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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Flat in Montepulciano
A generous space between ancient and modern in the center of Montepulciano
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
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4.97 out of 5 average rating, 392 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
11–16 Aug
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
15–20 Nov
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 212 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 238 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed
3–8 Nov
5.0 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds
12–17 Oct
4.88 out of 5 average rating, 26 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 53 reviews
Guest favourite
Flat in Montepulciano
Incredible Tuscany House in the Center 120mq
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.96 out of 5 average rating, 67 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
15–20 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed
13–18 Sept
4.97 out of 5 average rating, 266 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds
16–21 Oct
4.99 out of 5 average rating, 516 reviews
Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 1 double bed
17–22 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Montepulciano
Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
4 bedrooms, 8 beds
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Montepulciano
Wi-Fi Fiber Large Apartment in Montepulciano
2 bedrooms, 3 beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 157 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Montepulciano
La Casa Di Margot, Montepulciano
2 bedrooms, 2 double beds
10–15 Aug
4.91 out of 5 average rating, 77 reviews