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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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4.95 out of 5 average rating, 176 reviews
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Home in Castiglione d'Orcia
The house in Piazzetta
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Castiglione d'Orcia
Borgo71 - In the Heart of the Val d'Orcia
Individual host
7–12 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
Individual host
15–20 Sept
4.98 out of 5 average rating, 48 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, 135 reviews
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Top guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
Business host
31 Oct – 5 Nov
4.9 out of 5 average rating, 20 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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Home in Castiglione d'Orcia
Il Gugnolo - Farmhouse in Val d'Orcia
Individual host
25–30 Oct
4.75 out of 5 average rating, 4 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
12–19 Sept
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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, 21 reviews
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Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
Individual host
29 Oct – 3 Nov
5.0 out of 5 average rating, 36 reviews
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Top guest favourite
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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Top guest favourite
Villa in Pienza
Villa I Cipressini Tuscany Private luxury pool spa
Business host
12–17 Sept
4.93 out of 5 average rating, 44 reviews
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Top guest favourite
Villa in Chianciano Terme
Charming TuscanVilla with View for Family&Friends
Business host
4–9 Oct
4.97 out of 5 average rating, 128 reviews
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Flat in Castiglione d'Orcia
Casa Aldobrandesca
Business host
6–11 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
Individual host
17–22 Nov
4.97 out of 5 average rating, 187 reviews
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Guest favourite
Flat in Castiglione d'Orcia
Geraneo apartment in Valdorcia
Business host
26–31 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Individual host
1–6 Sept
4.98 out of 5 average rating, 44 reviews
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Superhost
Villa in Castiglione d'Orcia
Villa La Tana del Bianconiglio
Business host
9–14 Sept
5.0 out of 5 average rating, 10 reviews