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

Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
4 bedrooms, 4 beds, 4 bathrooms
24–31 Oct
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4.99 out of 5 average rating, 69 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
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
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds
25–30 Jul
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
28 Jul – 2 Aug
4.98 out of 5 average rating, 45 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds
27 Jul – 1 Aug
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds
23–28 Sept
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
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds
8–13 Aug
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, 65 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 2 double beds
26–31 Oct
4.99 out of 5 average rating, 460 reviews
Top 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, 15 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Riecine
2 bedrooms, 2 double beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
1 double bed
1–6 Aug
4.97 out of 5 average rating, 129 reviews
Guest favourite
Farm stay in Gaiole in Chianti
Le Miccine Villa in Tuscany for 6 w/ Pool
3 bedrooms, 4 beds
24–29 Aug
4.92 out of 5 average rating, 12 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed
12–17 Aug
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed
2–7 Dec
4.99 out of 5 average rating, 475 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
25–30 Jul
4.94 out of 5 average rating, 53 reviews