Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Apartment in Montepulciano
Farm holidays in the countryside of Montepulciano
2 bedrooms, 4 beds, 2 private bathrooms
9–14 Oct
,
4.96 out of 5 average rating, 82 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
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
Guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place La Valle...
2 bedrooms, 2 double beds
23–28 Aug
5.0 out of 5 average rating, 7 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, 14 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
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
2 bedrooms, 4 beds
10–15 Jul
4.97 out of 5 average rating, 314 reviews
Villa in Montepulciano
Podere Pisinano- Tuscan villa with swimming pool
5 bedrooms, 6 beds
29 Aug – 3 Sept
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 Montepulciano
Dimora dell'Erbe - Rooftop Apartment
2 bedrooms, 2 queen beds
17–22 Oct
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
11–16 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Villa in Sinalunga
The twigs
1 bedroom, 1 bed
26–31 Oct
5.0 out of 5 average rating, 85 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 Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 33 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, 3 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
Apartment in Asciano
Casa Biancospino Crete Senesi | Podere Fossaccio
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 29 reviews