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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
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
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
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
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
Home in Castiglione d'Orcia
La Casa di Catia in Valdorcia 7 places 2 bathrooms
Individual host
27 Oct – 1 Nov
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
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
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
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
16–22 Sept
5.0 out of 5 average rating, 54 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
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
Home in Monticchiello
Casa Bianchini: ancient memories
Individual host
31 Oct – 5 Nov
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 115 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in the Centre Dimora del Poggio
Business host
1–6 Jan
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Guest suite in Cetona
Cosy country house
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Farm stay in Pienza
Spedaletto Castle, Val d'Orcia, Pienza
Business host
26–31 Oct
4.97 out of 5 average rating, 185 reviews