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

Guest favourite
Flat in Castellina in Chianti
"Gardenia" Apartment
2 bedrooms, 1 bed, 1 bathroom
6–11 Jul
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4.95 out of 5 average rating, 91 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
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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
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Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 15 reviews
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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
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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
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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
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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
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
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Home in Castellina in Chianti
Cignanbianco - Sunrise and Sunset by Interhome
5 bedrooms, 3 single beds, 3 bathrooms
11–18 Oct
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds, 6.5 bathrooms
26–31 Jul
4.98 out of 5 average rating, 59 reviews
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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
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Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
5 bedrooms, 5 double beds, 5 bathrooms
25 Jul – 1 Aug
5.0 out of 5 average rating, 30 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
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Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Noce
Ancient 17th-century farm in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 207 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, 19 reviews