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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Apartment in Montepulciano
Amazing Apartment near Piazza Grande w/ Terrace
1 bedroom, 2 beds, 1 private bathroom
28 Aug – 2 Sept
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4.92 out of 5 average rating, 184 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Nov
4.97 out of 5 average rating, 124 reviews
Top guest favourite
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, 508 reviews
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Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 132 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
22–27 Aug
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
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, 324 reviews
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Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 241 reviews
Top guest favourite
Flat in Scrofiano
2BR Tuscan apt with garden and patio- quiet stay
2 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 187 reviews
Guest favourite
Home in Montepulciano
Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
4 bedrooms, 8 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Montepulciano
Il Rifugio | AC, Garden & Parking near Center
1 bedroom, 1 double bed, 1 bathroom
27 Oct – 1 Nov
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 301 reviews
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 320 reviews
Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 1 double bed, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 6 reviews