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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
18–23 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
2 beds
23–28 Jul
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
22–27 Aug
4.99 out of 5 average rating, 109 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
12–17 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
31 Oct – 5 Nov
5.0 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 209 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 33 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, 233 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
24–29 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds
18–23 Jul
4.99 out of 5 average rating, 96 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed
23–28 Jul
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Castelmuzio
Casa Kely Panoramic Garden Val d’Orcia Tuscany
1 bedroom, 1 double bed
20–25 Jul
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds
2–7 Sept
4.87 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
2 bedrooms, 5 beds
27 Jul – 1 Aug
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
20–25 Jul
4.98 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Montepulciano
Mery’s House | Design stay in Montepulciano
2 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Montepulciano
Wi-Fi Fiber Large Apartment in Montepulciano
2 bedrooms, 3 beds
26–31 Jul
4.95 out of 5 average rating, 155 reviews