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

Guest favourite
Cottage in Castellina in Chianti
Cottage Cappero - Masseto In Chianti
2 bedrooms, 3 beds, 2 private bathrooms
23–28 Aug
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4.97 out of 5 average rating, 110 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
1–6 Aug
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
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
Superhost
Home in Gaiole in Chianti
Fienile House
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
21–26 Aug
Top guest favourite
Flat in Castellina in Chianti
Visit Chianti, Florence, Siena, San Gimignano
4.97 out of 5 average rating, 136 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
4.97 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
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
Flat in Castellina in Chianti
Apartment in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Superhost
Home in Castellina in Chianti
Small romantic apartment overlooking the vineyards
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 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
1–6 Aug
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
4.96 out of 5 average rating, 241 reviews, 2 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 beds, 6 bathrooms
2–7 Aug
Guest favourite
Flat in Castellina in Chianti
Cogno Mill - Il Ritrecine
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Aug
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Flat in Castellina in Chianti
In the heart of the Chianti, Apartment Vasari
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
9–14 Oct
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
5.0 out of 5 average rating, 133 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept