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Search results; Over 1,000 homes in Montalcino

Top guest favourite
Flat in Montalcino
Castel Brunello - 2 doublebed rooms + terrace
2 bedrooms, 2 beds, 2 private bathrooms
20–25 Aug
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4.99 out of 5 average rating, 117 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds
25–30 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 king beds
21–26 Aug
5.0 out of 5 average rating, 24 reviews
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Montalcino
Villa Cipressino
4 bedrooms, 5 beds
13–18 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Montalcino
Domus Antiqua
3 bedrooms, 3 beds
15–20 Aug
4.95 out of 5 average rating, 40 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, 110 reviews
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
2 bedrooms, 2 double beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 158 reviews
Home in Montalcino
Casaletto La Pergola
2 bedrooms, 2 double beds
19–24 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Holiday home in Montalcino
Glicine Apartment
1 bedroom, 2 beds
4–9 Oct
5.0 out of 5 average rating, 20 reviews
Flat in Montalcino
La Vista Retreat
2 bedrooms, 2 beds
23–28 Aug
Top guest favourite
Home in Montalcino
Montalcino Townhouse with Private Garden & Spa
1 bedroom, 1 king bed
18–23 Aug
5.0 out of 5 average rating, 153 reviews
Top guest favourite
Flat in Monticchiello
Casa Tòrta - comfort room
1 bedroom, 1 bed
23–28 Aug
5.0 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
2 bedrooms, 2 beds
20–25 Nov
5.0 out of 5 average rating, 101 reviews
Holiday home in Montalcino
L'Albergheria Montalcino Vacation Home – 3 Bedrooms
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
The Way
2 bedrooms, 2 double beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds
12–17 Oct
4.9 out of 5 average rating, 29 reviews
Guest favourite
Serviced apartment in Montalcino
Montalcino's Balcony Apt with Fortress Views
1 bedroom, 1 bed
21–26 Aug
4.81 out of 5 average rating, 37 reviews
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed
21–26 Oct
4.93 out of 5 average rating, 73 reviews