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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
Studio, 2 beds, 1 private bathroom
10–15 Aug
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5.0 out of 5 average rating, 508 reviews
Guest favourite
Flat in Montepulciano
Incredible Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
4.96 out of 5 average rating, 67 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, 322 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, 128 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, 12 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, 212 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
Superhost
Flat in Scrofiano
Panoramic View New Apartment with Balcony and A/C
1 bedroom, 2 beds, 1 bathroom
4–9 Sept
New place to stay
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
4.88 out of 5 average rating, 25 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, 238 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
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
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 266 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
Home in Montepulciano
Collazzi 15 - Urban villa, garden & spa
2 bedrooms, 5 beds, 4 bathrooms
16–21 Aug
Guest favourite
Room in Oliveto
Max's B&B, Triple Room with Patio
2 beds, 1 bathroom
26–31 Aug
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, 97 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Oct
4.99 out of 5 average rating, 516 reviews
Top guest favourite
Home in Montalcino
Villa Cipressino
4 bedrooms, 5 beds, 5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 10 reviews