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Search results; Over 1,000 homes in Cavriglia

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Top guest favourite
Home in Cavriglia
La Casa del Briga
3 bedrooms, 3 beds, 2 private bathrooms
5–10 Oct
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4.98 out of 5 average rating, 54 reviews
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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
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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
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Top guest favourite
Villa in Bucine
Villa Petrea - Holidays and Weddings
8 bedrooms, 14 beds, 8 bathrooms
24–31 Oct
4.94 out of 5 average rating, 90 reviews
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Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
3 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.99 out of 5 average rating, 69 reviews
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Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
4 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
New place to stay
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Villa in Greve in Chianti
Villa Le Pozzere
5 bedrooms, 7 beds, 3.5 bathrooms
1–7 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Holiday home in Cavriglia
Casa Tregli
3 bedrooms, 4 beds, 1 bathroom
7–13 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
10–15 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Villa in Bucine
Villa Tontenano Capannole Chianti private pool 12
6 bedrooms, 8 beds, 7 bathrooms
10–17 Oct
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 1 bed, 5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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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, 32 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds, 6.5 bathrooms
20–25 Oct
4.98 out of 5 average rating, 61 reviews
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Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds, 5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 22 reviews
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Home in Greti
Casa Citille - by Happy Rentals
3 bedrooms, 4 beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
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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
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 3 reviews