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

Superhost
Cottage in Gaiole in Chianti
Old Chianti chapel-style cottage
2 bedrooms, 2 beds, 1 private bathroom
25–30 Sept
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4.84 out of 5 average rating, 131 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, 73 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
Home in Gaiole in Chianti
Borgo di Gaiole - Stylish Home in Chianti
3 bedrooms, 6 single beds, 2 bathrooms
17–22 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, 46 reviews
Guest favourite
Villa in Gaiole in Chianti
Riecine Capanna 4
2 bedrooms, 2 double beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 8 reviews
Villa in Gaiole in Chianti
Podere Sofia
1 bedroom, 1 king bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
4 bedrooms, 3 double beds, 3 bathrooms
20–25 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 1 bed, 5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 28 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds, 1 bathroom
23–28 Sept
Superhost
Villa in Radda in Chianti
Casale Beretuzzo
4 bedrooms, 4 double beds, 4 bathrooms
20–25 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
Superhost
Tiny home in Reggello
Idromassaggio Privato • Terrazza con Vista
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
New place to stay
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, 66 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 7 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
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
1 double bed, 1 bathroom
18–23 Mar
4.97 out of 5 average rating, 130 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, 12 reviews