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Search results; Over 1,000 homes in Pienza

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Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 private bathroom
21–26 Oct
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4.93 out of 5 average rating, 76 reviews
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Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
4.99 out of 5 average rating, 111 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds, 6 bathrooms
12–19 Sept
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Superhost
Apartment in Pienza
Tuscan country house at Mascagni Farmhouse in Pienza
2 bedrooms, 2 double beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 158 reviews
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Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 3 beds, 3 bathrooms
16–21 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in Pienza
In the heart of Pienza, just 50 meters from the cathedral!
3 bedrooms, 4 beds, 2 bathrooms
5–10 Nov
4.98 out of 5 average rating, 47 reviews
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Villa in Pienza
Villa I Cipressini Tuscany Private luxury pool spa
5 bedrooms, 7 beds, 7 bathrooms
12–17 Sept
4.93 out of 5 average rating, 44 reviews
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Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
11–16 Oct
4.97 out of 5 average rating, 36 reviews
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Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds, 4 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
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Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds, 2 bathrooms
17–22 Nov
4.97 out of 5 average rating, 187 reviews
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Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Oct
4.98 out of 5 average rating, 82 reviews
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Top guest favourite
Flat in Pienza
Residence in the heart of Pienza
3 bedrooms, 3 double beds, 3 bathrooms
3–8 Nov
5.0 out of 5 average rating, 9 reviews
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Superhost
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo
1 bedroom, 1 double bed, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 364 reviews
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Guest favourite
Holiday home in Pienza
Pienzalettings
1 bedroom, 3 beds, 1 bathroom
19–24 Oct
4.92 out of 5 average rating, 114 reviews
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Home in Castiglione d'Orcia
The house in Piazzetta
1 bedroom, 1 double bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Pienza
Pienza skyline incredible view
2 bedrooms, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 31 reviews
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Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
1 bedroom, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 3 reviews
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Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 36 reviews
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Superhost
Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 214 reviews