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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
24–29 Oct, Individual host
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4.91 out of 5 average rating, 99 reviews
Guest favourite
Room in Castelnuovo Berardenga
Private room in Bed and Breakfast Casa Cernano,...
Individual host
4–9 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 470 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
29 Nov – 4 Dec
5.0 out of 5 average rating, 54 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, 3 reviews
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
5–10 Sept
4.9 out of 5 average rating, 30 reviews
Top guest favourite
Loft in Siena
Siena Country Loft Hideway
Individual host
12–17 Oct
4.95 out of 5 average rating, 254 reviews
Guest favourite
Home in Rapolano Terme
The Golden Stone
Individual host
11–16 Oct
4.9 out of 5 average rating, 10 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, 54 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
19–26 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
12–17 Sept
4.98 out of 5 average rating, 57 reviews
Superhost
Home in Castelnuovo Berardenga
Camere in Bed and Breakfast Casa Cernano
Individual host
3–8 Sept
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
Business host
15–20 Nov
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Castle in Serre di Rapolano
Castello delle Serre – Private Villa
Business host
17–22 Oct
4.97 out of 5 average rating, 29 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, 48 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
Apartment in Castelnuovo Berardenga
Large apartment in the heart of Chianti
Individual host
21–26 Sept
5.0 out of 5 average rating, 7 reviews