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Search results; Over 1,000 homes in Castelnuovo Berardenga

Superhost
Home in Castelnuovo Berardenga
The Chianti window
2 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
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4.9 out of 5 average rating, 134 reviews
Top guest favourite
Flat in Castelnuovo Berardenga
L'Agave - Apartment in the heart of Chianti
1 bedroom, 3 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 472 reviews
Guest favourite
Room in Castelnuovo Berardenga
Private room in Bed and Breakfast Casa Cernano,...
1 double bed, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Castelnuovo Berardenga
Camere in Bed and Breakfast Casa Cernano
2 bedrooms, 2 beds, 2 bathrooms
15–20 Sept
Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.84 out of 5 average rating, 109 reviews
Top guest favourite
Farm stay in Castelnuovo Berardenga
Bed and Breakfast Casa Cernano
5 bedrooms, 9 beds, 5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 215 reviews
Guest favourite
Room in Castelnuovo Berardenga
Casa Paola in Chianti, Orchid Room
3 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 24 reviews
Guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 170 reviews
Guest favourite
Apartment in Castelnuovo Berardenga
The Family Home between Siena, Chianti and Crete
2 bedrooms, 2 double beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Castelnuovo Berardenga
Large apartment in the heart of Chianti
2 bedrooms, 8 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 7 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Rapolano Terme
The Golden Stone
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Apartment in Noce
Historic 17th-century villa in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
11–16 Nov
5.0 out of 5 average rating, 222 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 17 reviews