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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Farm stay in Montepulciano
Unique view 3 bdr villa with pool & A/C in Pienza
3 bedrooms, 5 beds, 2.5 private bathrooms
10–15 Oct
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4.95 out of 5 average rating, 100 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
23–28 Jul
5.0 out of 5 average rating, 508 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
22–27 Aug
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 232 reviews
Superhost
Flat in Scrofiano
Panoramic View New Apartment with Balcony and A/C
1 bedroom, 2 beds
22–27 Jul
New place to stay
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds
17–22 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
2 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 209 reviews
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
2 bedrooms, 5 beds
19–24 Jul
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
6–11 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds
2–7 Sept
4.87 out of 5 average rating, 15 reviews
Superhost
Flat in Montepulciano
Il Loggiato – Elegant Apartment with Loggia
1 bedroom, 1 bed
5–10 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds
19–24 Aug
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds
8–13 Nov
4.99 out of 5 average rating, 296 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed
17–22 Jul
4.97 out of 5 average rating, 266 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed
23–28 Jul
4.98 out of 5 average rating, 130 reviews