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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
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, 16 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
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
12–17 Oct
Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
6 bedrooms, 8 beds, 5 bathrooms
11–16 Sept
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
Superhost
Home in Gaiole in Chianti
Fienile House
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
30 Aug – 4 Sept
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
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
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
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 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 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
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
7–12 Aug
Top guest favourite
Villa in Greve in Chianti
Villa San Martino 6-8 people
4.96 out of 5 average rating, 50 reviews, 3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug