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Search results; Over 1,000 homes in Castiglione d'Orcia

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Top guest favourite
Home in Castiglione d'Orcia
Apartment in a detached villa - Val d'Orcia
2 bedrooms, 2 beds, 1 private bathroom
23–28 Nov, Individual host
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4.96 out of 5 average rating, 180 reviews
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Home in Castiglione d'Orcia
La Casa di Catia in Valdorcia 7 places 2 bathrooms
Individual host
16–21 Nov
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Flat in Castiglione d'Orcia
The Terrace overlooking the Val d'Orcia
Individual host
2–7 Oct
4.95 out of 5 average rating, 59 reviews
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Guest favourite
Home in Castiglione d'Orcia
Il Gugnolo - Farmhouse in Val d'Orcia
Individual host
25–30 Oct
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Castiglione d'Orcia
Borgo71 - In the Heart of the Val d'Orcia
Individual host
21–26 Sept
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Villa in Castiglione d'Orcia
Wp Relais Podere Vignalunga
Business host
15–20 Nov
5.0 out of 5 average rating, 21 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
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Superhost
Home in Castiglione d'Orcia
May Day
Business host
20–25 Sept
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Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
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Apartment in Montepulciano
The walnut tree view, Montepulciano
Individual host
10–15 Nov
5.0 out of 5 average rating, 137 reviews
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Flat in Castiglione d'Orcia
Casa Aldobrandesca
Business host
19–24 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Villa in Arcidosso
Stone villa with pool
Individual host
17–22 Oct
5.0 out of 5 average rating, 23 reviews
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Guest favourite
Home in Pienza
Spacious Luxury Stay in Pienza | 3BR 3BA
Individual host
2–7 Nov
4.97 out of 5 average rating, 101 reviews
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Top guest favourite
Farm stay in Monticchiello
Fonte Senesi Villa in Val d 'Orcia
Business host
26 Sept – 1 Oct
4.93 out of 5 average rating, 58 reviews
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Farm stay in Pienza
Spedaletto Castle, Val d'Orcia, Pienza
Business host
18–23 Oct
4.97 out of 5 average rating, 185 reviews
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Farm stay in Chiusi
Breeder's Room - Triple room breakfast included
Business host
12–17 Nov
5.0 out of 5 average rating, 108 reviews
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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
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Top guest favourite
Apartment in Torrenieri
[9 minutes from Montalcino] Elegant House Mafalda
Individual host
14–19 Oct
4.97 out of 5 average rating, 318 reviews
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Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
6–11 Oct
5.0 out of 5 average rating, 96 reviews