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Search results; Over 1,000 homes in Quercegrossa

Top guest favourite
Villa in Quercegrossa
The Redi holiday villa in Chianti Classico, Tuscany
4 bedrooms, 6 beds, 2 private bathrooms
10–15 Oct, Individual host
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4.98 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
Business host
13–18 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
30 Oct – 4 Nov
4.92 out of 5 average rating, 386 reviews
Superhost
Villa in Quercegrossa
Petroio: spectacular villa in the heart of Chianti
Individual host
8–15 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Ponte a Bozzone
The tranquillity of the Geggiano forest
Individual host
6–11 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Bivio Santo Stefano
Agriturismo Osea, Sunset flat
Business host
7–12 Oct
4.99 out of 5 average rating, 149 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
Business host
26–31 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Flat in Siena
[NEW!] Renovated, a stone's throw from the centre!
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 19 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Home in Fonterutoli
Private house overlooking Siena
Individual host
2–7 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
Business host
27 Oct – 1 Nov
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
Business host
19–24 Oct
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
Individual host
16–21 Sept
4.96 out of 5 average rating, 244 reviews
Flat in Monteriggioni
Apartment in a farmhouse on the outskirts of Siena
Individual host
5–10 Sept
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 16 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
Individual host
9–14 Nov
4.98 out of 5 average rating, 338 reviews
Top guest favourite
Farm stay in Greve in Chianti
Typical Tuscan country house
Business host
3–8 Dec
4.99 out of 5 average rating, 431 reviews