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Search results; Over 1,000 homes in Montalcino

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Top guest favourite
Flat in Montalcino
Castel Brunello - 2 doublebed rooms + terrace
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Oct, Business host
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4.99 out of 5 average rating, 118 reviews
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Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 king beds, 5 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 25 reviews
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Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
24–29 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Montalcino
Domus Antiqua
Individual host
29 Dec – 3 Jan
4.95 out of 5 average rating, 40 reviews
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Top guest favourite
Apartment in Montalcino
Unique views from inside Montalcino
Individual host
12–17 Oct
4.91 out of 5 average rating, 70 reviews
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Top guest favourite
Home in Montalcino
Montalcino Townhouse with Private Garden & Spa
Business host
18–23 Oct
5.0 out of 5 average rating, 154 reviews
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Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Individual host
27 Oct – 1 Nov
4.98 out of 5 average rating, 46 reviews
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Top guest favourite
Holiday home in Montalcino
Glicine Apartment
Individual host
2–7 Nov
5.0 out of 5 average rating, 21 reviews
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Flat in Montalcino
La Vista Retreat
Individual host
7–12 Oct
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
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Top guest favourite
Room in Gaiole in Chianti
Argenina. Welcome to our small village, La .
Business host
18–23 Mar
4.96 out of 5 average rating, 135 reviews
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Flat in San Quirico d'Orcia
Timilia
Individual host
20–25 Oct
New place to stay
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Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
Individual host
4–9 Oct
5.0 out of 5 average rating, 116 reviews
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Top guest favourite
Home in Montalcino
Villa Cipressino
Individual host
15–20 Oct
5.0 out of 5 average rating, 13 reviews
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Superhost
Room in Montalcino
The B&B le Scalette di Piazza, Double Room
Business host
18–23 Oct
4.91 out of 5 average rating, 11 reviews
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Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
Business host
21–26 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Castiglione d'Orcia
The Terrace overlooking the Val d'Orcia
Individual host
9–14 Oct
4.95 out of 5 average rating, 59 reviews
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Home in Castelnuovo dell'Abate
Modern Home near Montalcino with Private Garden
Business host
13–18 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in San Quirico d'Orcia
Apartment in Val d'Orcia
Individual host
11–16 Nov
4.93 out of 5 average rating, 58 reviews