
Vacation rentals in Radda in Chianti
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Top-rated vacation rentals in Radda in Chianti
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Popular amenities for Radda in Chianti vacation rentals
Other great vacation rentals in Radda in Chianti
Guest favorite

Apartment in Quercegrossa
5 out of 5 average rating, 9 reviewsTuscany gem: The Chianti Farmer's House
NickRating, 5 stars2 days ago
A wonderful space - just tucked away from town but easy to get in. Beautiful spaces and very welcoming hosts. We had a wonderful time!
Top guest favorite

Apartment in Fonterutoli
5 out of 5 average rating, 10 reviewsFonterutoli Apartment
Pascal-NicoleRating, 5 stars5 days ago
Great place to stay and easy to reach. Great to have food at the Osteria in town…. Very quiet town but not far from anything. Would for sure go back.

Apartment in Galenda
5 out of 5 average rating, 4 reviewsApartment Lippi
FrancescaRating, 5 stars3 weeks ago
Great little apartment, very quiet
Guest favorite

Apartment in Radda in Chianti
4.96 out of 5 average rating, 24 reviewsCasa Lilio - In the hearth of Chianti Classico
JeskeRating, 5 stars1 month ago
Spacious and super clean apartment with a lovely terrace and a short walk from the center (just walk out the street). Dana is a very good hostess and gave us a warm welcome while we arrived later than intended due to circumstances. There was a large bowl of fresh fruit ready for us, nice to have such an attention. We enjoyed the house and the location. Dana is easy to reach but also leaves you very private. Definitely worth repeating to stay here.
Superhost

Private room in Greve in Chianti
4.86 out of 5 average rating, 318 reviewsFarmhouse (Sa) Chianti Classico, Greve in Chianti
Tuna MertRating, 5 stars1 month ago
We spent five wonderful nights here and couldn’t have enjoyed it more. From the moment we arrived, we felt completely at peace, surrounded by beautiful greenery and the calming sounds of nature. Our heartfelt thanks to our lovely hosts, Viviana and Sebastiano, who made our stay truly special. The home-cooked meals and their wine were absolutely delicious. They made us feel right at home. It’s the kind of place that stays with you long after you leave. We would definitely love to come back!
Top guest favorite

Private room in Greve in Chianti
4.94 out of 5 average rating, 142 reviewsCampoquadro di Panzano "La stalla" Private Room
LeoniRating, 5 stars2 weeks ago
⭐️⭐️⭐️⭐️⭐️ A beautiful place where you feel right at home. The house is very friendly and exactly as you imagine a beautiful house in Tuscany. I slept incredibly well and recovered very well. The garden is full of fruit trees and at night the fireflies glow - it is good to spend time there. You can park right in front of the house. Raffaella is a very great host. I would even say that it has been my best Airbnb experience so far. 🌳♥️🌳
Luxe

Villa in Radda in Chianti
5 out of 5 average rating, 11 reviewsVilla Montemaggio
AdamRating, 5 stars1 week ago
Our stay at this property was absolutely amazing—truly the highlight of our trip. The home itself was beautifully maintained and comfortable, but what made it unforgettable was the incredible experience with the property manager. We took a hands-on cooking class and wine tasting led by her, learning authentic local recipes and sipping regional wines—a perfect blend of culture, flavor, and fun. You could also feel the owners’ passion for the area in every detail: from the charming décor to the carefully curated guidebooks and thoughtful local touches throughout the house. The location was ideal too—peaceful yet within reasonable reach of villages worth exploring. Communication with the host was flawless, and check-in was seamless. This wasn’t just a place to stay—it felt like being welcomed into a family who genuinely loves where they live, and that warmth shone through in every aspect of our visit. Highly recommend for anyone seeking an immersive, heartfelt getaway! Well done Valeria!
Guest favorite

Hotel room in Castelfranco di sopra
4.89 out of 5 average rating, 164 reviewsRomantic Medieval Village with pool
OguRating, 5 stars1 week ago
We had a great stay and the host Oscar and crew were very friendly and helpful. You can really relax at this place, the atmosphere was very nice and cozy. The service was very good, when we arrived the kitchen was closed but we still got lunch. Furthermore this place is an oasis of peace with a beautiful view. If you are looking for quiet place, then this is the spot.
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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