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Search results; Over 1,000 homes in San Leolino

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
Top guest favourite
Villa in Bucine
Villa Petrea - Holidays and Weddings
Business host
24–31 Oct
4.94 out of 5 average rating, 90 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
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
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
16–21 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
14–19 Sept
New place to stay
Top guest favourite
Villa in Civitella in Val di Chiana
Casale La Querce-Tuscan Farmhouse with pool & view
Business host
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Superhost
Farm stay in Monte San Savino
Tuscan Oasis: Luxury Villa, Spa & Heated Pool
Business host
15–20 Sept
5.0 out of 5 average rating, 4 reviews
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
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
25–30 Sept
4.98 out of 5 average rating, 59 reviews
Home in Ambra
Villa in traumhafter Lage
Individual host
16–23 Sept
5.0 out of 5 average rating, 6 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
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
15–21 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
10–17 Oct
5.0 out of 5 average rating, 10 reviews