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

Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds, 1 private bathroom
29 Oct – 3 Nov
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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
1–6 Aug
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds
25–30 Oct
4.97 out of 5 average rating, 30 reviews
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds
1–6 Aug
Superhost
Home in Castellina in Chianti
Small romantic apartment overlooking the vineyards
1 bedroom, 1 bed
8–13 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed
1–6 Aug
5.0 out of 5 average rating, 127 reviews
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
2 bedrooms, 4 beds
16–21 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds
6–11 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed
7–12 Aug
5.0 out of 5 average rating, 12 reviews
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds
19–26 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds
12–17 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
1 double bed
17–22 Aug
4.97 out of 5 average rating, 33 reviews
Guest favourite
Flat in Panzano in Chianti
Alessandro's apartment
1 bedroom, 1 queen bed
1–6 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds
7–12 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in San Donato
My home
2 bedrooms, 2 double beds
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
3 bedrooms, 4 beds
20–25 Oct
5.0 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
6–11 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
3 bedrooms, 3 beds
5–10 Sept
5.0 out of 5 average rating, 7 reviews