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

Guest favourite
Flat in Castellina in Chianti
La dolce vita in Chianti. Pool and Relaxation
2 bedrooms, 3 beds, 1 private bathroom
10–15 Sept
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4.85 out of 5 average rating, 341 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Jul
4.94 out of 5 average rating, 52 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
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 16 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
4.96 out of 5 average rating, 28 reviews
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Top guest favourite
Flat in Castellina in Chianti
Visit Chianti, Florence, Siena, San Gimignano
2 bedrooms, 2 double beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 136 reviews
Top guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Fonterutoli
Sogno Toscano in Fonterutoli between Siena and Chianti
1 bedroom, 1 double bed, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Home in Castellina in Chianti
Granaio cypress grove
3 bedrooms, 4 beds, 1 bathroom
22–29 Aug
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Oct
4.97 out of 5 average rating, 72 reviews
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 46 reviews
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
3 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
2 bedrooms, 2 double beds, 1 bathroom
9–14 Nov
4.99 out of 5 average rating, 278 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Greve in Chianti
The Nest in Chianti
1 bedroom, 3 beds, 1 bathroom
8–13 Aug
4.98 out of 5 average rating, 192 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 10 reviews