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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
4.94 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
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
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
12–17 Oct
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
4.97 out of 5 average rating, 73 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: among vineyards and relaxation
4.95 out of 5 average rating, 38 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
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
22–27 Aug
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
4.96 out of 5 average rating, 240 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Jul
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
4.94 out of 5 average rating, 144 reviews, 2 bedrooms, 5 beds, 1 bathroom
30 Sept – 5 Oct
Guest favourite
Room in Castellina in Chianti
Mariani Bed & Breakfast, Double Room 2
5.0 out of 5 average rating, 12 reviews, 1 double bed, 1 bathroom
7–12 Aug
Top guest favourite
Home in Barberino Tavarnelle
Happy Stay in a Tuscany Home with Stunning Views
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Nov
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
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
12–17 Sept
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 Jul
Guest favourite
Flat in Panzano in Chianti
Alessandro's apartment
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Flat in San Donato
My home
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Jul