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

Top guest favourite
Home in Castellina in Chianti
Private Chianti Cottage, Garden & Vineyard Views
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Oct
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4.98 out of 5 average rating, 133 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 96 reviews
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Castellina in Chianti
Small romantic apartment overlooking the vineyards
1 bedroom, 1 bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: among vineyards and relaxation
1 bedroom, 1 double bed, 1 bathroom
10–15 Oct
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 128 reviews
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
2 bedrooms, 4 beds, 3 bathrooms
16–21 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
1 double bed, 1 bathroom
17–22 Aug
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Gaiole in Chianti
Fienile House
2 bedrooms, 2 double beds, 2.5 bathrooms
30 Aug – 4 Sept
New place to stay
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
New place to stay
Superhost
Flat in Castellina in Chianti
Agritourism house with swimming pool Godenano di Mezzo
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Barberino Val d'Elsa
Apartment in Chianti at Mulino dell'Argenna
1 bedroom, 1 double bed, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 148 reviews