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Search results; Over 1,000 homes in Asciano

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Guest favourite
Apartment in Asciano
PODERE SCURCOLI FARMHOUSE
4 bedrooms, 7 beds, 2 bathrooms
1–6 Sept, Individual host
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5.0 out of 5 average rating, 10 reviews
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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
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Flat in Asciano
"La Quercia" Apartment in a historic Tuscan farmhouse
Business host
1–6 Sept
New place to stay
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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, 39 reviews
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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
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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, 115 reviews
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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, 112 reviews
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Top guest favourite
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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Superhost
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
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Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
12–17 Oct
4.98 out of 5 average rating, 82 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
1–6 Sept
New place to stay
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Top guest favourite
Farm stay in Asciano
Podere Scuroli Capanna Farmhouse
Individual host
21–26 Sept
5.0 out of 5 average rating, 27 reviews
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Superhost
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 14 reviews
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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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, 56 reviews
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Top guest favourite
Farm stay in Anghiari
Tuscan dream lux 2-bed, pool, private balcony
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 56 reviews
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Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
14–21 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Montalcino
Villa Cipressino
Individual host
3–8 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Villa in Sinalunga
The twigs
Individual host
26–31 Oct
5.0 out of 5 average rating, 96 reviews