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Search results; Over 1,000 homes in Montepulciano

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Top guest favourite
Flat in Montepulciano
Tuscany on the terrace, downtown Montepulciano
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
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4.91 out of 5 average rating, 239 reviews
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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
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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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Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
18–23 Nov
4.97 out of 5 average rating, 329 reviews
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Flat in Montepulciano
Dimora Nobile
3 bedrooms, 3 beds, 3 bathrooms
16–21 Oct
New place to stay
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Top guest favourite
Flat in Montepulciano
Wi-Fi Fiber Large Apartment in Montepulciano
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 159 reviews
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Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 137 reviews
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Top guest favourite
Flat in Montepulciano
Stuart Residence - William Stuart apartment
2 bedrooms, 2 double beds, 1 bathroom
12–18 Nov
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Flat in Montepulciano
Il Buonumore with 3 Suites, 3 bathrooms, balcony
3 bedrooms, 5 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 50 reviews
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Home in Montepulciano
Collazzi 15 - Urban villa, garden & spa
2 bedrooms, 5 beds, 4 bathrooms
27 Sept – 2 Oct
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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, 5.5 bathrooms
18–23 Nov
4.98 out of 5 average rating, 116 reviews
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Top guest favourite
Flat in Montepulciano
"My House" Casa Poliziano hold town
2 bedrooms, 2 double beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 85 reviews
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Top guest favourite
Villa in Monte San Savino
Villa Tonacato - Charming Villa with private pool
4 bedrooms, 4 double beds, 4 bathrooms
11–16 Oct
4.99 out of 5 average rating, 108 reviews
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Guest favourite
Home in Torrita di Siena
Villa Banditello, view over Montepulciano valley
3 bedrooms, 5 beds, 2.5 bathrooms
3–8 Oct
4.84 out of 5 average rating, 32 reviews
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Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 51 reviews
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Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 513 reviews
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Top guest favourite
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
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 Montepulciano
WiFiFiber LargeApartment with view inMontepulciano
3 bedrooms, 4 beds, 2 bathrooms
30 Nov – 6 Dec
5.0 out of 5 average rating, 55 reviews