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Search results; Over 1,000 homes in Montalcino

Descriptions are based on details hosts provide
Guest favourite
Home in Montalcino
House of the Jujube
2 bedrooms, 3 beds, 1 private bathroom
21–26 Sept
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4.96 out of 5 average rating, 154 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
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
Superhost
Flat in Montalcino
Original frescoes in a historic palazzo
3 bedrooms, 4 beds, 3 bathrooms
23–28 Jul
Top guest favourite
Flat in Monticchiello
Cypress views and a garden in Val d’Orcia
4.97 out of 5 average rating, 183 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
15–20 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
3–8 Aug
Top guest favourite
Flat in Montepulciano
Spectacular hill views with designer furniture
4.97 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Farm stay in San Quirico d'Orcia
Vineyards and Val d’Orcia views from balconies
4.98 out of 5 average rating, 115 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Guest favourite
Farm stay in San Giovanni d'Asso
Pool in an olive grove near Montalcino
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
27 Aug – 2 Sept
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
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
Flat in Castelmuzio
Tuscan hill views and a private garden
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Tiny home in Pienza
A converted schoolhouse in Val d’Orcia
4.93 out of 5 average rating, 68 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 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
Home in Montalcino
Restored 1800s farmhouse with panoramic garden
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 5 bathrooms
21–26 Jul
Top guest favourite
Flat in Montepulciano
The source
5.0 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
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