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

Guest favourite
Home in Gaiole in Chianti
Charming estate with views. A/C in the bedrooms
2 bedrooms, 2 beds, 1 private bathroom
6–11 Oct
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4.86 out of 5 average rating, 292 reviews
Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
4 bedrooms, 4 king beds
24–31 Oct
4.99 out of 5 average rating, 72 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds
8–13 Aug
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds
17–22 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
4 bedrooms, 3 double beds
20–25 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Gaiole in Chianti
Casanova of Bricciano
3 bedrooms, 3 double beds
25–30 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Villa in Gaiole in Chianti
Riecine Capanna 4
2 bedrooms, 2 double beds
1–6 Nov
5.0 out of 5 average rating, 8 reviews
Villa in Gaiole in Chianti
Podere Sofia
1 bedroom, 1 king bed
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 1 bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
2 bedrooms, 3 beds
17–22 Aug
4.84 out of 5 average rating, 109 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds
29 Aug – 3 Sept
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds
23–28 Sept
Top guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds
19–26 Sept
5.0 out of 5 average rating, 6 reviews
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
6 bedrooms, 11 beds
11–16 Aug
4.67 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Gaiole in Chianti
Casa BD, Vacation house with a view & travel guide
4 bedrooms, 7 beds
24–31 Aug
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds
26–31 Oct
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds
5–10 Aug
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds
4–9 Oct
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 12 reviews