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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
Flat in Castellina in Chianti
Casa Mirella in Chianti
4.94 out of 5 average rating, 54 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
5.0 out of 5 average rating, 96 reviews, 1 bedroom, 3 beds, 1 bathroom
29 Oct – 3 Nov
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
4.97 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
5.0 out of 5 average rating, 128 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Superhost
Home in Castellina in Chianti
Small romantic apartment overlooking the vineyards
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Oct
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
4.96 out of 5 average rating, 241 reviews, 2 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
4.97 out of 5 average rating, 75 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
5.0 out of 5 average rating, 12 reviews, 1 double bed, 1 bathroom
18–23 Aug
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
5.0 out of 5 average rating, 48 reviews, 2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
Top guest favourite
Apartment in Bivio Santo Stefano
Agriturismo Osea, Sunset flat
4.99 out of 5 average rating, 146 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Flat in Barberino Val d'Elsa
Apartment in Chianti at Mulino dell'Argenna
4.99 out of 5 average rating, 148 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Sept
Top guest favourite
Flat in San Donato
Loft in the heart of Chianti.
4.97 out of 5 average rating, 116 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug