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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 reviews

Tuscany 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 reviews

Fonterutoli 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 reviews

Apartment 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 reviews

Casa 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 reviews

Farmhouse (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 reviews

Campoquadro 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 reviews

Villa 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 reviews

Romantic 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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