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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
4–9 Nov
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4.96 out of 5 average rating, 110 reviews
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
3 bedrooms, 3 double beds
6–11 Jul
5.0 out of 5 average rating, 5 reviews
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, 29 reviews
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
Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
4 bedrooms, 4 king beds
24–31 Oct
4.99 out of 5 average rating, 69 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
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds
15–20 Aug
5.0 out of 5 average rating, 22 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 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 Radda in Chianti
Heart of Chianti - a warm flat in Radda
1 bedroom, 1 king bed
6–11 Jul
4.92 out of 5 average rating, 123 reviews
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms, 4 beds
4–9 Jul
4.98 out of 5 average rating, 45 reviews
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds
6–11 Oct
New place to stay
Guest favourite
Villa in Gaiole in Chianti
Villa Riecine
2 bedrooms, 2 double beds
10–15 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed
11–16 Aug
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
7–12 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds
24–29 Jul
4.96 out of 5 average rating, 239 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds
7–12 Jul
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
16–21 Jul
4.94 out of 5 average rating, 52 reviews
Top guest favourite
Flat in Cavriglia
Apartment Comfort | Quiet Escape in Tuscany
1 bedroom, 1 bed
24–29 Aug
5.0 out of 5 average rating, 12 reviews