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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Home in Montepulciano
La finestra - Montepulciano's historic center
1 bedroom, 2 beds, 1 private bathroom
31 Jul – 5 Aug
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4.94 out of 5 average rating, 83 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
23–28 Jul
5.0 out of 5 average rating, 508 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
22–27 Aug
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed
31 Oct – 5 Nov
5.0 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
12–17 Nov
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 233 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 209 reviews
Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 1 double bed
26–31 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
2 bedrooms, 5 beds
27 Jul – 1 Aug
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds
26 Sept – 1 Oct
4.97 out of 5 average rating, 183 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
24–29 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds
8–13 Nov
4.99 out of 5 average rating, 297 reviews
Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
2 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
6–11 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Montepulciano
Sofia in Montepulciano
1 bedroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds
3–8 Aug
4.99 out of 5 average rating, 177 reviews