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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Apartment in Montepulciano
Farm holidays in the countryside of Montepulciano
2 bedrooms, 4 beds, 2 private bathrooms
23–28 Oct, Individual host
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4.96 out of 5 average rating, 85 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
Business host
15–20 Nov
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
Individual host
21–26 Sept
4.99 out of 5 average rating, 301 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
Individual host
15–20 Nov
4.97 out of 5 average rating, 324 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
Individual host
4–9 Sept
5.0 out of 5 average rating, 508 reviews
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, 243 reviews
Top guest favourite
Flat in Montepulciano
The source
Individual host
30 Oct – 4 Nov
5.0 out of 5 average rating, 214 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
6–11 Oct
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Home in Montepulciano
PIAZZETTA S.BARTOLOMEO
Individual host
7–12 Nov
4.99 out of 5 average rating, 147 reviews
Top guest favourite
Flat in Montepulciano
Stuart Residence - William Stuart apartment
Business host
4–10 Nov
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
Individual host
18–23 Nov
4.98 out of 5 average rating, 115 reviews
Guest favourite
Villa in Cetona
Villa a Cetona - private pool and hot tub
Business host
10–15 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
6–11 Sept
4.97 out of 5 average rating, 157 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
Business host
11–16 Oct
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
Individual host
26 Sept – 1 Oct
4.99 out of 5 average rating, 187 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Montepulciano
Private room in the historic center of Montepulciano
Business host
11–16 Oct
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Villa in Sinalunga
The twigs
Individual host
26–31 Oct
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews