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

Top guest favourite
Home in Castellina in Chianti
Private Chianti Cottage, Garden & Vineyard Views
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Oct
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4.98 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella nel Chianti
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Aug
4.94 out of 5 average rating, 54 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
Farm stay in Castellina in Chianti
Appartamento 1 piano con piscina condivisa - 4 pax
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Attico
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello " IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 128 reviews
Home in Castellina in Chianti
Cignanbianco - Alba e Tramonto by Interhome
5 bedrooms, 3 single beds, 3 bathrooms
4–11 Oct
4.75 out of 5 average rating, 4 reviews
Guest favourite
Home in Monteriggioni
The Barn Casa indipendente immersa nel verde
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Castellina in Chianti
Piccolo appartamento romantico sui vigneti
1 bedroom, 1 bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in San Donato
Loft nel cuore del Chianti.
1 bedroom, 1 double bed, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 116 reviews
Superhost
Home in Greve in Chianti
Villa con piscina nel cuore del Chianti | Firenze
3 bedrooms, 3 double beds, 3 bathrooms
6–11 Sept
New place to stay
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Stanza matrimoniale 2
1 double bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Bivio Santo Stefano
Agriturismo Osea, Sunset flat
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.99 out of 5 average rating, 147 reviews
Top guest favourite
Flat in San Donato
Casa mia
2 bedrooms, 2 double beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: La Casa del Fattore del Chianti
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.97 out of 5 average rating, 75 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse overlooking Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Barberino Val d'Elsa
Appartamento nel Chianti al Mulino dell'Argenna
1 bedroom, 1 double bed, 1 bathroom
12–19 Sept
4.99 out of 5 average rating, 148 reviews
Top guest favourite
Villa in Greve in Chianti
Villa San Martino 6-8 people
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 50 reviews