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

Top guest favourite
Flat in Castellina in Chianti
La dolce vita in Chianti. Pool and Relaxation
2 bedrooms, 3 beds, 1 private bathroom
12–17 Sept
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4.85 out of 5 average rating, 348 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, 97 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
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 466 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
New place to stay
Guest favourite
Apartment in San Gimignano
Casolare apartment with pool “Casa Monti”
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
6 bedrooms, 8 beds, 5 bathrooms
19–24 Aug
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Farm stay in Impruneta
"Nocino Apartment" - Farmhouse - Chianti
1 bedroom, 1 double bed, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 124 reviews
Top guest favourite
Nature lodge in Greve in Chianti
You will be the only guest Nature-Relax
1 bedroom, 1 double bed, 1 bathroom
12–17 Aug
4.93 out of 5 average rating, 221 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Home in Greve in Chianti
The Castle of Cintoia House
1 bedroom, 1 double bed, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Lastra a Signa
Sposa Mea
1 bed, 1 bathroom
1–6 Mar
5.0 out of 5 average rating, 73 reviews
Superhost
Tiny home in Reggello
Idromassaggio Privato • Terrazza con Vista
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
New place to stay