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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
8–13 Oct
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4.97 out of 5 average rating, 31 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, 23 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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Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds, 6 bathrooms
10–17 Oct
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Home in Chiusure
Tuscan Villa with Pool & Stunning Abbey Views
4 bedrooms, 8 beds, 3 bathrooms
14–19 Oct
New place to stay
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Home in Castelmuzio
The Dream
3 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 6 reviews
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Villa in Siena
Villa Aquila
3 bedrooms, 4 beds, 3 bathrooms
12–17 Oct
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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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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, 116 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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Guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.98 out of 5 average rating, 171 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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Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
4.99 out of 5 average rating, 113 reviews
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Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 23 reviews
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Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
4 bedrooms, 6 beds, 4 bathrooms
5–11 Oct
5.0 out of 5 average rating, 55 reviews
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Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 23 reviews
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Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
3 bedrooms, 5 beds, 2 bathrooms
3–10 Oct
5.0 out of 5 average rating, 13 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
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.99 out of 5 average rating, 69 reviews