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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
Flat in Castellina in Chianti
Casa Mirella in Chianti
4.94 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
5.0 out of 5 average rating, 96 reviews, 1 bedroom, 3 beds, 1 bathroom
29 Oct – 3 Nov
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
5.0 out of 5 average rating, 127 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
4.97 out of 5 average rating, 72 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
Top guest favourite
Apartment in Fonterutoli
Wine resort among Chianti vineyards, with fireplace
4.95 out of 5 average rating, 38 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Castellina in Chianti
Renovated barn with vineyard views and pool
4.97 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
Superhost
Home in Castellina in Chianti
Vineyard views from a wooden terrace
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Guest favourite
Room in Castellina in Chianti
Large terrace with free parking near centro
5.0 out of 5 average rating, 12 reviews, 1 double bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
4.96 out of 5 average rating, 240 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Jul
Superhost
Flat in Bossi
Restored barn in vineyards with a fireplace
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Flat in Castellina in Chianti
Heated pool with views in Chianti
4.97 out of 5 average rating, 136 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Apartment in Poggibonsi
2 terraces and a gateway to Chianti
4.94 out of 5 average rating, 143 reviews, 2 bedrooms, 5 beds, 1 bathroom
30 Sept – 5 Oct
Guest favourite
Flat in Castellina in Chianti
Restored 1100s mill with river waterfalls
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Top guest favourite
Farm stay in Castellina in Chianti
Ancient monastery on a Chianti estate
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
Home in Barberino Tavarnelle
Converted barn on a Chianti estate
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Flat in Barberino Val d'Elsa
Apartment in Chianti at Mulino dell'Argenna
4.99 out of 5 average rating, 146 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Sept