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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Farm stay in Montepulciano
Apartment in the Vineyard with Pool
1 bedroom, 2 beds, 1 private bathroom
12–17 Oct
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4.94 out of 5 average rating, 130 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
Top guest favourite
Flat in Montepulciano
Stuart Residence - William Stuart apartment
2 bedrooms, 2 double beds, 1 bathroom
12–18 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
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, 131 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
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
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
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
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
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, 240 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 99 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
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
9–14 Oct
4.91 out of 5 average rating, 33 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
Home in Montepulciano
Casa dolce casa
2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
New place to stay
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 Montepulciano
The sunflowers house
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 5 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