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Search results; Over 1,000 homes in Montepulciano

Descriptions are based on details hosts provide
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
Stone walls and a fireplace near vineyards
2 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 508 reviews
Guest favourite
Flat in Montepulciano
Elegant Tuscan home in the historic center
2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Villa in Pienza
17th-century farmhouse amid olive groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Montepulciano
Spectacular hill views with designer furniture
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Apartment in Montepulciano
Hilltop terrace with Val d’Orcia views
1 bedroom, 1 double bed, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 9 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, 232 reviews
Top guest favourite
Holiday home in Monticchiello
Tuscan country house with views of Pienza
3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
5.0 out of 5 average rating, 33 reviews
Home in Montepulciano
Casa dolce casa
2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
Superhost
Flat in Scrofiano
Tuscan countryside views and a fireplace
1 bedroom, 2 beds, 1 bathroom
22–27 Jul
New place to stay
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
Flat in Montepulciano
Charming House in Montepulciano
2 bedrooms, 5 beds, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
4.99 out of 5 average rating, 510 reviews
Top guest favourite
Flat in Montepulciano
Top-floor views beyond the city walls
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 296 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Montepulciano
Renovated 1300s building with lake views
1 bedroom, 1 queen bed, 1 bathroom
16–21 Jul
4.97 out of 5 average rating, 266 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
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