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Search results; Over 1,000 homes in Montalcino

Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 beds, 5 private bathrooms
28 Oct – 2 Nov
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5.0 out of 5 average rating, 25 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds
24–29 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Montalcino
Cappella - farmhouse surrounded by vineyards
2 bedrooms, 2 double beds
21–26 Oct
4.96 out of 5 average rating, 83 reviews
Top guest favourite
Home in Montalcino
Domus Antiqua
3 bedrooms, 3 beds
29 Dec – 3 Jan
4.95 out of 5 average rating, 40 reviews
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds
20–25 Sept
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Montalcino
Montalcino Townhouse with Private Garden & Spa
1 bedroom, 1 king bed
20–25 Sept
5.0 out of 5 average rating, 154 reviews
Flat in Montalcino
La Vista Retreat
2 bedrooms, 2 beds
25–30 Sept
Top guest favourite
Holiday home in Montalcino
Glicine Apartment
1 bedroom, 2 beds
13–18 Oct
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Montalcino
Casaletto La Pergola
2 bedrooms, 2 double beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds
1–6 Jan
4.99 out of 5 average rating, 99 reviews
Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds
10–17 Oct
Guest favourite
Flat in Montalcino
Annetta's home
1 bedroom, 1 bed
13–18 Sept
5.0 out of 5 average rating, 6 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, 116 reviews
Top guest favourite
Apartment in Pienza
Tuscan country house at Mascagni Farmhouse in Pienza
2 bedrooms, 2 double beds
26–31 Oct
5.0 out of 5 average rating, 161 reviews
Guest favourite
Flat in Montalcino
Pienza by Interhome
2 bedrooms
9–14 Oct
4.88 out of 5 average rating, 8 reviews
Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
3 bedrooms, 5 beds
19–26 Sept
5.0 out of 5 average rating, 13 reviews
Home in Montalcino
The Sorelle at Minnie's Cottage
2 bedrooms, 2 double beds
29 Sept – 4 Oct
4.71 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 249 reviews
Superhost
Room in Montalcino
The B&B le Scalette di Piazza, Double Room
1 double bed
18–23 Oct
4.91 out of 5 average rating, 11 reviews