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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Apartment in Montepulciano
Farm holidays in the countryside of Montepulciano
2 bedrooms, 4 beds, 2 private bathrooms
9–14 Oct
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4.96 out of 5 average rating, 82 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 504 reviews
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
2 bedrooms, 2 double beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 149 reviews
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 206 reviews
Guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
2 bedrooms, 2 beds, 2 bathrooms
21–26 Oct
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Aug
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
9–14 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Montepulciano
Ciliano 16
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jun
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Farm stay in Montepulciano
A lovelyTuscan Country Villa only for you
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 2 double beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 456 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed, 1 bathroom
2–7 Jul
4.97 out of 5 average rating, 265 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, 294 reviews
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds, 2 bathrooms
26 Jun – 1 Jul
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds, 1 bathroom
7–12 Oct
4.97 out of 5 average rating, 312 reviews
Superhost
Place to stay in Pienza
Chiancianello Agriturismo Suite Hut
1 bedroom, 1 bed, 1 bathroom
28 Jun – 3 Jul
New place to stay
Guest favourite
Place to stay in Montepulciano
The Old Walls Luxury Room, Falcinelli Palace
1 bedroom, 1 double bed, 1 bathroom
23–28 Jun
5.0 out of 5 average rating, 20 reviews