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Search results; Over 1,000 homes in Strada In Chianti

Guest favourite
Home in Strada In Chianti
“il colle” nice house surrounded by vineyard
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct, Individual host
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4.97 out of 5 average rating, 113 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
10–15 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Holiday home in Greve in Chianti
Private Tuscan Estate • 3 Homes and Pool
Business host
19–24 Oct
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
Business host
21–26 Nov
4.99 out of 5 average rating, 282 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
9–14 Sept
New place to stay
Top guest favourite
Farm stay in Santa Cristina
Santa Cristina Farm in Pancole
Individual host
3–8 Nov
4.96 out of 5 average rating, 230 reviews
Guest favourite
Apartment in Bagno A Ripoli
Historic Florentine Villa Apartment With Pool
Individual host
9–16 Sept
4.97 out of 5 average rating, 36 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Home in Impruneta
Casale Carla
Individual host
8–13 Jan
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Farm stay in Impruneta
"Nocino Apartment" - Farmhouse - Chianti
Business host
4–9 Oct
5.0 out of 5 average rating, 127 reviews
Top guest favourite
Home in Greve in Chianti
BEAUTIFUL OLD BARN IN CHIANTI
Individual host
24–29 Oct
4.99 out of 5 average rating, 142 reviews
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Villa in Greve in Chianti
Elegant villa with pool & garden - Vacavilla Excl.
Business host
28 Dec – 2 Jan
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
Business host
3–8 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Holiday home in San Casciano In Val di Pesa
Mucciana 3
Individual host
19–24 Sept
5.0 out of 5 average rating, 12 reviews