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Search results; Over 1,000 homes in Montepulciano

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Guest favourite
Flat in Montepulciano
Charming Montepulciano Stay with Private Patio
1 bedroom, 1 bed, 1 private bathroom
28 Oct – 2 Nov
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4.82 out of 5 average rating, 84 reviews
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Flat in Montepulciano
Dimora Nobile
3 bedrooms, 3 beds
16–21 Oct
New place to stay
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Guest favourite
Flat in Montepulciano
Incredible Tuscany House in the Center 120mq
2 bedrooms, 3 beds
29 Oct – 3 Nov
4.95 out of 5 average rating, 73 reviews
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Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds
7–12 Nov
5.0 out of 5 average rating, 124 reviews
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Top guest favourite
Apartment in Montepulciano
Residence In cerca d'Autore
2 bedrooms, 2 beds
24–29 Oct
4.97 out of 5 average rating, 345 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds
10–17 Oct
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Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
18–23 Nov
4.97 out of 5 average rating, 330 reviews
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Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds
1–6 Nov
4.95 out of 5 average rating, 55 reviews
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Home in Monticchiello
Casa Bianchini: ancient memories
3 bedrooms, 4 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 126 reviews
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Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
1 bedroom, 2 beds
23–28 Dec
5.0 out of 5 average rating, 116 reviews
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Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds
4–9 Oct
4.98 out of 5 average rating, 160 reviews
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Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa in Val d'Orcia with a view
2 bedrooms, 4 beds
16–21 Oct
4.97 out of 5 average rating, 130 reviews
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Top guest favourite
Flat in Monticchiello
Casa Tòrta - comfort room
1 bedroom, 1 bed
23–28 Nov
5.0 out of 5 average rating, 107 reviews
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Top guest favourite
Home in Montepulciano
La finestra - Montepulciano's historic center
1 bedroom, 2 beds
24–29 Oct
4.94 out of 5 average rating, 89 reviews
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Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
7–12 Nov
5.0 out of 5 average rating, 514 reviews
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Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
1 bedroom, 3 beds
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed
10–15 Nov
5.0 out of 5 average rating, 137 reviews
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Top guest favourite
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo
1 bedroom, 1 double bed
19–24 Oct
5.0 out of 5 average rating, 369 reviews