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Search results; Over 1,000 homes in Montepulciano

Descriptions are based on details hosts provide
Top guest favourite
Flat in Montepulciano
Magnificent 2 BR with Terrace and Air Conditioning
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Jul
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4.99 out of 5 average rating, 102 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
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
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
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
Top guest favourite
Flat in Montepulciano
Rooftop terraces over Montepulciano’s roofs
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 115 reviews
Top guest favourite
Farm stay in Pienza
Hilltop farmstay with Val d’Orcia views
3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Lucignano
Historic Tuscan farmhouse with pool and olive groves
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds, 6 bathrooms
17–22 Sept
4.97 out of 5 average rating, 156 reviews
Top guest favourite
Farm stay in Montepulciano
A lovelyTuscan Country Villa only for you
3 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Villa in Chianciano Terme
Hot tub with a view in Tuscany
2 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
4.97 out of 5 average rating, 126 reviews
Top guest favourite
Villa in Montepulciano
Vineyard villa with pool and hot tub
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Apartment in Montepulciano
Residence In cerca d'Autore
2 bedrooms, 2 beds, 2 bathrooms
20–25 Oct
4.97 out of 5 average rating, 340 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 views, pool, and pizza oven
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 232 reviews
Top guest favourite
Flat in Montepulciano
17th-century Tuscan style near a vineyard
1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 209 reviews
Guest favourite
Home in Montepulciano
Two connected apartments near wineries
4 bedrooms, 8 beds, 4 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 9 reviews