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

Guest favourite
Farm stay in Gaiole in Chianti
Il Nido - a romantic hearth
1 bedroom, 1 bed, 1 private bathroom
25–30 Oct
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4.94 out of 5 average rating, 257 reviews
Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
4 bedrooms, 4 king beds, 4 bathrooms
24–31 Oct
4.99 out of 5 average rating, 69 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
4 bedrooms, 3 double beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 5 beds, 5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 30 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Villa in Gaiole in Chianti
Sestuccina
2 bedrooms, 2 king beds, 2 bathrooms
31 Oct – 7 Nov
4.93 out of 5 average rating, 44 reviews
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds, 3 bathrooms
13–18 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, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 14 reviews
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds, 5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 22 reviews
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
6 bedrooms, 11 beds, 4 bathrooms
28 Jul – 2 Aug
4.67 out of 5 average rating, 18 reviews
Guest favourite
Home in Gaiole in Chianti
House in the heart of Chianti
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
2 bedrooms, 3 beds, 2 bathrooms
7–14 Nov
5.0 out of 5 average rating, 33 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Guest favourite
Home in Gaiole in Chianti
Montelucci Chianti Agrivilla
7 bedrooms, 11 beds, 6 bathrooms
18–23 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 72 reviews
Guest favourite
Apartment in Gaiole in Chianti
Casa BD, Vacation house with a view & travel guide
4 bedrooms, 7 beds, 3 bathrooms
24–31 Aug
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds, 2 bathrooms
24–29 Jul
4.96 out of 5 average rating, 240 reviews
Superhost
Holiday home in Montegonzi
Vino apartment 70 m2 view swimming pool
1 bedroom, 4 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews