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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Farm stay in Montepulciano
Separate room, between Cortona and Montepulciano
1 bedroom, 4 beds, 1 private bathroom
27 Oct – 1 Nov
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4.95 out of 5 average rating, 223 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 323 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, 213 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 130 reviews
Home in Montepulciano
The sunflowers house
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 186 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 239 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds, 1 bathroom
5–10 Sept
4.99 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
9–14 Oct
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Home in Montepulciano
PIAZZETTA S.BARTOLOMEO
3 bedrooms, 3 beds, 2 bathrooms
7–12 Nov
4.99 out of 5 average rating, 147 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Flat in Montepulciano
La Casa Di Margot, Montepulciano
2 bedrooms, 2 double beds, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 77 reviews
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
2 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.99 out of 5 average rating, 519 reviews