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Search results; Over 1,000 homes in San Martino al Vento

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Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Luxe
Villa in Gaiole in Chianti
Le Pratola
Business host
17–24 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
Individual host
22–27 Oct
4.96 out of 5 average rating, 245 reviews
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Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
10–17 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Villa in Bucine
Villa Tontenano Capannole Chianti private pool 12
Business host
10–17 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
Business host
26–31 Oct
4.99 out of 5 average rating, 69 reviews
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Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
Business host
24–29 Oct
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 474 reviews
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Superhost
Villa in Gaiole in Chianti
Le Granchiaie
Business host
17–24 Oct
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Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
Business host
25–30 Oct
4.97 out of 5 average rating, 33 reviews
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Guest favourite
Flat in San Gusmè
La Dimora del Luca
Individual host
22–27 Oct
4.98 out of 5 average rating, 171 reviews
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Top guest favourite
Villa in Siena
Exclusive Villa Mami
Business host
18–23 Oct
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 146 reviews
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Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
27 Oct – 1 Nov
4.99 out of 5 average rating, 115 reviews
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Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
4–9 Oct
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
7–12 Oct
5.0 out of 5 average rating, 3 reviews