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Search results; Over 1,000 homes in Castelnuovo Berardenga

Superhost
Villa in Castelnuovo Berardenga
Large house in Chianti with pool and spa views
6 bedrooms, 6 beds, 4 private bathrooms
9–14 Oct, Business host
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4.81 out of 5 average rating, 16 reviews
Guest favourite
Room in Castelnuovo Berardenga
Private room in Bed and Breakfast Casa Cernano,...
Individual host
5–10 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Castelnuovo Berardenga
L'Agave - Apartment in the heart of Chianti
Individual host
22–27 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 472 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
19–24 Sept
4.9 out of 5 average rating, 30 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Loft in Siena
Siena Country Loft Hideway
Individual host
12–17 Oct
4.95 out of 5 average rating, 255 reviews
Guest favourite
Home in Rapolano Terme
The Golden Stone
Individual host
11–16 Oct
4.92 out of 5 average rating, 12 reviews
Superhost
Home in Castelnuovo Berardenga
Camere in Bed and Breakfast Casa Cernano
Individual host
15–20 Sept
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
Individual host
15–20 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
26 Sept – 3 Oct
4.96 out of 5 average rating, 102 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Guest favourite
Villa in Siena
Elf's Hut - Elf's Hut
Business host
26 Sept – 1 Oct
4.97 out of 5 average rating, 60 reviews
Guest favourite
Apartment in Castelnuovo Berardenga
Large apartment in the heart of Chianti
Individual host
19–24 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Castelnuovo Berardenga
Bed and Breakfast Casa Cernano
Individual host
15–20 Sept
4.92 out of 5 average rating, 215 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
15–20 Sept
5.0 out of 5 average rating, 4 reviews