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Search results; Over 1,000 homes in Montepulciano

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Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
Studio, 2 beds, 1 private bathroom
4–9 Sept, Individual host
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5.0 out of 5 average rating, 509 reviews
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Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
Business host
7–12 Nov
5.0 out of 5 average rating, 120 reviews
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Flat in Montepulciano
A view from the gate, Montepulciano.
Individual host
15–20 Nov
4.97 out of 5 average rating, 325 reviews
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Superhost
Flat in Montepulciano
The source
Individual host
30 Oct – 4 Nov
5.0 out of 5 average rating, 214 reviews
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Villa in Montepulciano
Wine Experience Villa in Montepulciano
Business host
16–21 Oct
4.97 out of 5 average rating, 125 reviews
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Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
Business host
29 Oct – 3 Nov
4.92 out of 5 average rating, 38 reviews
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Flat in Montepulciano
Montepulciano Historic Center
Individual host
4–9 Jan
4.99 out of 5 average rating, 302 reviews
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Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
31 Oct – 5 Nov
4.97 out of 5 average rating, 157 reviews
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Farm stay in Montepulciano
A lovelyTuscan Country Villa only for you
Business host
22–27 Oct
4.96 out of 5 average rating, 112 reviews
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Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
Business host
21–26 Oct
5.0 out of 5 average rating, 3 reviews
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Flat in Montepulciano
The swallows by Interhome
Business host
28 Oct – 2 Nov
5.0 out of 5 average rating, 18 reviews
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Flat in Montepulciano
WiFiFiber LargeApartment with view inMontepulciano
Individual host
30 Nov – 6 Dec
5.0 out of 5 average rating, 53 reviews
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Guest favourite
Flat in Montepulciano
Incredible Tuscany House in the Center 120mq
Individual host
26 Sept – 1 Oct
4.94 out of 5 average rating, 71 reviews
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Apartment in San Quirico d'Orcia
Panoramic Apartment in the Centre Dimora del Poggio
Business host
4–9 Oct
4.99 out of 5 average rating, 99 reviews
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Flat in Montepulciano
Stuart Residence - William Stuart apartment
Business host
4–10 Nov
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
Individual host
30 Oct – 4 Nov
4.97 out of 5 average rating, 244 reviews
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Top guest favourite
Home in Montepulciano
PIAZZETTA S.BARTOLOMEO
Individual host
7–12 Nov
4.99 out of 5 average rating, 147 reviews
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Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
Individual host
4–9 Oct
5.0 out of 5 average rating, 115 reviews
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Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 113 reviews