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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
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
Villa in Gaiole in Chianti
Galendino
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
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
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
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
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
10–15 Oct
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 4 beds, 3 bathrooms
16–21 Oct
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
4.97 out of 5 average rating, 33 reviews, 1 double bed, 1 bathroom
17–22 Aug
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
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
5.0 out of 5 average rating, 127 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
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 Galenda
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
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
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
Flat in Panzano in Chianti
Alessandro's apartment
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Hotel room in San Gimignano
Agriturismo Il Segreto di Pietrafitta
5.0 out of 5 average rating, 71 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug