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

Guest favourite
Home in Poggio San Marco
Charming converted Hayloft overlooking the Chianti Hills
2 bedrooms, 2 beds, 1 shared bathroom
25–30 Sept, Individual host
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4.97 out of 5 average rating, 306 reviews
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
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
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
Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
Individual host
16–21 Sept
4.96 out of 5 average rating, 244 reviews
Superhost
Flat in Cavriglia
Basil – Simplicity and relaxation in Tuscany
Business host
4–9 Oct
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
Business host
25–30 Oct
5.0 out of 5 average rating, 22 reviews
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
Business host
30 Sept – 5 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Villa A Sesta
CASA MARIA
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
Flat in Solata
Apartment in Tuscany - Solata
Individual host
12–17 Sept
Top guest favourite
Home in Ambra
House with terrace and swimming pool in the Chianti region of Tuscany
Individual host
1–8 Oct
4.95 out of 5 average rating, 100 reviews
Top guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in San Giovanni Valdarno
Small villa between Florence and the Chianti region
Individual host
19–24 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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, 59 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
12–17 Sept
4.98 out of 5 average rating, 59 reviews
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, 114 reviews
Top guest favourite
Apartment in Figline e Incisa Valdarno
[Beatrice's Dream] Luxury & Design Penthouse 5*
Individual host
22–27 Sept
4.98 out of 5 average rating, 89 reviews