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Search results; Over 1,000 homes in Montepulciano

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Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 private bathrooms
30 Oct – 4 Nov
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4.97 out of 5 average rating, 126 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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Guest favourite
Flat in Montepulciano
Incredible Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
29 Oct – 3 Nov
4.95 out of 5 average rating, 73 reviews
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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, 330 reviews
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Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Nov
5.0 out of 5 average rating, 124 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
4.95 out of 5 average rating, 55 reviews
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Apartment in Montepulciano
Residence In cerca d'Autore
2 bedrooms, 2 beds, 2 bathrooms
24–29 Oct
4.97 out of 5 average rating, 345 reviews
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Farm stay in Montepulciano
A lovelyTuscan Country Villa only for you
3 bedrooms, 3 beds, 1 bathroom
17–22 Nov
4.96 out of 5 average rating, 112 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
Villa in Chianciano Terme
Charming Tuscan Villa in Val d'Orcia with a view
2 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
4.97 out of 5 average rating, 130 reviews
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Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 88 reviews
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Top guest favourite
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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Home in Monticchiello
Casa Bianchini: ancient memories
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
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Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds, 6 bathrooms
4–9 Oct
4.98 out of 5 average rating, 160 reviews
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Farm stay in Montalcino
Farmhouse surrounded by vineyards - Salvia
2 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 49 reviews
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Flat in Monticchiello
Casa Tòrta - comfort room
1 bedroom, 1 bed, 1 bathroom
23–28 Nov
5.0 out of 5 average rating, 107 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, 1 bathroom
23–28 Dec
5.0 out of 5 average rating, 116 reviews
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Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
1 bedroom, 3 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 514 reviews