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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
28 Oct – 2 Nov
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4.96 out of 5 average rating, 110 reviews
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 4 beds, 5 bathrooms
15–20 Aug
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
4.99 out of 5 average rating, 459 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5.0 out of 5 average rating, 25 reviews, 5 bedrooms, 5 beds, 5 bathrooms
28 Jul – 2 Aug
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
Top guest favourite
Flat in Radda in Chianti
Heart of Chianti - a warm flat in Radda
4.92 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Luxe
Villa in Gaiole in Chianti
Le Pratola
5.0 out of 5 average rating, 6 reviews, 7 bedrooms, 11 beds, 7.5 bathrooms
4–9 Sept
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
4.98 out of 5 average rating, 64 reviews, 5 bedrooms, 5 beds, 5 bathrooms
26–31 Oct
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
4.96 out of 5 average rating, 239 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Jul
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–14 Nov
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
6–11 Oct
Apartment in Monti
GuestHost - Chianti Charming Apartment with Pool
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
4.67 out of 5 average rating, 18 reviews, 6 bedrooms, 11 beds, 4 bathrooms
12–17 Jul
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
4.93 out of 5 average rating, 14 reviews, 2 beds, 1 bathroom
30 Aug – 4 Sept
Flat in Radda in Chianti
Cottage
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
4.96 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul