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

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, 178 reviews
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, 28 reviews
Home in Castiglione d'Orcia
La Casa di Catia in Valdorcia 7 places 2 bathrooms
Individual host
27 Oct – 1 Nov
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
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
Guest favourite
Flat in Castiglione d'Orcia
La Tana del Bianconiglio - Apartment Olivo
Business host
8–13 Oct
5.0 out of 5 average rating, 74 reviews
Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
Individual host
30 Oct – 4 Nov
4.97 out of 5 average rating, 327 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
Business host
30 Oct – 4 Nov
4.97 out of 5 average rating, 126 reviews
Top guest favourite
Villa in Chianciano Terme
Charming TuscanVilla with View for Family&Friends
Business host
27 Sept – 2 Oct
4.97 out of 5 average rating, 129 reviews
Top guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
Business host
21–26 Oct
4.88 out of 5 average rating, 25 reviews
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, 136 reviews
Flat in Castiglione d'Orcia
Casa Aldobrandesca
Business host
19–24 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
4–9 Oct
4.97 out of 5 average rating, 158 reviews
Guest favourite
Villa in Arcidosso
Stone villa with pool
Individual host
17–22 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Farm stay in Seggiano
Terra Delle Sidhe, Seggiano, Tuscany, Italy
Individual host
8–13 Nov
4.99 out of 5 average rating, 291 reviews
Superhost
Villa in Castiglione d'Orcia
Villa La Tana del Bianconiglio
Business host
7–12 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Montalcino
Castel Brunello - 3 Bedrooms + Terrace
Business host
16–21 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Montalcino
Domus Antiqua
Individual host
29 Dec – 3 Jan
4.95 out of 5 average rating, 40 reviews