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

Descriptions are based on details hosts provide
Top guest favourite
Home in Castellina in Chianti
CHIANTI CLASSICO, VIEWS, WALK TO RESTAURANT
2 bedrooms, 3 beds, 2 private bathrooms
17–22 Jul
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5.0 out of 5 average rating, 71 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, 96 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Jul
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Farm stay in Noce
1600s villa with pool over vineyards
2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Flat in San Gimignano
Private courtyard inside the city walls
3 bedrooms, 3 king beds, 3 bathrooms
25–30 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Natural pool and Turkish bath in Chianti
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Quercegrossa
Renovated farmhouse on a Chianti winery
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 72 reviews
Home in Poggibonsi
18th-century farmhouse with a private pool
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Castellina in Chianti
Ancient monastery on a Chianti estate
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Loft in Castellina in Chianti
Penthouse in a 1434 palazzo, countryside views
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Farm stay in Panzano in Chianti
Villa Pecille - La Vigna apartment
3 bedrooms, 3 king beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Poggibonsi
Borgo home among olive groves and vineyards
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 32 reviews
Home in Barberino Tavarnelle
Converted barn on a Chianti estate
2 bedrooms, 4 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Farm stay in Panzano in Chianti
17th-century manor with valley views
4 bedrooms, 4 beds, 4 bathrooms
17–22 Aug
Top guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
3 bedrooms, 4 beds, 3 bathrooms
4–10 Oct
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Poggibonsi
Garden, balcony, and barbecue in Tuscany
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Monteriggioni
Stone house with a pool in Tuscany
2 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 16 reviews