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

Guest favourite
Villa in Gaiole in Chianti
Lucignano Secondo – La Villa
5 bedrooms, 5 beds, 4 private bathrooms
6–11 Sept
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4.91 out of 5 average rating, 32 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
3 bedrooms, 3 double beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds, 5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 22 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
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
New place to stay
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
6 bedrooms, 11 beds, 4 bathrooms
7–12 Aug
4.67 out of 5 average rating, 18 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
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, 71 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Villa in Montevarchi
Tuscan villa with private pool and stunning views
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds, 3 bathrooms
1–6 Aug
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 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, 5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 65 reviews
Top guest favourite
Villa in Impruneta
The Tower
2 bedrooms, 3 beds, 2 bathrooms
6–11 Nov
5.0 out of 5 average rating, 183 reviews
Top guest favourite
Castle in Bagno A Ripoli
Tower Penthouse in small castle near Florence
4 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 137 reviews
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 30 reviews