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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
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
Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
15–20 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
13–18 Sept
New place to stay
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
13–18 Sept
4.98 out of 5 average rating, 59 reviews
Home in Ambra
Villa in traumhafter Lage
Individual host
15–22 Sept
5.0 out of 5 average rating, 6 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, 18 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
Business host
30 Sept – 5 Oct
5.0 out of 5 average rating, 3 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
Superhost
Farm stay in Monte San Savino
Tuscan Oasis: Luxury Villa, Spa & Heated Pool
Business host
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
13–18 Sept
5.0 out of 5 average rating, 4 reviews
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
Top guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
14–20 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 77 reviews