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Search results; Over 1,000 homes in Castelnuovo Berardenga

Holiday home in Castelnuovo Berardenga
Farmhouse in Siena with pool and panoramic view
5 bedrooms, 5 beds, 3 private bathrooms
16–21 Sept, Individual host
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4.77 out of 5 average rating, 43 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
Home in Castelnuovo Berardenga
Camere in Bed and Breakfast Casa Cernano
Individual host
14–19 Sept
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
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 Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
14–19 Sept
4.98 out of 5 average rating, 59 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 Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
19–24 Sept
4.9 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
15–21 Sept
5.0 out of 5 average rating, 54 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
Villa in Villa A Sesta
Private villa with pool
Individual host
24 Sept – 1 Oct
4.83 out of 5 average rating, 6 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
14–19 Sept
5.0 out of 5 average rating, 4 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
Farm stay in Castelnuovo Berardenga
Bed and Breakfast Casa Cernano
Individual host
14–19 Sept
4.92 out of 5 average rating, 215 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 Rapolano Terme
The Golden Stone
Individual host
11–16 Oct
4.92 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Castelnuovo Berardenga
The Family Home between Siena, Chianti and Crete
Individual host
14–19 Sept
5.0 out of 5 average rating, 10 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, 78 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