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

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Guest favourite
Farm stay in Gaiole in Chianti
Il Nido - a romantic hearth
1 bedroom, 1 bed, 1 private bathroom
25–30 Oct, Business host
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4.94 out of 5 average rating, 260 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
Individual host
17–24 Oct
4.99 out of 5 average rating, 75 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
10–17 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
Business host
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Sestuccina
Individual host
31 Oct – 7 Nov
4.93 out of 5 average rating, 46 reviews
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Guest favourite
Villa in Gaiole in Chianti
Riecine Capanna 4
Business host
1–6 Nov
5.0 out of 5 average rating, 9 reviews
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Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
Business host
16–21 Oct
5.0 out of 5 average rating, 22 reviews
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Home in Gaiole in Chianti
Borgo di Gaiole – Stylish Home in Chianti
Individual host
19–24 Oct
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Superhost
Villa in Gaiole in Chianti
Le Granchiaie
Business host
17–24 Oct
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Guest favourite
Villa in Rietine
Villa il Balocco
Individual host
7–13 Oct
4.98 out of 5 average rating, 43 reviews
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Guest favourite
Home in Gaiole in Chianti
Exclusive private villa with private pool
Business host
18–23 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
Business host
1–6 Nov
4.84 out of 5 average rating, 109 reviews
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Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
19–24 Sept
4.9 out of 5 average rating, 30 reviews
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Top guest favourite
Villa in Cavriglia
Villa Poggio in Mandria in Chianti
Business host
7–12 Oct
4.99 out of 5 average rating, 162 reviews
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Top guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
Business host
8–13 Oct
4.99 out of 5 average rating, 151 reviews
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Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 78 reviews
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Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
Individual host
23–28 Sept
4.67 out of 5 average rating, 18 reviews