elena foi uma anfitriã sensacional, sempre presente e a disposição, mas sempre muito discreta. Com certeza recomendo.

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!

My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!

Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

appartamento molto comodo, eravamo 4 adulti, camere spaziose, bagno molto grande più uno di servizio. Situato in una zona strategica per noi motociclisti in quanto vicino alle più belle città toscane. Ci torneremo sicuramente. L'host molto presente anzi precedeva sempre una nostra eventuale domanda.

Tutto perfetto. La posizione dell'appartamento è magnifica: immerso nel verde, offre una vista rilassante sulle colline circostanti. Allo stesso tempo è in una posizione strategica per chi desidera visitare i borghi storici del Valdarno e del Chianti. L’appartamento è curato, luminoso e pulito. Paola e la sua famiglia sono padroni di casa molto gentili e sempre disponibili a offrire consigli su attività e luoghi da visitare nella zona. Consigliatissimo!

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!!

Nous avons été ravie de cet appartement très bien placé à Florence qui est une ville merveilleuse, il est situé très proche du fameux Ponte Vecchio Et nous nous sommes régalé grâce à la gastronomie Florentine. Nous recommandons vivement cette location

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.

This property is beautiful, clean, convenient, full of modern amenities, and within walking distance of everything a tourist wants to see in Florence. It is nearly perfect in every way. The view of the Ponte Vecchio Bridge is world class. One note: it advertises that it has a hot tub, but it does not.

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!

Wygodny choć nieco staromodny apartament w spokojnej okolicy, wokół dużo zieleni i piękny widok z okna. Duży i zadbany basen z przestrzenią do odpoczynku. Dobre miejsce na relaks po zwiedzaniu Sieny i okolic.

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!