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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Farm stay in Montepulciano
Unique view 3 bdr villa with pool & A/C in Pienza
3 bedrooms, 5 beds, 2.5 private bathrooms
2–7 Aug
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4.95 out of 5 average rating, 100 reviews
Guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place La Valle...
2 bedrooms, 2 double beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds, 4 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 14 reviews
Villa in Montepulciano
Podere Pisinano- Tuscan villa with swimming pool
5 bedrooms, 6 beds, 5 bathrooms
29 Aug – 3 Sept
Superhost
Farm stay in Monte San Savino
(M) Luxury Villa | Infinity Pool, Sauna & Cinema
5 bedrooms, 9 beds, 5.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 506 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
21–26 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 295 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 3 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds, 1 bathroom
19–24 Aug
4.97 out of 5 average rating, 313 reviews
Top guest favourite
Apartment in Asciano
Casa Biancospino Crete Senesi | Podere Fossaccio
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 29 reviews
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
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Castiglione del Lago
Farmhouse close to Montepulciano
1 bedroom, 1 king bed, 1 bathroom
3–8 Oct
4.93 out of 5 average rating, 151 reviews
Flat in Valialle
Castle of Valialle-Casa della Contessa
3 bedrooms, 3 beds, 3 bathrooms
21–26 Jul
5.0 out of 5 average rating, 4 reviews