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

Descriptions are based on details hosts provide
Guest favourite
Home in Gaiole in Chianti
Charming estate with views. A/C in the bedrooms
2 bedrooms, 2 beds, 1 private bathroom
6–11 Oct
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4.86 out of 5 average rating, 290 reviews
Guest favourite
Villa in Gaiole in Chianti
Stone villa with town views and hot tub
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 3 bathrooms
26–31 Jul
Luxe
Home in Gaiole in Chianti
Restored 1700s farmhouse with spa and pool
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 4 beds, 5 bathrooms
15–20 Aug
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Villa in Gaiole in Chianti
Wine estate villa in Chianti Classico
5.0 out of 5 average rating, 25 reviews, 5 bedrooms, 5 beds, 5 bathrooms
28 Jul – 2 Aug
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
4.98 out of 5 average rating, 45 reviews, 3 bedrooms, 4 beds, 3 bathrooms
28 Jul – 2 Aug
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms, 4 beds, 1 bathroom
6–11 Oct
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Flat in Gaiole in Chianti
A 13th-century mill with a pool
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Guest favourite
Villa in Gaiole in Chianti
Secluded Chianti villa with 180-degree views
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 4 beds, 3 bathrooms
29 Aug – 3 Sept
Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
4.99 out of 5 average rating, 69 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–31 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
Guest favourite
Villa in Gaiole in Chianti
Stone villa on a Chianti winery
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Flat in San Gusmè
Medieval village home in the Chianti
4.99 out of 5 average rating, 460 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
4.97 out of 5 average rating, 129 reviews, 1 double bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in San Gusmè
La Dimora del Luca
4.99 out of 5 average rating, 160 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Cavriglia
Apartment Comfort | Quiet Escape in Tuscany
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Aug
Guest favourite
Farm stay in Gaiole in Chianti
Wine tasting on a working vineyard
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Farm stay in Radda in Chianti
1500 Stone House in Chianti Heart private lake B
4.97 out of 5 average rating, 101 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–11 Aug