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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
18–23 Sept
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4.86 out of 5 average rating, 290 reviews
Top 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, 29 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
3 bedrooms, 3 double beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 5 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
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
2 bedrooms, 3 beds, 2 bathrooms
4–11 Jul
5.0 out of 5 average rating, 33 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds, 3 bathrooms
3–8 Jul
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Radda in Chianti
Heart of Chianti - a warm flat in Radda
1 bedroom, 1 king bed, 1 bathroom
6–11 Jul
4.92 out of 5 average rating, 123 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Flat in Cavriglia
Apartment Comfort | Quiet Escape in Tuscany
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds, 1 bathroom
6–11 Oct
New place to stay
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
Villa Riecine
2 bedrooms, 2 double beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Farm stay in Radda in Chianti
1500 Stone house a corner of paradise in Chianti
2 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
4.91 out of 5 average rating, 68 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 64 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 2 double beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 460 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Jul
4.94 out of 5 average rating, 52 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds, 1 bathroom
3–8 Jul