
Apartment holiday rentals in Radda in Chianti
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Top-rated apartment rentals in Radda in Chianti
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Weekly apartment rentals

Borgo Iesolana Suite Superior
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!

Colle ai Lecci: Design Apartment in Tuscany
Wir hatten eine unvergessliche Zeit hier - die Natur sowie die Anlage selbst sind wunderschön, etwas rustikal mit ein paar Erneuerungen, über die Ana viel erzählen kann. Man kann sich auf dem Gelände super verteilen, hat genug Privatsphäre falls erwünscht und kann die schönsten Sonnenuntergänge beobachten. Auch der Pool zwischen den Olivenbäumen ist traumhaft. Wir konnten von hier aus einige Städte wie Florenz und Siena besuchen, auch hier hatte Ana super Tipps für geeignete Restaurants parat. Wir kommen gerne wieder!

Sunny apartment on wine farm
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 !

Appartamento T4
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!

A view from the top, Montepulciano
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!

La Casa del Fattore nel Chianti
Nous avons passé un très bon séjour chez Liza et Filippo, l’appartement est très bien rénové, nous y avons très bien dormi et il y a tout ce qu’il faut. Nous avons été très bien accueilli. On se sent chez soi. Encore un peu d’odeur d’humidité lié à la période sûrement ! L’emplacement est idéal pour vadrouiller dans cette belle région. Merci!

Appartamento "Gardenia"
Monica’s place is exactly as described by the others. This place is a true gem! Another thing to note is that although there is no laundry in the unit there is a laundry mat across the street. I would recommend this stay to anyone looking for the small town Tuscan adventure of their dreams!

Poggio Massiccioli
Wow- a beautiful location, villa and host. Magical stay as our last part of holiday in Italy. Absolutely recommend. 3km to Poggibonsi for groceries/wine refills. Proximity to other Tuscan towns to visit is super close and easy driving.
Private apartment rentals

"Casa Alda" magica vista sulla Piazza di Greve
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.

Casa Selvolini - Appartamento Lina VOLPAIA
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.

Il Casale di Villore, Poggibonsi, Siena, Tuscany , Morellino Apt.
We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.

Bella Vista at Montebuoni
Excellent sejour ds ce havre de beaute et de silence magnifique. Personnel hyper .merci a landreana plus particulierement . L equipe est hyper reactive tout est parfait

Al Poggio della Capannina di Castellina in Chianti
Příjemné a klidné ubytování. Děkujeme za pobyt 😊

Palazzo del Papa Suites standard
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.

Guardo al Chianti
Fantastic couple of days in Panzano! The views are spectacular, such a beautiful place. Veronica is the perfect host, so responsive, nothing was too much. I wish we had stayed longer....... thankfully, there is always next time 😁

Herons Superior Apartment - Splendid view!
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.
Apartment rentals with a hot tub

Apartment with garden in the heart of Tuscany
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!

Casa di Delizie - The Medici private leisure house
Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.

Pepi Garden Loft with Jacuzzi Pool
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.

.2 La Casa sui Tetti dell'Oltrarno
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

Domus Nannini - L' Angolo di Paradiso Spa
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!

[Ponte Vecchio] Prestige and unique view
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

Villa’Colombaiolo di Marciano',28
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.

LUXURY APT IN THE CITY CENTER
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!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Santa Maria della Scala