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

Top guest favourite
Villa in Castiglione d'Orcia
Wp Relais Borgo Vignalunga
7 bedrooms, 7 beds, 6 private bathrooms
29 Aug – 3 Sept
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4.96 out of 5 average rating, 141 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds
18–23 Nov
4.98 out of 5 average rating, 112 reviews
Top guest favourite
Home in Castiglione d'Orcia
Borgo71 - In the Heart of the Val d'Orcia
3 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
1 bedroom, 1 king bed
5–10 Jul
5.0 out of 5 average rating, 112 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
11–16 Nov
4.99 out of 5 average rating, 109 reviews
Home in Castiglione d'Orcia
Il Gugnolo - Farmhouse in Val d'Orcia
4 bedrooms, 6 beds
7–12 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds
2–7 Jul
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds
11–16 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Home in Montalcino
Domus Antiqua
3 bedrooms, 3 beds
14–19 Jul
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
12–17 Nov
4.97 out of 5 average rating, 320 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds
19–24 Aug
4.97 out of 5 average rating, 314 reviews
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 king beds
1–6 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Farm stay in San Giovanni d'Asso
Pasqui Villas: Tribbio 3BDR,private pool,WiFi
3 bedrooms, 4 beds
27 Aug – 2 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds
26–31 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Cinigiano
Solengo Apartment in Podere Capraia
2 bedrooms, 1 sofa bed
7–12 Sept
5.0 out of 5 average rating, 68 reviews
Superhost
Farm stay in Monte San Savino
(M) Luxury Villa | Infinity Pool, Sauna & Cinema
5 bedrooms, 9 beds
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place La Valle...
2 bedrooms, 2 double beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
2 bedrooms, 2 double beds
19–24 Oct
5.0 out of 5 average rating, 151 reviews