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Search results; Over 1,000 homes in Pienza

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Top guest favourite
Flat in Pienza
Live Like a Local & Private Concierge Service
1 bedroom, 2 beds, 1 private bathroom
4–9 Nov
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5.0 out of 5 average rating, 60 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds, 6 bathrooms
10–17 Oct
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Top guest favourite
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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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, 112 reviews
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Top guest favourite
Villa in Pienza
Villa I Cipressini Tuscany Private luxury pool spa
5 bedrooms, 7 beds, 7 bathrooms
31 Oct – 7 Nov
4.93 out of 5 average rating, 45 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, 50 reviews
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Top guest favourite
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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Guest favourite
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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Guest favourite
Farm stay in Pienza
Tuscan Villa Pienza: stunning views and pure relax
4 bedrooms, 6 beds, 4 bathrooms
6–13 May
4.96 out of 5 average rating, 27 reviews
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Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 40 reviews
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Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 326 reviews
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Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 217 reviews
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Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
1–6 Jan
4.99 out of 5 average rating, 99 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
26–31 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in San Quirico d'Orcia
Apartment in Val d'Orcia
2 bedrooms, 3 beds, 2 bathrooms
11–16 Nov
4.93 out of 5 average rating, 58 reviews
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Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 bathroom
5–10 Oct
4.93 out of 5 average rating, 81 reviews
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Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Farm stay in Pienza
Spedaletto Castle, Val d'Orcia, Pienza
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 185 reviews
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Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
30 Oct – 4 Nov
4.97 out of 5 average rating, 126 reviews