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

Guest favourite
Guest suite in Gaiole in Chianti
Independent cottage surrounded by nature
1 bedroom, 1 bed, 1 private bathroom
20–25 Jul
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4.98 out of 5 average rating, 50 reviews
Luxe
Villa in Gaiole in Chianti
Le Pratola
7 bedrooms, 11 beds, 7.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 6 reviews
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Jul
New place to stay
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 5 beds, 5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 2 double beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 459 reviews
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, 64 reviews
Top guest favourite
Home in Villa a Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.99 out of 5 average rating, 469 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
4.99 out of 5 average rating, 68 reviews
Superhost
Apartment in Gaiole in Chianti
Casa Livio, a garden with a view
2 bedrooms, 2 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
2 bedrooms, 3 beds, 2 bathrooms
7–14 Nov
5.0 out of 5 average rating, 33 reviews
Superhost
Home in Moncioni
Tuscany hilltop farmhouse with pool and treehouse
5 bedrooms, 7 beds, 4 bathrooms
2–7 Jul
4.88 out of 5 average rating, 26 reviews
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
3 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 50 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Top guest favourite
Home in Castelnuovo Berardenga
Arceno di Sotto, Tuscany
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 13 reviews
Flat in Cavriglia
Malva - Superior Stay tra le Colline Toscane
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Superhost
Villa in Gaiole in Chianti
Lucignano Secondo – La Mangiatoia
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Aug
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 25 reviews