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

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Home in Castellina in Chianti
The House , Tuscany and the pool
3 bedrooms, 3 beds, 3 private bathrooms
8–13 Aug
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4.71 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
4.94 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 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
Farm stay in Noce
Historic villa with private pool in Tuscany
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
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
Top guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
5.0 out of 5 average rating, 50 reviews, 3 bedrooms, 4 beds, 3 bathrooms
4–9 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
Flat in Badia a Passignano
Maison Badia a Passignano, Ciliegiolo
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
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
11–16 Jul
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
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
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 San Gimignano
Private Courtyard | 3BR/3BA | Garage
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 3 bathrooms
13–18 Jul
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
5.0 out of 5 average rating, 130 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
Top guest favourite
Villa in Barberino Tavarnelle
Three-Bedroom semi-detached Villa in Chianti
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
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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
15–20 Oct
Top guest favourite
Apartment in Fonterutoli
Sogno Toscano in Fonterutoli between Siena and Chianti
4.95 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Oct
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
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug