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

Top guest favourite
Villa in Castellina in Chianti
Setriolo by Arceno Rentals Club, Pool Concierge
5 bedrooms, 3 beds, 4 private bathrooms
28 Aug – 2 Sept
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4.94 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
1–6 Aug
4.94 out of 5 average rating, 54 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
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds
24–29 Oct
5.0 out of 5 average rating, 15 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
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds
25–30 Oct
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
10–15 Oct
4.98 out of 5 average rating, 45 reviews
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds
1–6 Aug
Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
6 bedrooms, 8 beds
10–15 Aug
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
Superhost
Home in Gaiole in Chianti
Fienile House
2 bedrooms, 2 double beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds
18–23 Oct
4.97 out of 5 average rating, 75 reviews
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds
25–30 Aug
4.96 out of 5 average rating, 241 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed
1–6 Aug
5.0 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Barberino Val d'Elsa
Apartment in Chianti at Mulino dell'Argenna
1 bedroom, 1 double bed
12–17 Sept
4.99 out of 5 average rating, 148 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed
16–21 Oct
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed
7–12 Aug
5.0 out of 5 average rating, 12 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
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 48 reviews