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Search results; Over 1,000 homes in Castelnuovo Berardenga

Guest favourite
Holiday home in Castelnuovo Berardenga
PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶
5 bedrooms, 10 beds, 5 private bathrooms
26 Sept – 1 Oct, Individual host
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4.91 out of 5 average rating, 100 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 471 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
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 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
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
21–26 Nov
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
13–18 Sept
4.98 out of 5 average rating, 59 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
Home in Rapolano Terme
The Golden Stone
Individual host
11–16 Oct
4.92 out of 5 average rating, 12 reviews
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
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
26 Sept – 3 Oct
4.96 out of 5 average rating, 101 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
Guest favourite
Flat in San Gusmè
La Dimora del Luca
Individual host
8–13 Nov
4.98 out of 5 average rating, 169 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Flat in Castelnuovo Berardenga
La Casa di Virma
Individual host
4–9 Oct