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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Loft in Montepulciano
The little house in Via Fiorita Tuscan charm
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
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4.96 out of 5 average rating, 226 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
15–20 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, 1.5 bathrooms
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, 2 bathrooms
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, 1 bathroom
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, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 231 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
5.0 out of 5 average rating, 33 reviews
Flat in Montepulciano
Serena Montepulciano Penthouse
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 4 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
Guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds, 1 bathroom
2–7 Sept
4.87 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds, 1 bathroom
19–24 Aug
4.97 out of 5 average rating, 317 reviews
Home in Montepulciano
Casa dolce casa
2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
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, 296 reviews
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.98 out of 5 average rating, 43 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, 80 reviews
Top guest favourite
Flat in Montepulciano
Sofia in Montepulciano
1 bedroom, 1 bathroom
23–28 Oct
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.97 out of 5 average rating, 266 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
19–24 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 183 reviews