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Search results; Over 1,000 homes in Montepulciano

Descriptions are based on details hosts provide
Guest favourite
Villa in Montepulciano
Montepulciano Central Villa - Sauna & Jacuzzi
4 bedrooms, 7 beds, 3 private bathrooms
15–20 Jul
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4.85 out of 5 average rating, 151 reviews
Top guest favourite
Loft in Montepulciano
Stone walls and a fireplace near vineyards
5.0 out of 5 average rating, 508 reviews, 2 beds, 1 bathroom
16–21 Jul
Guest favourite
Flat in Montepulciano
Elegant Tuscan home in the historic center
4.95 out of 5 average rating, 65 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, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Apartment in Montepulciano
Hilltop terrace with Val d’Orcia views
5.0 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Villa in Pienza
17th-century farmhouse amid olive groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Holiday home in Siena
18th-century duplex with countryside views
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Holiday home in Monticchiello
Tuscan country house with views of Pienza
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
Home in Montepulciano
Walk to cafés, shops, and bike rentals
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Guest house in Macciano
Tuscan views, pool, and pizza oven
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Superhost
Flat in Scrofiano
Tuscan countryside views and a fireplace
New place to stay, 1 bedroom, 2 beds, 1 bathroom
22–27 Jul
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
4.97 out of 5 average rating, 266 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Jul
Top guest favourite
Flat in Montepulciano
17th-century Tuscan style near a vineyard
5.0 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Flat in Montepulciano
Frescoed ceilings with panoramic valley views
4.93 out of 5 average rating, 153 reviews, 2 bedrooms, 5 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 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
Top guest favourite
Farm stay in Ruscello
Vineyard farmhouse with exposed chestnut beams
4.99 out of 5 average rating, 509 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
Top guest favourite
Flat in Montepulciano
Sofia in Montepulciano
4.99 out of 5 average rating, 72 reviews, 1 bedroom, 1 bathroom
23–28 Oct
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug