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

Top guest favourite
Cottage in Castellina in Chianti
Vittoria Cottage – Masseto in Chianti
2 bedrooms, 3 beds, 2 shared bathrooms
5–10 Oct
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4.96 out of 5 average rating, 114 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 queen beds
3–8 Sept
4.95 out of 5 average rating, 56 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
3 beds
2–7 Nov
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
3 beds
7–12 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
3 beds
25–30 Oct
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
3 beds
24–29 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 king beds
26–31 Oct
4.99 out of 5 average rating, 68 reviews
Cottage in Castellina in Chianti
Cottage with a view on Chianti hills
3 beds
19–26 Sept
4.69 out of 5 average rating, 16 reviews
Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
8 beds
4–9 Oct
5.0 out of 5 average rating, 3 reviews
Flat in Castellina in Chianti
Apartment in the heart of Chianti
3 beds
10–15 Oct
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
4 beds
23–28 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
3 beds
26 Sept – 1 Oct
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
2 beds
30 Nov – 5 Dec
5.0 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
2 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 15 reviews
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
4 beds
1–6 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
3 beds
10–17 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
2 beds
4–9 Oct
4.96 out of 5 average rating, 109 reviews
Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
3 beds
5–10 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 king beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews