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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
22–27 Sept, 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
6–11 Sept
4.99 out of 5 average rating, 113 reviews
Top guest favourite
Villa in Impruneta
Private Estate - Personal Concierge & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 145 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 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
Home in Greti
Casa Citille - by Happy Rentals
Business host
28 Sept – 3 Oct
5.0 out of 5 average rating, 5 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 Santa Cristina
Santa Cristina Farm in Pancole
Individual host
12–17 Oct
4.96 out of 5 average rating, 230 reviews
Top guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
Business host
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Guest favourite
Villa in San Casciano In Val di Pesa
Archipettoli - Exclusive villa 360 view AC WIFI
Individual host
19–26 Sept
5.0 out of 5 average rating, 10 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
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 141 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, 141 reviews
Featured hotel
Room in Florence
Classic room
Business host
1–6 Nov
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
6–11 Sept
New place to stay
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 reviews
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews