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

Top guest favourite
Home in Castellina in Chianti
CHIANTI CLASSICO, VIEWS, WALK TO RESTAURANT
2 bedrooms, 3 beds, 2 private bathrooms
16–21 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
2 queen beds
25–30 Jul
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
3 beds
29 Oct – 3 Nov
5.0 out of 5 average rating, 96 reviews
Guest favourite
Room in Castellina in Chianti
Stay with Serena
Mariani Bed & Breakfast, Double Room 2
7–12 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
3 beds
12–17 Oct
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
3 beds
14–19 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 king beds
26–31 Oct
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
3 beds
12–17 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 beds
18–23 Oct
4.97 out of 5 average rating, 72 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
3 beds
25–30 Jul
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
5 double beds
25 Jul – 1 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 double bed
2–7 Dec
4.99 out of 5 average rating, 475 reviews
Top guest favourite
Flat in Castellina in Chianti
Visit Chianti, Florence, Siena, San Gimignano
2 double beds
22–27 Aug
4.97 out of 5 average rating, 136 reviews
Superhost
Home in Castellina in Chianti
Small romantic apartment overlooking the vineyards
1 bed
12–17 Oct
5.0 out of 5 average rating, 4 reviews
Flat in Castellina in Chianti
In the heart of the Chianti, Apartment Vasari
6 beds
18–23 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
4 beds
4–10 Oct
5.0 out of 5 average rating, 50 reviews
Superhost
Flat in Florence
Historic Fresco Apartment
3 beds
17–22 Jul
New place to stay
Flat in Castellina in Chianti
Apartment in the heart of Chianti
3 beds
19–24 Jul
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 beds
7–12 Oct
5.0 out of 5 average rating, 11 reviews