Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Holiday home in Montepulciano
Stuart Jasmine central, panoramic top location
1 bedroom, 1 bed, 1 private bathroom
1–6 Jul
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4.92 out of 5 average rating, 204 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
12–17 Jul
5.0 out of 5 average rating, 506 reviews
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds
17–22 Oct
5.0 out of 5 average rating, 114 reviews
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
2 bedrooms, 2 double beds
19–24 Oct
5.0 out of 5 average rating, 151 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
11–16 Nov
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds
8–13 Nov
4.99 out of 5 average rating, 295 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed
2–7 Jul
4.97 out of 5 average rating, 265 reviews
Guest favourite
Farm stay in Montepulciano
detached villa in private garden
2 bedrooms, 6 beds
11–16 Jul
4.88 out of 5 average rating, 17 reviews
Flat in Montepulciano
Il Loggiato – Elegant Apartment with Loggia
1 bedroom, 1 bed
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed
3–8 Jul
4.98 out of 5 average rating, 128 reviews
Home in Montefollonico
Spectacular view 4BR house_ fenced park and garden
4 bedrooms, 7 beds
2–7 Jul
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Arezzo
[Arezzo Centre] Prestigious Apartment with a View
3 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
21–26 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds
18–23 Nov
4.98 out of 5 average rating, 112 reviews
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
1 bedroom, 1 king bed
5–10 Jul
5.0 out of 5 average rating, 112 reviews
Top guest favourite
Apartment in Montepulciano
Ciliano 16
2 bedrooms, 3 beds
22–27 Aug
4.97 out of 5 average rating, 59 reviews