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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
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
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 Galenda
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 3 bathrooms
7–12 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
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 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
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
4.99 out of 5 average rating, 68 reviews, 2 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
Superhost
Apartment in Gaiole in Chianti
Casa Livio, a garden with a view
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Home in Villa a Sesta
Raffaella's House in Chianti
4.99 out of 5 average rating, 469 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
Superhost
Home in Moncioni
Tuscany hilltop farmhouse with pool and treehouse
4.88 out of 5 average rating, 26 reviews, 5 bedrooms, 7 beds, 4 bathrooms
2–7 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
Mill in Chianti - Rosa
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
Apartment in Monti
GuestHost - Chianti Charming Apartment with Pool
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
5.0 out of 5 average rating, 50 reviews, 3 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
4.94 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Home in Castelnuovo Berardenga
Arceno di Sotto, Tuscany
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2 bathrooms
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
Flat in Cavriglia
Malva - Superior Stay tra le Colline Toscane
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept