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Search results; Over 1,000 homes in Montisi

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Top guest favourite
Holiday home in Montisi
Unique & Historic Getaway: Dreamy Garden
5 bedrooms, 9 beds, 5 private bathrooms
15–20 Nov
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4.97 out of 5 average rating, 30 reviews
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Home in Montisi
Private 16th century farmhouse
3 bedrooms, 8 beds, 4 bathrooms
17–24 Apr
5.0 out of 5 average rating, 22 reviews
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Flat in Scrofiano
2BR Tuscan apt with garden and patio- quiet stay
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 31 reviews
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Holiday home in Montefollonico
At Gabri's house, hospitality and simplicity
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 15 reviews
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Apartment in Pienza
Tuscan country house at Mascagni Farmhouse in Pienza
2 bedrooms, 2 double beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 159 reviews
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Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
3 bedrooms, 5 beds, 2 bathrooms
12–19 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 3 beds, 3 bathrooms
16–21 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Montefollonico
Charming Tuscan Home · Montepulciano & Val d'Orcia
2 bedrooms, 2 double beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 4 reviews
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Villa in Bettolle
A Fairytale Wedding in Tuscany
9 bedrooms, 9 queen beds, 9.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 27 reviews
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Flat in San Quirico d'Orcia
Apartment in Val d'Orcia
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.94 out of 5 average rating, 52 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, 120 reviews
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Home in Montalcino
Villa Cipressino
4 bedrooms, 5 beds, 5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 21 reviews
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Home in Montefollonico
Spectacular view 4BR house_ fenced park and garden
4 bedrooms, 7 beds, 3 bathrooms
1–6 Sept
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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, 82 reviews
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Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
4 bedrooms, 6 beds, 4 bathrooms
13–19 Sept
5.0 out of 5 average rating, 52 reviews
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Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 510 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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Guest house in Petroio
LA CASINA: Your tiny house in Tuscany
1 queen bed, No bathroom
1–6 Dec
4.97 out of 5 average rating, 158 reviews