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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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4.99 out of 5 average rating, 134 reviews
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, 97 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 Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.97 out of 5 average rating, 77 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 128 reviews
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 12 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 Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Noce
Historic 17th-century farmhouse in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in San Donato
My home
2 bedrooms, 2 double beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Barberino Tavarnelle
Breathtaking Views in Our Chianti Country House
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
5.0 out of 5 average rating, 82 reviews
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
6–11 Sept
New place to stay
Top guest favourite
Villa in Barberino Tavarnelle
Chianti Holidays, Il Poggetto by Alfina
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Holiday home in San Gimignano
Breathe in Tuscany: 180° view of the hills
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 159 reviews
Top guest favourite
Flat in Panzano in Chianti
Alessandro's apartment
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 11 reviews