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Search results; Over 1,000 homes in Cavriglia

Top guest favourite
Home in Cavriglia
La Casa del Briga
3 bedrooms, 3 beds, 2 private bathrooms
24–29 Sept
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4.98 out of 5 average rating, 53 reviews
Guest favourite
Villa in Castelnuovo dei Sabbioni
Villa Valdarno Chianti - Private Pool
8 bedrooms, 12 beds, 7.5 bathrooms
26 Jun – 1 Jul
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
9–14 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
2 bedrooms, 3 beds, 2 bathrooms
7–14 Nov
5.0 out of 5 average rating, 34 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
4.99 out of 5 average rating, 77 reviews
Guest favourite
Home in Gaiole in Chianti
Exclusive private villa with private pool
6 bedrooms, 9 beds, 6 bathrooms
18–23 Oct
5.0 out of 5 average rating, 8 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Cavriglia
La Ginestra – Former Tuscan barn on 2 levels
1 bedroom, 1 double bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 8 reviews
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Villa in Modine
Tuscan Villa with Private Jacuzzi & River
6 bedrooms, 7 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
6 bedrooms, 6 beds, 7 bathrooms
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Top guest favourite
Villa in Rignano sull'Arno
​Villa Fonticina: Private Pool & Secluded Woods
4 bedrooms, 4 queen beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
5 bedrooms, 5 double beds, 5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
7 bedrooms, 8 beds, 7 bathrooms
1–6 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
4 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
New place to stay