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Apartment holiday rentals in Radda in Chianti

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Popular amenities for Radda in Chianti apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Poggibonsi
4.95 out of 5 average rating, 61 reviews

Il Casale di Villore, Poggibonsi, Siena, Tuscany , Morellino Apt.

JohnRating, 5 stars2 months ago
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
Guest favourite
Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 25 reviews

Colle ai Lecci: Design Apartment in Tuscany

GülcanRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Castellina in Chianti
4.8 out of 5 average rating, 20 reviews

Al Poggio della Capannina di Castellina in Chianti

KieranRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Suites standard

TravisRating, 5 stars4 weeks ago
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.
Guest favourite
Flat in Greve in Chianti
4.94 out of 5 average rating, 94 reviews

Sunny apartment on wine farm

ChristineRating, 5 stars1 month ago
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 !
Top guest favourite
Flat in Panzano
5 out of 5 average rating, 84 reviews

Guardo al Chianti

Pratima KumariRating, 5 stars1 month ago
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.
Superhost
Flat in Castelnuovo dei Sabbioni
4.83 out of 5 average rating, 96 reviews

Charming flat very close to Chianti

FernandoRating, 5 stars2 weeks ago
Un espacio ideal para recorrer de manera relajada La Toscana y después tener un relax en un apartamento con un lindo jardín.
Guest favourite
Flat in Greve in Chianti
4.91 out of 5 average rating, 54 reviews

Chianti Patio Apartment

FraneRating, 5 stars1 week ago
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!

Private apartment rentals

Superhost
Flat in Volpaia
4.79 out of 5 average rating, 24 reviews

Casa Selvolini - Appartamento Lina VOLPAIA

StefanoRating, 5 stars2 months ago
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.
Guest favourite
Flat in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars2 weeks ago
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!
Superhost
Flat in Gaiole in Chianti
5 out of 5 average rating, 5 reviews

Bella Vista at Montebuoni

ChristineRating, 5 stars2 weeks ago
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
Guest favourite
Flat in Centro Storico
4.98 out of 5 average rating, 241 reviews

Enjoy a Boutique Penthouse Near the Duomo

SeanRating, 5 stars5 days ago
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!
Top guest favourite
Flat in Morrona
5 out of 5 average rating, 24 reviews

Loggia in Santo Spirito

MyaRating, 5 stars4 days ago
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!!
Superhost
Flat in Castellina in Chianti
4.83 out of 5 average rating, 54 reviews

Appartamento T4

KatrieRating, 5 stars1 month ago
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!
Top guest favourite
Flat in San Gimignano
4.98 out of 5 average rating, 42 reviews

Herons Superior Apartment - Splendid view!

MicahRating, 5 stars2 weeks ago
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.
Superhost
Flat in Bossi in Chianti
4.78 out of 5 average rating, 18 reviews

Rosa - Bossi di Sopra - Castello di Bossi

CarolineRating, 5 stars3 weeks ago
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:)

Apartment rentals with a hot tub

Guest favourite
Flat in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

DaniloRating, 5 stars1 month ago
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!
Guest favourite
Flat in Centro Storico
4.88 out of 5 average rating, 163 reviews

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

MeaghanRating, 5 stars1 month ago
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!!
Guest favourite
Flat in Florence
4.93 out of 5 average rating, 540 reviews

Casa di Delizie - The Medici private leisure house

BastienRating, 5 stars2 weeks ago
Difficile de trouver les mots pour décrire l’expérience de dormir dans cet appartement. Une fresque du 17e siècle embellit les murs et le plafond, c’est comme dormir dans un musée. J’avais loué l’appartement pour faire une surprise à ma femme, elle était stupéfaite ! Je recommande grandement.
Superhost
Flat in Morrona
4.8 out of 5 average rating, 708 reviews

.2 La Casa sui Tetti dell'Oltrarno

FloriaRating, 5 stars3 weeks ago
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
Superhost
Flat in Florence
4.8 out of 5 average rating, 274 reviews

Pepi Garden Loft with Jacuzzi Pool

DarrenRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Siena
4.94 out of 5 average rating, 109 reviews

Domus Nannini - L' Angolo di Paradiso Spa

DanyelleRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Siena
4.91 out of 5 average rating, 129 reviews

Villa’Colombaiolo di Marciano',28

EwaRating, 5 stars1 week ago
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.
Guest favourite
Flat in Centro Storico
4.88 out of 5 average rating, 229 reviews

LUXURY APT IN THE CITY CENTER

MitchellRating, 5 stars1 month ago
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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