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Search results; Over 1,000 homes in Cavriglia

Guest favourite
Farm stay in Cavriglia
Chianti La Pruneta, Raphael Apartment
1 bedroom, 2 beds, 1 private bathroom
17–22 Oct, Business host
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4.92 out of 5 average rating, 376 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
15–20 Sept
New place to stay
Top guest favourite
Flat in Cavriglia
Albertina's House
Individual host
1–6 Nov
4.97 out of 5 average rating, 158 reviews
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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
15–20 Sept
5.0 out of 5 average rating, 4 reviews
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
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
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
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
Superhost
Flat in Cavriglia
Basil – Simplicity and relaxation in Tuscany
Business host
4–9 Oct
Top guest favourite
Villa in Modine
Tuscan Villa with Private Jacuzzi & River
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Apartment in Figline e Incisa Valdarno
[Beatrice's Dream] Luxury & Design Penthouse 5*
Individual host
9–14 Oct
4.98 out of 5 average rating, 89 reviews
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
Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
24–29 Oct
5.0 out of 5 average rating, 19 reviews
Home in Gaiole in Chianti
Borgo di Gaiole – Stylish Home in Chianti
Individual host
19–24 Oct
Top guest favourite
Villa in Rignano sull'Arno
​Villa Fonticina: Private Pool & Secluded Woods
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 49 reviews
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