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

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Top guest favourite
Flat in Castiglione d'Orcia
Mimosa Apartment - Poggio al Vento
1 bedroom, 1 bed, 1 private bathroom
1–6 Nov, Business host
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4.99 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Castiglione d'Orcia
Apartment in a detached villa - Val d'Orcia
Individual host
23–28 Nov
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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Top guest favourite
Flat in Castiglione d'Orcia
The Terrace overlooking the Val d'Orcia
Individual host
16–21 Oct
4.95 out of 5 average rating, 59 reviews
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Top guest favourite
Home in Castiglione d'Orcia
Borgo71 - In the Heart of the Val d'Orcia
Individual host
10–15 Oct
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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Superhost
Home in Castiglione d'Orcia
May Day
Business host
1–6 Oct
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
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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
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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Top guest favourite
Farm stay in Pienza
Spedaletto Castle, Val d'Orcia, Pienza
Business host
28 Oct – 2 Nov
4.97 out of 5 average rating, 185 reviews
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Flat in Castiglione d'Orcia
Casa Aldobrandesca
Business host
25–30 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Castiglione d'Orcia
Da nonna Ornella - nest in Val d'Orcia
Individual host
30 Oct – 4 Nov
4.96 out of 5 average rating, 137 reviews
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Guest favourite
Apartment in Montepulciano
Amazing Apartment near Piazza Grande w/ Terrace
Individual host
30 Oct – 4 Nov
4.92 out of 5 average rating, 189 reviews
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Top guest favourite
Flat in Montepulciano
The source
Individual host
30 Oct – 4 Nov
5.0 out of 5 average rating, 218 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, 319 reviews
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Top guest favourite
Villa in Pienza
Villa I Cipressini Tuscany Private luxury pool spa
Business host
31 Oct – 7 Nov
4.93 out of 5 average rating, 45 reviews
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Top guest favourite
Flat in Montepulciano
Under the sunset, Montepulciano
Individual host
26 Nov – 1 Dec
4.98 out of 5 average rating, 165 reviews
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Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Civetta
Business host
24–29 Oct
5.0 out of 5 average rating, 32 reviews