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Homes in Gaiole in Chianti
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Search results; Over 1,000 homes in Gaiole in Chianti
Over 1,000 homes in Gaiole in Chianti
Guest favourite
Guest favourite
Farm stay in Gaiole in Chianti
Il Nido - a romantic hearth
1 bedroom
,
·
1 bed
,
·
1 private bathroom
11–16 Nov
11–16 Nov
,
·
Business host
£1,363
£713
total
Show price breakdown
,
·
4.94 out of 5 average rating, 260 reviews
4.94 (260)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
Business host
29 Sept – 4 Oct
29 Sept – 4 Oct
£6,952
£6,263
total
Show price breakdown
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
Individual host
7–12 Nov
7–12 Nov
£1,633
£1,431
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Guest favourite
Guest favourite
Villa in Gaiole in Chianti
Riecine Capanna 4
Business host
Business host
1–6 Nov
1–6 Nov
£2,090
total
Show price breakdown
£2,090 total
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
Business host
Business host
1–6 Oct
1–6 Oct
£2,979
total
Show price breakdown
£2,979 total
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
Business host
10–17 Oct
10–17 Oct
£3,143
£2,648
total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Home in Gaiole in Chianti
Borgo di Gaiole – Stylish Home in Chianti
Individual host
Individual host
19–24 Oct
19–24 Oct
£1,737
total
Show price breakdown
£1,737 total
Free cancellation
Luxe
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
Business host
Business host
25–30 Oct
25–30 Oct
£10,664
total
Show price breakdown
£10,664 total
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Guest favourite
Guest favourite
Home in Gaiole in Chianti
Exclusive private villa with private pool
Business host
Business host
18–23 Oct
18–23 Oct
£4,074
total
Show price breakdown
£4,074 total
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
Business host
22–27 Sept
22–27 Sept
£1,128
total
Show price breakdown
£1,128 total
4.99 out of 5 average rating, 77 reviews
4.99 (77)
Top guest favourite
Guest favourite
Villa in Cavriglia
Villa Poggio in Mandria in Chianti
Business host
Business host
7–12 Oct
7–12 Oct
£3,862
£3,476
total
Show price breakdown
4.99 out of 5 average rating, 162 reviews
4.99 (162)
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
Individual host
Individual host
18–23 Sept
18–23 Sept
£5,906
total
Show price breakdown
£5,906 total
Free cancellation
4.67 out of 5 average rating, 18 reviews
4.67 (18)
Top guest favourite
Guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
Business host
Business host
22–27 Sept
22–27 Sept
£5,054
total
Show price breakdown
£5,054 total
Free cancellation
4.99 out of 5 average rating, 149 reviews
4.99 (149)
Top guest favourite
Guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
Individual host
27 Oct – 1 Nov
27 Oct – 1 Nov
£3,628
£3,196
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 114 reviews
4.99 (114)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£3,003
total
Show price breakdown
£3,003 total
New place to stay
New
Top guest favourite
Guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
Individual host
12–17 Sept
12–17 Sept
£3,299
£2,990
total
Show price breakdown
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Top guest favourite
Guest favourite
Farm stay in Reggello
Il Palazzaccio
Individual host
Individual host
20–25 Sept
20–25 Sept
£2,288
total
Show price breakdown
£2,288 total
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
Business host
Business host
21–26 Sept
21–26 Sept
£985
total
Show price breakdown
£985 total
Superhost
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
Business host
Business host
10–15 Nov
10–15 Nov
£1,248
£654
total
Show price breakdown
Extended stay discount
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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