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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
,
4.96 out of 5 average rating, 110 reviews
Luxe
Villa in Gaiole in Chianti
Le Pratola
7 bedrooms, 11 beds
4–9 Sept
5.0 out of 5 average rating, 6 reviews
Top 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, 28 reviews
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
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, 64 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, 459 reviews
Top guest favourite
Home in Villa a Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds
2–7 Nov
4.99 out of 5 average rating, 469 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds
16–21 Oct
4.97 out of 5 average rating, 71 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds
27 Jul – 1 Aug
New place to stay
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
2 bedrooms, 3 beds
7–14 Nov
5.0 out of 5 average rating, 33 reviews
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom, 2 beds
1–6 Jul
Superhost
Apartment in Gaiole in Chianti
Casa Livio, a garden with a view
2 bedrooms, 2 beds
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
3 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Castelnuovo Berardenga
Arceno di Sotto, Tuscany
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 13 reviews
Apartment in Monti
GuestHost - Chianti Charming Apartment with Pool
3 bedrooms, 4 beds
16–21 Aug
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 25 reviews
Superhost
Villa in Gaiole in Chianti
Lucignano Secondo – La Mangiatoia
2 bedrooms, 2 queen beds
20–25 Aug
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds
19–26 Sept
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds
22–27 Sept
4.99 out of 5 average rating, 68 reviews