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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
3 bedrooms, 5 beds, 3 private bathrooms
6–11 Nov
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4.96 out of 5 average rating, 114 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 123 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, 110 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
4.97 out of 5 average rating, 322 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Superhost
Home in Gaiole in Chianti
Fienile House
2 bedrooms, 2 double beds, 2.5 bathrooms
19–24 Jul
New place to stay
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, 233 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 209 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, 34 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
26–31 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
2 bedrooms, 3 beds, 2 bathrooms
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, 2.5 bathrooms
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Guest favourite
Home in Montepulciano
Iole's little house
1 bedroom, 1 bed, 1 bathroom
7–12 Oct
4.86 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Montepulciano
Sofia in Montepulciano
1 bedroom, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
30 Oct – 4 Nov
4.99 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed, 1 bathroom
20–25 Jul
4.97 out of 5 average rating, 266 reviews