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

Top guest favourite
Home in Castellina in Chianti
CHIANTI CLASSICO, VIEWS, WALK TO RESTAURANT
2 bedrooms, 3 beds, 2 private bathrooms
15–20 Jul
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5.0 out of 5 average rating, 71 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds
29 Oct – 3 Nov
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Farm stay in Noce
Historic villa with private pool in Tuscany
2 bedrooms, 4 beds
11–16 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
1–6 Aug
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds
12–17 Oct
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds
24–29 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds
18–23 Oct
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds
1–6 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
3 bedrooms, 3 beds
5–10 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
10–15 Oct
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Fonterutoli
Borgo di Fonterutoli: tra Vigne e Relax
1 bedroom, 1 double bed
27 Jul – 1 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
3 bedrooms, 4 beds
4–10 Oct
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
3 bedrooms, 4 beds
20–25 Oct
5.0 out of 5 average rating, 131 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed
15–20 Jul
5.0 out of 5 average rating, 127 reviews
Top guest favourite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds
13–18 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 45 reviews