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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
5.0 out of 5 average rating, 506 reviews, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
5.0 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
4.99 out of 5 average rating, 295 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 151 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Flat in Montepulciano
The source
5.0 out of 5 average rating, 208 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
4.97 out of 5 average rating, 265 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Jul
Guest favourite
Farm stay in Montepulciano
detached villa in private garden
4.88 out of 5 average rating, 17 reviews, 2 bedrooms, 6 beds, 2 bathrooms
11–16 Jul
Flat in Montepulciano
Il Loggiato – Elegant Apartment with Loggia
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 128 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Jul
Top guest favourite
Flat in Arezzo
[Arezzo Centre] Prestigious Apartment with a View
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
5.0 out of 5 average rating, 112 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 123 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 112 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
18–23 Nov
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
21–26 Jul
Top guest favourite
Apartment in Montepulciano
Ciliano 16
4.97 out of 5 average rating, 59 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Villa in Sinalunga
The twigs
5.0 out of 5 average rating, 85 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Oct