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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Flat in Montepulciano
Magnificent 2 BR with Terrace and Air Conditioning
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Jul
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4.99 out of 5 average rating, 102 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
5.0 out of 5 average rating, 508 reviews, 2 beds, 1 bathroom
23–28 Jul
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
4.95 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
4.97 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Flat in Montepulciano
The source
5.0 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
5.0 out of 5 average rating, 80 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
4.99 out of 5 average rating, 296 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
4.99 out of 5 average rating, 510 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
4.99 out of 5 average rating, 96 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
19–24 Aug
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
4.97 out of 5 average rating, 266 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Superhost
Flat in Montepulciano
Il Loggiato – Elegant Apartment with Loggia
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Sept
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug