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Search results; Over 1,000 homes in Castellina in Chianti

Guest favourite
Villa in Castellina in Chianti
Manor House - IlVillinoFarmhouse
4 bedrooms, 5 beds, 2 private bathrooms
23–28 Oct
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4.93 out of 5 average rating, 253 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
4–9 Aug
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds
29 Oct – 3 Nov
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds
6–11 Aug
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Castellina in Chianti
Small romantic apartment overlooking the vineyards
1 bedroom, 1 bed
8–13 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in San Donato
My home
2 bedrooms, 2 double beds
3–8 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Castellina in Chianti
Agritourism house with swimming pool Godenano di Mezzo
1 bedroom, 2 beds
3–8 Sept
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed
18–23 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: among vineyards and relaxation
1 bedroom, 1 double bed
10–15 Oct
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Flat in San Donato
Loft in the heart of Chianti.
1 bedroom, 1 double bed
26 Sept – 1 Oct
4.97 out of 5 average rating, 116 reviews
Room in Barberino Val d'Elsa
Room with a view of the Chianti "Lo Spazio Sospeso"
1 sofa bed
5–10 Aug
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds
10–15 Oct
Apartment in Greve in Chianti
“Il Rifugio di Greve in Chianti” + Wine Experience
1 bedroom, 2 double beds
3–8 Aug
New place to stay
Top guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds
30 Sept – 5 Oct
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds
19–26 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 33 reviews
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
2 bedrooms, 4 beds
16–21 Oct
5.0 out of 5 average rating, 32 reviews
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds
21–26 Aug
New place to stay