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Search results; Over 1,000 homes in Cavriglia

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Guest favourite
Farm stay in Cavriglia
Chianti La Pruneta, Caravaggio apartment
1 bedroom, 2 beds, 1 private bathroom
19–24 Oct, Business host
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4.89 out of 5 average rating, 221 reviews
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Top guest favourite
Flat in Cavriglia
Albertina's House
Individual host
1–6 Nov
4.97 out of 5 average rating, 158 reviews
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Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
16–21 Sept
New place to stay
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Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 78 reviews
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
16–21 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
25–30 Sept
4.98 out of 5 average rating, 60 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
16–21 Sept
New place to stay
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Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
19–24 Sept
4.9 out of 5 average rating, 30 reviews
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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
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Superhost
Flat in Cavriglia
Il Ginepro – Relaxation with a Pool View in Chianti
Business host
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
Business host
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Superhost
Flat in Cavriglia
Basil – Simplicity and relaxation in Tuscany
Business host
4–9 Oct
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Top guest favourite
Farm stay in Cavriglia
La Ginestra – Former Tuscan barn over two levels
Business host
1–6 Nov
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Flat in San Gusmè
La Dimora del Luca
Individual host
8–13 Nov
4.98 out of 5 average rating, 170 reviews
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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
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Home in Gaiole in Chianti
Borgo di Gaiole – Stylish Home in Chianti
Individual host
19–24 Oct
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Guest favourite
Home in Gaiole in Chianti
Exclusive private villa with private pool
Business host
18–23 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
Individual host
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
Business host
24–29 Sept
5.0 out of 5 average rating, 27 reviews