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Search results; Over 1,000 homes in Castelnuovo Berardenga

Guest favourite
Farm stay in Castelnuovo Berardenga
Apartment in Tuscan farm house.
1 bedroom, 2 beds, 1 private bathroom
23–28 Oct, Business host
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4.92 out of 5 average rating, 357 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
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
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
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
6–11 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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
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
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
Villa in Montepulciano
Wine Experience Villa in Montepulciano
Business host
15–20 Nov
4.97 out of 5 average rating, 125 reviews
Superhost
Home in Castelnuovo Berardenga
Camere in Bed and Breakfast Casa Cernano
Individual host
4–9 Sept
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