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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
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
5.0 out of 5 average rating, 506 reviews, 2 beds, 1 bathroom
12–17 Jul
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
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
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
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
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
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
Top guest favourite
Flat in Montepulciano
WiFiFiber LargeApartment with view inMontepulciano
5.0 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Nov – 6 Dec
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
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
4.97 out of 5 average rating, 265 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Jul
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 112 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 128 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 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
4–9 Aug
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 228 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
4.97 out of 5 average rating, 314 reviews, 2 bedrooms, 4 beds, 1 bathroom
10–15 Jul
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
21–26 Jul
Top guest favourite
Home in Monticchiello
"La Lambarda" tower Suite
4.98 out of 5 average rating, 217 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
7–12 Jul
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
4.99 out of 5 average rating, 96 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul