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

Guest favourite
Cottage in Castellina in Chianti
Casa degli ulivi, live Chianti with swimming pool
2 bedrooms, 3 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.89 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Jul
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 16 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
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
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
4.97 out of 5 average rating, 74 reviews
Superhost
Home in Gaiole in Chianti
Fienile House
2 bedrooms, 2 double beds, 2.5 bathrooms
21–26 Aug
New place to stay
Top guest favourite
Flat in Castellina in Chianti
Visit Chianti, Florence, Siena, San Gimignano
2 bedrooms, 2 double beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 136 reviews
Top guest favourite
Flat in San Donato
My home
2 bedrooms, 2 double beds, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: among vineyards and relaxation
1 bedroom, 1 double bed, 1 bathroom
27 Jul – 1 Aug
4.95 out of 5 average rating, 38 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Castellina in Chianti
Cogno Mill - Il Ritrecine
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
1 double bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Barberino Val d'Elsa
Apartment in Chianti at Mulino dell'Argenna
1 bedroom, 1 double bed, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 146 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 475 reviews
Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 45 reviews