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Search results; Over 1,000 homes in Asciano

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Flat in Asciano
In_Bangaia
1 bedroom, 1 double bed, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 21 reviews
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Flat in Asciano
"La Quercia" Apartment in a historic Tuscan farmhouse
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Sept
New place to stay
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Home in Asciano
"Le Arcate" apartment in an 18th-century farmhouse
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
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Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 53 reviews
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Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds, 5.5 bathrooms
18–23 Nov
4.98 out of 5 average rating, 115 reviews
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Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Oct
4.98 out of 5 average rating, 82 reviews
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Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 1 bed, 2.5 bathrooms
13–18 Nov
5.0 out of 5 average rating, 41 reviews
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Home in Montalcino
Villa Cipressino
4 bedrooms, 5 beds, 5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
1–6 Sept
New place to stay
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Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 39 reviews
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Superhost
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
4.99 out of 5 average rating, 76 reviews
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Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 15 reviews
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Farm stay in Asciano
Podere Scuroli Capanna Farmhouse
2 bedrooms, 4 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 27 reviews
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Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
6–11 Sept
4.99 out of 5 average rating, 112 reviews
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Apartment in Noce
Historic 17th-century farmhouse in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 218 reviews
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Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 53 reviews
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Superhost
Apartment in Pienza
Tuscan country house at Mascagni Farmhouse in Pienza
2 bedrooms, 2 double beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 158 reviews