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Search results; Over 1,000 homes in Montalcino

Top guest favourite
Farm stay in Montalcino
Cappella - farmhouse surrounded by vineyards
2 bedrooms, 2 beds, 1 private bathroom
21–26 Oct
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4.96 out of 5 average rating, 78 reviews
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 4 beds, 5 bathrooms
1–6 Jul
Top guest favourite
Home in Montalcino
Domus Antiqua
4.95 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds, 3 bathrooms
2–7 Jul
Top guest favourite
Home in Montalcino
Montalcino Townhouse with Private Garden & Spa
5.0 out of 5 average rating, 151 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Jul
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
4.97 out of 5 average rating, 314 reviews, 2 bedrooms, 4 beds, 1 bathroom
10–15 Jul
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 151 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Farm stay in Montalcino
Farmhouse surrounded by vineyards - Rosmarino
4.98 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 112 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
18–23 Nov
Top guest favourite
Apartment in Asciano
Casa Biancospino Crete Senesi | Podere Fossaccio
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4.99 out of 5 average rating, 67 reviews, 4 bedrooms, 4 beds, 4 bathrooms
30 Oct – 4 Nov
Superhost
Farm stay in Monte San Savino
(M) Luxury Villa | Infinity Pool, Sauna & Cinema
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 9 beds, 5.5 bathrooms
12–17 Aug
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
5.0 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
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
11–16 Nov
Top guest favourite
Apartment in Cinigiano
Solengo Apartment in Podere Capraia
5.0 out of 5 average rating, 68 reviews, 2 bedrooms, 1 bed, 2 bathrooms
7–14 Jul
Guest favourite
Farm stay in San Giovanni d'Asso
Pasqui Villas: Tribbio 3BDR,private pool,WiFi
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
27 Aug – 2 Sept
Top guest favourite
Apartment in San Quirico d'Orcia
The Way
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
5.0 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug