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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 private bathrooms
4–9 Nov
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4.97 out of 5 average rating, 123 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
4.95 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
5.0 out of 5 average rating, 508 reviews, 2 beds, 1 bathroom
23–28 Jul
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 125 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
Superhost
Home in Gaiole in Chianti
Fienile House
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
21–26 Aug
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
4.97 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 233 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
4.97 out of 5 average rating, 126 reviews, 2 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 110 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Montepulciano
The source
5.0 out of 5 average rating, 210 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
4.97 out of 5 average rating, 183 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Oct
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
4.99 out of 5 average rating, 297 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Flat in Montepulciano
Serena Montepulciano Penthouse
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
4.93 out of 5 average rating, 153 reviews, 2 bedrooms, 5 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Farm stay in Montepulciano
A lovelyTuscan Country Villa only for you
4.95 out of 5 average rating, 110 reviews, 3 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
4.99 out of 5 average rating, 178 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug