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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Villa in Montepulciano
Montepulciano Central Villa - Sauna & Jacuzzi
4 bedrooms, 7 beds, 3 private bathrooms
15–20 Jul
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4.85 out of 5 average rating, 151 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 508 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Flat in Montepulciano
Suite for 3 · Heart of Old Montepulciano + AC
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
New place to stay
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 109 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, 231 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 322 reviews
Flat in Montepulciano
Serena Montepulciano Penthouse
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
4.99 out of 5 average rating, 509 reviews
Home in Montepulciano
Casa dolce casa
2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
2 bedrooms, 5 beds, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds, 5.5 bathrooms
20–25 Jul
4.98 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Sinalunga
The twigs
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
5.0 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, 209 reviews
Top guest favourite
Flat in Montepulciano
WiFiFiber LargeApartment with view inMontepulciano
3 bedrooms, 4 beds, 2 bathrooms
30 Nov – 6 Dec
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.97 out of 5 average rating, 266 reviews