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

Descriptions are based on details hosts provide
Guest favourite
Villa in Castiglione d'Orcia
Wp Relais Villa Vignalunga
4 bedrooms, 4 beds, 4.5 private bathrooms
18–23 Aug
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4.93 out of 5 average rating, 116 reviews
Top guest favourite
Home in Castiglione d'Orcia
Tuscan terrace with sunset views over Montalcino
4.95 out of 5 average rating, 174 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Aug
Top guest favourite
Home in Castiglione d'Orcia
Stone house renovated in 2025, Val d’Orcia
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
26–31 Jul
Home in Castiglione d'Orcia
Val d’Orcia farmhouse with a hot tub
4.75 out of 5 average rating, 4 reviews, 4 bedrooms, 6 beds, 3 bathrooms
16–21 Jul
Flat in Castiglione d'Orcia
Casa Aldobrandesca
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Top guest favourite
Flat in Castiglione d'Orcia
Farmhouse with panoramic terrace in Val d’Orcia
4.96 out of 5 average rating, 75 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
Top guest favourite
Villa in Castiglione d'Orcia
Wp Relais Podere Vignalunga
5.0 out of 5 average rating, 21 reviews, 11 bedrooms, 10 beds, 11 bathrooms
17–22 Oct
Home in Castelnuovo dell'Abate
Modern Home near Montalcino with Private Garden
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
25–30 Jul
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Farm stay in San Quirico d'Orcia
Vineyards and Val d’Orcia views from balconies
4.98 out of 5 average rating, 115 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
4.87 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Sept
Top guest favourite
Farm stay in Bagno Vignoni
The garden of the oaks (Podere Santa Caterina)
5.0 out of 5 average rating, 33 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Place to stay in Castiglione d'Orcia
VAL D'ORCIA PIAN DI META - WELL
4.97 out of 5 average rating, 63 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic views in Val d’Orcia’s heart
4.99 out of 5 average rating, 96 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul
Top guest favourite
Home in Castiglione d'Orcia
Val d’Orcia views from a panoramic garden
4.96 out of 5 average rating, 129 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Oct
Top guest favourite
Apartment in Torrenieri
Restored beams and Val d’Orcia views
4.97 out of 5 average rating, 307 reviews, 2 bedrooms, 4 beds, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
Guest favourite
Apartment in Bagno Vignoni
Wooden beams and stone near thermal baths
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Jul
Top guest favourite
Apartment in San Quirico d'Orcia
Clorofilla
4.98 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept