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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, 132 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
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
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
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
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
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
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
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
4.97 out of 5 average rating, 33 reviews, 1 double bed, 1 bathroom
17–22 Aug
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: among vineyards and relaxation
4.95 out of 5 average rating, 39 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Oct
Top guest favourite
Villa in Gaiole in Chianti
Galendino
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
Superhost
Flat in Castellina in Chianti
Agritourism house with swimming pool Godenano di Mezzo
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 4 beds, 3 bathrooms
16–21 Oct
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
Top guest favourite
Flat in San Donato
My home
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 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
Room in Ponzano
Room, private bathroom Chianti view
5.0 out of 5 average rating, 20 reviews, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Room in Siena
Casacenti B&B Siena historic center, Double room.
4.97 out of 5 average rating, 37 reviews, 1 double bed, 1 bathroom
4–9 Nov