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

Top guest favourite
Farm stay in Gaiole in Chianti
La Pieve - the house next to the church
2 bedrooms, 3 beds, 1 private bathroom
23–28 Oct
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4.96 out of 5 average rating, 112 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
3 bedrooms, 3 double beds, 3 bathrooms
26–31 Jul
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
15–20 Aug
5.0 out of 5 average rating, 22 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
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds, 3 bathrooms
28 Jul – 2 Aug
4.98 out of 5 average rating, 45 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
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds, 1 bathroom
23–28 Sept
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 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
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
Superhost
Villa in Radda in Chianti
Casale Beretuzzo
4 bedrooms, 4 double beds, 4 bathrooms
22–27 Aug
5.0 out of 5 average rating, 3 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
Home in Simignano
Casa al Gianni - The Simignano Barn
5 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
4.98 out of 5 average rating, 182 reviews
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
Farm stay in Gaiole in Chianti
Le Miccine Villa in Tuscany for 6 w/ Pool
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
4.92 out of 5 average rating, 12 reviews
Top 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, 15 reviews