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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Farm stay in Montepulciano
Apartment in the Vineyard with Pool
1 bedroom, 2 beds, 1 private bathroom
12–17 Oct
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4.94 out of 5 average rating, 130 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, 324 reviews
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Flat in Montepulciano
Stuart Residence - William Stuart apartment
2 bedrooms, 2 double beds, 1 bathroom
12–18 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 128 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, 124 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, 301 reviews
Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
1 bedroom, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Castelmuzio
Casa Kely Panoramic Garden Val d’Orcia Tuscany
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 bathroom
21–26 Oct
4.93 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 99 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, 241 reviews
Top guest favourite
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo 2
1 bedroom, 1 double bed, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Room in Montepulciano
Il Molinaccio di Montepulciano 1
1 king bed, 1 bathroom
1–6 Sept
4.91 out of 5 average rating, 69 reviews
Top guest favourite
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 18 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
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 120 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
18–23 Nov
4.98 out of 5 average rating, 115 reviews