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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Farm stay in Montepulciano
Amazing view 3 bdr villa with pool & A/C in Pienza
3 bedrooms, 4 beds, 2.5 private bathrooms
29 Aug – 3 Sept
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4.93 out of 5 average rating, 71 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
Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 206 reviews
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 113 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, 31 reviews
Top guest favourite
Apartment in Montepulciano
Ciliano 16
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.97 out of 5 average rating, 59 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
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
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
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, 45 reviews
Top guest favourite
Flat in Montepulciano
Apartment with a view - Montepulciano
1 bedroom, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 156 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
4.97 out of 5 average rating, 313 reviews
Apartment in Castiglione del Lago
Belveduto Guest House
1 bedroom, 2 beds, 1 bathroom
20–25 Jul
New place to stay
Top guest favourite
Villa in La Cima
Villa Aurora
3 bedrooms, 6 beds, 3 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 3 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
2 bedrooms, 2 beds, 2 bathrooms
4–9 Nov
5.0 out of 5 average rating, 91 reviews