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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 private bathrooms
4–9 Nov
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4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
4.97 out of 5 average rating, 321 reviews
Guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place La Valle...
2 bedrooms, 2 double beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 8 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
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
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
17–22 Jul
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Villa in Sinalunga
The twigs
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds, 1 bathroom
10–15 Jul
4.97 out of 5 average rating, 314 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, 34 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
Top guest favourite
Farm stay in Anghiari
Tuscan dream lux 2-bed, pool, private balcony
2 bedrooms, 2 king beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 48 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
20–25 Jul
4.98 out of 5 average rating, 112 reviews
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, 4 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
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
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 32 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, 15 reviews