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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
Studio, 2 beds, 1 private bathroom
10–15 Aug
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5.0 out of 5 average rating, 508 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
15–20 Nov
4.97 out of 5 average rating, 322 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, 238 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed
3–8 Nov
5.0 out of 5 average rating, 128 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
15–20 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 3 beds
26–31 Oct
4.99 out of 5 average rating, 466 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds
11–16 Oct
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds
17–22 Sept
4.97 out of 5 average rating, 156 reviews
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed
12–17 Oct
4.93 out of 5 average rating, 73 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds
12–17 Oct
4.88 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds
17–22 Nov
4.97 out of 5 average rating, 186 reviews
Top guest favourite
Boutique hotel in Bettolle
Double bedroom in Leopodina house
1 bedroom, 1 double bed
20–25 Oct
4.97 out of 5 average rating, 211 reviews
Top guest favourite
Farm stay in Ruscello
Farmhouse Fattoria La Parita
2 bedrooms, 3 beds
16–21 Oct
4.99 out of 5 average rating, 516 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds
26–31 Oct
4.98 out of 5 average rating, 320 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds
5–10 Sept
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Castelmuzio
Casa Kely Panoramic Garden Val d’Orcia Tuscany
1 bedroom, 1 double bed
24–29 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in Montepulciano
Incredible Tuscany House in the Center 120mq
2 bedrooms, 3 beds
9–14 Aug
4.96 out of 5 average rating, 67 reviews
Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
1 bedroom, 2 beds
23–28 Oct
5.0 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews