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Search results; Over 1,000 homes in Montepulciano

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Top guest favourite
Apartment in Montepulciano
a.d. 1237
1 bedroom, 2 beds, 2 bathrooms
20–25 Sept
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4.98 out of 5 average rating, 87 reviews
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Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.97 out of 5 average rating, 328 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, 136 reviews
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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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Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
4.98 out of 5 average rating, 49 reviews
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Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 116 reviews
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Flat in Montepulciano
Dimora Nobile
3 bedrooms, 3 beds, 3 bathrooms
16–21 Sept
New place to stay
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Villa in Chianciano Terme
Charming Villa in Montepulciano for Fam & Friends
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 129 reviews
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Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 56 reviews
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Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
1 bedroom, 3 beds, 1 bathroom
21–26 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, 1 bathroom
3–8 Oct
4.91 out of 5 average rating, 11 reviews
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Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo
1 bedroom, 1 double bed, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 367 reviews
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Home in Monticchiello
Casa Bianchini: ancient memories
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
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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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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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Home in Montepulciano
La finestra - Montepulciano's historic center
1 bedroom, 2 beds, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 89 reviews
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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, 50 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, 215 reviews