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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
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
5.0 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
4.95 out of 5 average rating, 64 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, 507 reviews, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
4.97 out of 5 average rating, 321 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 3 bathrooms
13–18 Jul
Guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
4.83 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 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
15–20 Oct
Top guest favourite
Apartment in Montepulciano
Residence In cerca d'Autore
4.97 out of 5 average rating, 339 reviews, 2 bedrooms, 2 beds, 2 bathrooms
20–25 Oct
Top guest favourite
Flat in Montepulciano
The source
5.0 out of 5 average rating, 208 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4.98 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Flat in Montepulciano
Il Buonumore with 3 Suites, 3 bathrooms, balcony
5.0 out of 5 average rating, 47 reviews, 3 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
Top guest favourite
Flat in Montepulciano
APARTMENT SANGALLO IN TUSCAN VILLA
4.97 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
Top guest favourite
Flat in Montepulciano
Apt 4: Montepulciano 800 yr old Monastery
5.0 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
Top guest favourite
Home in Montepulciano
A moment of relaxation
4.96 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
4.99 out of 5 average rating, 295 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 151 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
5.0 out of 5 average rating, 113 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Jul