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Search results; Over 1,000 homes in Montalcino

Descriptions are based on details hosts provide
Guest favourite
Flat in Montalcino
Montalcino Loft
1 bedroom, 1 bed, 1 bathroom
15–20 Jul
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4.87 out of 5 average rating, 30 reviews
Top guest favourite
Home in Montalcino
Restored palazzo with frescos and wine cellar
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 4 beds, 5 bathrooms
1–6 Aug
Top guest favourite
Home in Montalcino
Domus Antiqua
4.95 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds, 3 bathrooms
23–28 Jul
Top guest favourite
Villa in Pienza
17th-century farmhouse amid olive groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
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
3–8 Aug
Top guest favourite
Home in Montalcino
Villa Cipressino
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 5 bathrooms
21–26 Jul
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 115 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Guest favourite
Apartment in Montalcino
Fulvia's home, vacation or smartworking
4.75 out of 5 average rating, 76 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Apartment in Asciano
Hilltop garden in the Crete Senesi
4.97 out of 5 average rating, 317 reviews, 2 bedrooms, 4 beds, 1 bathroom
19–24 Aug
Serviced apartment in Montalcino
Fortress views from a sun-lounger terrace
4.81 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Apartment in Pienza
A 1500s barn on an organic farm
5.0 out of 5 average rating, 154 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Flat in Montalcino
La Vista Retreat
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
15–20 Jul
Guest favourite
Flat in Montepulciano
Wine-inspired retreat near the historic center
4.87 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Sept
Top guest favourite
Flat in Montepulciano
17th-century Tuscan style near a vineyard
5.0 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
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
24–29 Aug
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul