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

Guest favourite
Cottage in Castellina in Chianti
Cottage Cappero - Masseto In Chianti
2 bedrooms, 3 beds, 2 private bathrooms
23–28 Aug
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4.97 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
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
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
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds, 1 bathroom
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, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 30 reviews
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
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
Superhost
Home in Gaiole in Chianti
Fienile House
2 bedrooms, 2 double beds, 2.5 bathrooms
21–26 Aug
New place to stay
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
4.96 out of 5 average rating, 241 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 75 reviews
Guest favourite
Flat in Castellina in Chianti
Cogno Mill - Il Ritrecine
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 double beds, 6 bathrooms
2–7 Aug
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
5 bedrooms, 5 double beds, 5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 127 reviews
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
Villa in Greve in Chianti
Villa San Martino 6-8 people
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 50 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug