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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
La Piazzetta - Cozy open space in the historic center of Montepulciano
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
Spectacular hill views with designer furniture
4.97 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
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
Apartment in Montepulciano
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
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
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
Charming House in Montepulciano
4.93 out of 5 average rating, 153 reviews, 2 bedrooms, 5 beds, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Montepulciano
The source
5.0 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Farm stay in Ruscello
Vineyard farmhouse with exposed chestnut beams
4.99 out of 5 average rating, 510 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
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
Guest house in Montefollonico
Stone farmhouse with Val d’Orcia views
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 views in Val d’Orcia’s heart
4.99 out of 5 average rating, 96 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul
Top guest favourite
Farm stay in San Quirico d'Orcia
Vineyards and Val d’Orcia views from balconies
4.98 out of 5 average rating, 115 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Top guest favourite
Flat in Montepulciano
Tuscan studio with panoramic views, near Piazza Grande
4.99 out of 5 average rating, 72 reviews, 1 bedroom, 1 bathroom
23–28 Oct