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

Superhost
Cottage in Gaiole in Chianti
Old Chianti chapel-style cottage
2 bedrooms, 2 beds, 1 private bathroom
21–28 Aug
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4.84 out of 5 average rating, 131 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
3 bedrooms, 3 double beds
26–31 Jul
5.0 out of 5 average rating, 5 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, 69 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 5 beds
28 Jul – 2 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds
14–19 Jul
4.98 out of 5 average rating, 45 reviews
Guest favourite
Flat in Cavriglia
Apartment Comfort | Quiet Escape in Tuscany
1 bedroom, 1 bed
26–31 Aug
5.0 out of 5 average rating, 14 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds
8–13 Aug
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Gaiole in Chianti
House in the heart of Chianti
2 bedrooms, 3 beds
10–15 Aug
4.95 out of 5 average rating, 21 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds
25–30 Jul
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
6 bedrooms, 11 beds
28 Jul – 2 Aug
4.67 out of 5 average rating, 18 reviews
Top guest favourite
Villa in Gaiole in Chianti
Sestuccina
2 bedrooms, 2 king beds
31 Oct – 7 Nov
4.93 out of 5 average rating, 44 reviews
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds
15–20 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
2 bedrooms, 3 beds
23–28 Aug
4.84 out of 5 average rating, 109 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds
6–11 Oct
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds
24–29 Jul
4.96 out of 5 average rating, 240 reviews
Guest favourite
Villa in Gaiole in Chianti
La Fornace di Tremoleto-Villa with Private Pool
3 bedrooms, 3 double beds
26–31 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Holiday home in Montegonzi
Vino apartment 70 m2 view swimming pool
1 bedroom, 4 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 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, 64 reviews