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Search results; Over 1,000 homes in Montepulciano

Room in Montepulciano
Residenza Fabroni, Red Room
1 bedroom, 1 bed, 1 private bathroom
14–19 Jul
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4.78 out of 5 average rating, 64 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
Superhost
Farm stay in Monte San Savino
(M) Luxury Villa | Infinity Pool, Sauna & Cinema
5 bedrooms, 9 beds
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
12–17 Jul
5.0 out of 5 average rating, 506 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds
16–21 Aug
4.99 out of 5 average rating, 87 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
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds
26–31 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
21–26 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds
17–22 Oct
5.0 out of 5 average rating, 114 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
1 bedroom, 2 beds
8–13 Nov
4.99 out of 5 average rating, 295 reviews
Top guest favourite
Flat in Valialle
Castle of Valialle-Casa della Contessa
3 bedrooms, 3 beds
21–26 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds
18–23 Nov
4.98 out of 5 average rating, 112 reviews
Top guest favourite
Home in Castiglione del Lago
[Dimora del Leone 1900]• Relaxation & Whirlpool
3 bedrooms, 5 beds
1–6 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Farm stay in Anghiari
Tuscan dream lux 2-bed, pool, private balcony
2 bedrooms, 2 king beds
9–14 Jul
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
11–16 Nov
4.99 out of 5 average rating, 109 reviews