
Holiday rentals in Montegrossi
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Top-rated holiday rentals in Montegrossi
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Montegrossi
Guest favourite

Flat in Pogi
4.94 out of 5 average rating, 89 reviewsBorgo 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!
Guest favourite

Home in Cavriglia
4.93 out of 5 average rating, 80 reviewsWonderful country house
MichaelRating, 5 stars5 days ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

Home in Montegrossi
4.7 out of 5 average rating, 10 reviewsHouse Relax in Chianti
PaoloRating, 5 stars1 month 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, 18 reviewsVertine Countryside
PamelaRating, 5 stars2 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, 115 reviewsCasa Martini in Historic Chianti
NicolaRating, 5 stars2 weeks ago
Excellent starting point for the Eroica and the wonderful surrounding countryside. Very clean and comfortable house, with the possibility of sitting outside to enjoy the peace and quiet of the early hours of the day or evening.
Guest favourite

Holiday home in Greve in Chianti
4.95 out of 5 average rating, 19 reviewsCuculo - Rifugium
KlioRating, 5 stars1 month ago
Beautiful apartment in the countryside. Spacious and clean. The access by car was a little difficult but definitely recommended.
Guest favourite

Flat in Radda in Chianti
4.91 out of 5 average rating, 79 reviewsLa Casina
StephanRating, 5 stars1 week ago
The stay at Paola’s place was great. It was clean, easy to get to by car, and has a small parking lot right next to the door. Everything was as described and Paola responded quickly. Would recommend! You should bring earplugs and be prepared for a slow internet connection. The WiFi is slow and sometimes breaks apart completely, while mobile service isn’t much better. So this is great for a digital detox.

Home in Radda in Chianti
4.57 out of 5 average rating, 7 reviewsCasa Beretone
EverardoRating, 5 stars10 months ago
Romano was a great host. Always available and very friendly. The space is big and with lots of class.
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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
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Nelson Mandela Forum