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

Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds, 1 private bathroom
29 Oct – 3 Nov
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5.0 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Jul
4.94 out of 5 average rating, 53 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, 16 reviews
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: among vineyards and relaxation
1 bedroom, 1 double bed, 1 bathroom
27 Jul – 1 Aug
4.95 out of 5 average rating, 38 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 Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 127 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
Flat in Poggibonsi
Modern and bright studio apartment! New!
1 bedroom, 1 double bed, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 475 reviews
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
4.97 out of 5 average rating, 74 reviews
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 double beds, 6 bathrooms
2–7 Aug
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
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 San Donato
Loft in the heart of Chianti.
1 bedroom, 1 double bed, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 113 reviews
Room in Barberino Val d'Elsa
Room with a view of the Chianti "Lo Spazio Sospeso"
1 sofa bed, 1 bathroom
23–28 Jul
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Colle di Val d'Elsa
CASTELLo - Home Sweet Home Tuscany
1 bedroom, 2 beds, 1 bathroom
21–26 Jul
4.96 out of 5 average rating, 28 reviews