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

Guest favourite
Apartment in Castellina in Chianti
Relax among the Chianti vineyards - IlVillinoFarmhouse
1 bedroom, 1 bed, 1 private bathroom
19–24 Oct
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4.8 out of 5 average rating, 360 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
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
13–18 Jul
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 Quercegrossa
Tuscany jem: The Chianti Farmer's House
4.97 out of 5 average rating, 72 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 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
4–9 Oct
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
4.96 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
Home in Castellina in Chianti
3 bedroom stone house on olive grove
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Home in Poggibonsi
Le Casacce Farmhouse
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
5.0 out of 5 average rating, 46 reviews, 2 bedrooms, 4 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
4.98 out of 5 average rating, 59 reviews, 6 bedrooms, 7 beds, 6.5 bathrooms
26–31 Jul
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
5.0 out of 5 average rating, 30 reviews, 5 bedrooms, 5 beds, 5 bathrooms
25 Jul – 1 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
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 3 bathrooms
14–19 Jul
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
14–19 Jul
Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Home in Poggibonsi
Podere Val di Gallo 3 Chianti Siena Tuscany
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 4 beds, 2 bathrooms
7–12 Oct