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Search results; Over 1,000 homes in Poggio San Marco

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Guest favourite
Home in Poggio San Marco
Charming converted Hayloft overlooking the Chianti Hills
2 bedrooms, 2 beds, 1 shared bathroom
6–11 Oct, Individual host
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4.97 out of 5 average rating, 308 reviews
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Top guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
1–6 Oct
4.9 out of 5 average rating, 31 reviews
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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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Superhost
Flat in Cavriglia
Il Ginepro – Relaxation with a Pool View in Chianti
Business host
5–10 Oct
5.0 out of 5 average rating, 4 reviews
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Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
Business host
1–6 Oct
5.0 out of 5 average rating, 3 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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Superhost
Flat in Cavriglia
Basil – Simplicity and relaxation in Tuscany
Business host
4–9 Oct
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Home in San Giovanni Valdarno
Borgo di Beppe & Gloria - The Lodge | 3BR for 6
Business host
13–18 Oct
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
3–8 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
13–18 Oct
5.0 out of 5 average rating, 23 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
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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Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
10–15 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in San Giovanni Valdarno
Small villa between Florence and the Chianti region
Individual host
4–9 Oct
5.0 out of 5 average rating, 9 reviews
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Flat in Solata
Apartment in Tuscany - Solata
Individual host
1–6 Oct
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Guest favourite
Villa in Castelnuovo dei Sabbioni
Villa Valdarno Chianti - Private Pool
Business host
26 Jun – 1 Jul
4.92 out of 5 average rating, 36 reviews
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Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
1–6 Oct
New place to stay
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Top guest favourite
Cottage in Villa A Sesta
CASA MARIA
Individual host
1–6 Oct
5.0 out of 5 average rating, 20 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