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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
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 508 reviews
Flat in Montepulciano
Steps from Piazza Grande in Old Montepulciano
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
New place to stay
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
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
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
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, 231 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 Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
5.0 out of 5 average rating, 33 reviews
Flat in Montepulciano
Vineyard views from a private rooftop terrace
2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 4 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
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
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
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
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
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
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
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
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