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Search results; Over 1,000 homes in Asciano

Farm stay in Asciano
The Lazy Olive 5 apartments - Vite
1 bedroom, 1 bed, 1 private bathroom
30 Sept – 5 Oct, Business host
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Top guest favourite
Flat in Asciano
In_Bangaia
Individual host
2–7 Oct
5.0 out of 5 average rating, 21 reviews
Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
Business host
12–19 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
Individual host
18–23 Nov
4.98 out of 5 average rating, 116 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, 76 reviews
Top guest favourite
Home in Asciano
"Le Arcate" apartment in an 18th-century farmhouse
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
6–11 Sept
4.99 out of 5 average rating, 113 reviews
Flat in Rigomagno
Podere la Casina Country Chic apt. Myrtus
Business host
19–24 Sept
Top guest favourite
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
26 Sept – 3 Oct
4.96 out of 5 average rating, 101 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, 57 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 1 bed, 2.5 bathrooms
13–18 Nov
4.9 out of 5 average rating, 42 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
Individual host
12–17 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Montisi
Private 16th century farmhouse
Business host
17–24 Apr
5.0 out of 5 average rating, 22 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
Villa in Laterina Pergine Valdarno
The Tuscany you dream of-Private Villa & pool
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Montalcino
Villa Cipressino
Individual host
3–8 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews