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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
27 Jul – 1 Aug
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
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
4.97 out of 5 average rating, 181 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
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
20–25 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
5–10 Jul
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 Lucignano
Belvedere Antico [Tuscan pool and garden]
4.98 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Guest favourite
Villa in Poggioferro
Poggio among the olive trees
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Apartment in Cinigiano
Solengo Apartment in Podere Capraia
5.0 out of 5 average rating, 69 reviews, 2 bedrooms, 1 bed, 2 bathrooms
28 Sept – 3 Oct
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
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 129 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Jul
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
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 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
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
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds, 3 bathrooms
4–9 Jul
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
5.0 out of 5 average rating, 113 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Jul