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Search results; Over 1,000 homes in Montepulciano

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Loft in Montepulciano
Apartments at Poggiolo - Granary Loft
1 bedroom, 1 bed, 1 private bathroom
23–28 Oct
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4.96 out of 5 average rating, 90 reviews
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Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 326 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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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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Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
4.98 out of 5 average rating, 48 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, 53 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, 115 reviews
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Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
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Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 510 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, 214 reviews
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Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
11–16 Oct
4.97 out of 5 average rating, 36 reviews
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Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds, 4 bathrooms
6–11 Oct
5.0 out of 5 average rating, 96 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
23–28 Oct
5.0 out of 5 average rating, 115 reviews
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Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
1–6 Nov
4.93 out of 5 average rating, 41 reviews
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Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
6 bedrooms, 7 beds, 7 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 113 reviews
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Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Oct
4.97 out of 5 average rating, 125 reviews
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Flat in Montepulciano
Stuart Residence - William Stuart apartment
2 bedrooms, 2 double beds, 1 bathroom
4–10 Nov
5.0 out of 5 average rating, 29 reviews
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Villa in Sinalunga
The twigs
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 97 reviews
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Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 44 reviews