
Holiday rentals in Montegrossi
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Top-rated holiday rentals in Montegrossi
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Other great holiday rentals in Montegrossi

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

Home in Montegrossi
4.7 out of 5 average rating, 10 reviewsHouse Relax in Chianti
PaoloRating, 5 stars2 months ago
Giulia and Silvia were two perfect hosts! They were very understanding when we had an issue on the day of check-in and had to do it 4 hours before the scheduled time. Silvia was very helpful and welcomed us on short notice. They also left us some local products that were much appreciated. A beautiful little house on the Tuscan hills, perfect for those who want to visit Tuscany and stay in a quiet location surrounded by greenery🍀 Having your own means I think it's necessary
Top guest favourite

Villa in Gaiole in Chianti
5 out of 5 average rating, 19 reviewsVertine Countryside
PamelaRating, 5 stars3 weeks ago
We had a terrific stay and enjoyed meeting Carlotta who brought us fresh picked cherries our second day. She was very friendly and helpful with recommendations. The beds were a little hard, but we slept well. The house was decorated nicely, the upstairs bathroom is beautifully tiled, and the outdoor area was wonderful to spend time and eat at the large table. We would definitely return again!
Guest favourite

Flat in Gaiole in Chianti
4.88 out of 5 average rating, 116 reviewsCasa Martini in Historic Chianti
HugoRating, 5 stars2 weeks ago
Nice stay, quiet place perfect for resting and visiting the cities of Tuscany nearby. I highly recommend this apartment with all the necessary equipment and comfort. The hosts are very nice and super responsive. You can go there without so much as a second thought
Superhost

Holiday home in Greve in Chianti
4.9 out of 5 average rating, 20 reviewsCuculo - Rifugium
KlioRating, 5 stars2 months ago
Beautiful apartment in the countryside. Spacious and clean. The access by car was a little difficult but definitely recommended.
Luxe

Villa in Radda in Chianti
5 out of 5 average rating, 12 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!

Home in Gaiole in Chianti
4.94 out of 5 average rating, 18 reviewsHeroic Villa
NeşaRating, 5 stars10 months ago
Perfect place , crystal clear pool, perfect placed in toscany ... nothing more i need to say. It was a lovely vacation .
Top guest favourite

Farm stay in Greve in Chianti
4.98 out of 5 average rating, 59 reviewsCasa Giulia di Sopra Farmhouse
DarioRating, 5 stars3 weeks ago
What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Ponte Vecchio
- 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
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Pinocchio Park
- Teatro Verdi
- Nelson Mandela Forum
- Palazzo Vecchio