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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Farm stay in Montepulciano
Separate room, between Cortona and Montepulciano
1 bedroom, 4 beds, 1 private bathroom
27 Oct – 1 Nov
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4.95 out of 5 average rating, 223 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
3–8 Nov
5.0 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, 323 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, 123 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, 238 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, 73 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo
1 bedroom, 1 double bed, 1.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 363 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
The source
1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds, 1 bathroom
5–10 Sept
4.99 out of 5 average rating, 89 reviews
Top guest favourite
Holiday home in Torrita Di Siena
1 bedroom apartment in Tuscan farmhouse
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 double beds, 1 bathroom
9–14 Oct
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 320 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.99 out of 5 average rating, 519 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
11–16 Oct
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Castelmuzio
Casa Kely Panoramic Garden Val d’Orcia Tuscany
1 bedroom, 1 double bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds, 2 bathrooms
17–22 Nov
4.97 out of 5 average rating, 186 reviews
Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
1 bedroom, 2 beds, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 114 reviews