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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Apartment in Montepulciano
Amazing Apartment near Piazza Grande w/ Terrace
1 bedroom, 2 beds, 1 private bathroom
28 Aug – 2 Sept
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4.92 out of 5 average rating, 184 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, 124 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
25–30 Aug
4.91 out of 5 average rating, 35 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, 324 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
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
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 241 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 99 reviews
Guest favourite
Home in Montepulciano
Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
4 bedrooms, 8 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 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 Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 301 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, 187 reviews
Home in Montepulciano
Casa dolce casa
2 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds, 1 bathroom
7–12 Oct
4.99 out of 5 average rating, 89 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, 214 reviews
Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 1 double bed, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Oliveto
Max's B&B, Triple Room with Patio
2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Montepulciano
Wi-Fi Fiber Large Apartment in Montepulciano
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 157 reviews
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.8 out of 5 average rating, 5 reviews