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Search results; Over 1,000 homes in Montepulciano

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Top guest favourite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
2 bedrooms, 4 beds, 2 private bathrooms
7–12 Nov
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4.93 out of 5 average rating, 335 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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Flat in Montepulciano
Dimora Nobile
3 bedrooms, 3 beds
16–21 Oct
New place to stay
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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
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
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Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
21–26 Oct
5.0 out of 5 average rating, 514 reviews
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Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
2 bedrooms, 3 beds
11–16 Nov
5.0 out of 5 average rating, 87 reviews
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Top guest favourite
Flat in Montepulciano
Wi-Fi Fiber Large Apartment in Montepulciano
2 bedrooms, 3 beds
27 Oct – 1 Nov
4.96 out of 5 average rating, 159 reviews
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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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Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds
1–6 Nov
4.94 out of 5 average rating, 53 reviews
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Home in Montepulciano
Le Botti
2 bedrooms, 3 beds
1–6 Oct
New place to stay
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Guest favourite
Flat in Montepulciano
Il Loggiato – Elegant Apartment with Loggia
1 bedroom, 1 double bed
25–30 Oct
4.89 out of 5 average rating, 9 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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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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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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Home in Montepulciano
Casa dolce casa
2 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Flat in Monticchiello
Monticchiello apartment with garden, wifi, pienza,
2 bedrooms, 2 beds
23–28 Oct
4.91 out of 5 average rating, 11 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
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds
18–23 Nov
4.98 out of 5 average rating, 116 reviews