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

Descriptions are based on details hosts provide
Home in Castiglione d'Orcia
Casa Frati by Interhome
4 bedrooms, 2 beds, 4.5 private bathrooms
22–29 Aug
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4.71 out of 5 average rating, 34 reviews
Top guest favourite
Home in Castiglione d'Orcia
Apartment in a detached villa - Val d'Orcia
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Aug
4.95 out of 5 average rating, 174 reviews
Top guest favourite
Home in Castiglione d'Orcia
Stone house renovated in 2025, Val d’Orcia
3 bedrooms, 4 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Home in Castiglione d'Orcia
Il Gugnolo - Farmhouse in Val d'Orcia
4 bedrooms, 6 beds, 3 bathrooms
16–21 Jul
4.75 out of 5 average rating, 4 reviews
Flat in Castiglione d'Orcia
Casa Aldobrandesca
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Castiglione d'Orcia
Farmhouse with panoramic terrace in Val d’Orcia
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
4.96 out of 5 average rating, 75 reviews
Home in Castelnuovo dell'Abate
Modern Home near Montalcino with Private Garden
3 bedrooms, 3 double beds, 3 bathrooms
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Castiglione d'Orcia
46-hectare estate in Val d’Orcia
11 bedrooms, 10 king beds, 11 bathrooms
17–22 Oct
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Montepulciano
Wine-inspired retreat near the historic center
2 bedrooms, 2 beds, 1 bathroom
2–7 Sept
4.87 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds, 5.5 bathrooms
20–25 Jul
4.98 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Farm stay in Bagno Vignoni
Oak forest farmhouse near Bagno Vignoni
4 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Place to stay in Castiglione d'Orcia
Meadow farmhouse deep in Val d’Orcia woods
1 bedroom, 1 double bed, 1 bathroom
17–22 Jul
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Torrenieri
Restored beams and Val d’Orcia views
2 bedrooms, 4 beds, 1 bathroom
29 Jul – 3 Aug
4.97 out of 5 average rating, 307 reviews
Top guest favourite
Home in Montalcino
Restored palazzo with frescos and wine cellar
4 bedrooms, 4 king beds, 5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic views in Val d’Orcia’s heart
2 bedrooms, 2 double beds, 1 bathroom
17–22 Jul
4.99 out of 5 average rating, 96 reviews
Guest favourite
Apartment in Bagno Vignoni
Wooden beams and stone near thermal baths
1 bedroom, 2 beds, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.98 out of 5 average rating, 43 reviews