Vacation rentals in Montepulciano, Italy - page 2

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
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Check-out
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Rooms and Guests2 Guests, 1 Room
Montepulciano is home to attractions like the Piazza Grande, historic vineyards of Avignonesi, and stunning views from the Fortezza Medicea. The area offers a mix of accommodations, from quaint vacation rentals near Cantina del Redi to charming agriturismos with local culinary experiences. Each stay is handpicked based on guest reviews and great amenities, bringing exclusive options that enhance your Italian experience. Booking during the spring or fall can save you money, and consider renting a bike to explore the hills and vineyards.
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21-40 out of 134
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
7.8
Very good
Palazzo Colombi Apartment Montepulciano
4 adults
2 bedrooms
2 beds
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 177 /nightSelect
7.8
Very good
Tuscany Apartament Montepulciano
6 adults
3 bedrooms
3 beds
Map1700 yd from City Centre1300 yd from Palazzo Cervini
FromUS$ 177 /nightSelect
8.2
Great
Mezzanino L Palazzo Gagnoni Grugni
4 adults
1 bedroom
3 beds
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 135 /nightSelect
7.4
Very good
Il Corso
The largest option:
4 adults
2 bedrooms
3 beds
Map500 yd from City Centre100 yd from Palazzo Cervini
FromUS$ 328 /nightSelect
8.4
Great
La Casina Di Mira
2 adults
1 bedroom
1 bed
Map600 yd from City Centre1000 yd from Palazzo Cervini
FromUS$ 84 /nightSelect
Dimora Dell'Erbe Apartment
The largest option:
6 adults
2 bedrooms
3 beds
Map400 yd from City Centre100 yd from Palazzo Cervini
FromUS$ 481 /nightSelect
Amazing Apartment With Swimming Pool, Montepulciano Toscana
Map2.0 mi from City Centre1.0 mi from Montepulciano Terme
FromUS$ 285 /nightSelect
9.0
Perfect
Il Giardino Della Fortezza
6 adults
2 bedrooms
3 beds
Map800 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 275 /nightSelect
8.2
Great
Il Buonumore
The largest option:
6 adults
3 bedrooms
4 beds
Map700 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 141 /nightSelect
7.4
Very good
Residenza San Donato
Map800 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 156 /nightSelect
Casa Stella - Montepulciano
Map6.7 mi from City Centre500 yd from
FromUS$ 191 /nightSelect
8.0
Great
Montepulcianolettings
Map300 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 160 /nightSelect
8.2
Great
Palazzo Tombesi Trecci
The largest option:
5 adults
2 bedrooms
3 beds
Map900 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 157 /nightSelect
Antico Borgo 7 - Elegant Apartment Walking Distance To Montepulciano Historic Centre
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$ 184 /nightSelect
8.0
Great
La Casina Di Nello
Map600 yd from City Centre1000 yd from Palazzo Cervini
FromUS$ 99 /nightSelect
8.0
Great
Sant'Antonio Country Resort
The largest option:
4 adults
2 bedrooms
3 beds
Map1.8 mi from City Centre1.0 mi from Montepulciano Terme
FromUS$ 218 /nightSelect
8.2
Great
La Rughetta Guest House
The largest option:
5 adults
1 bedroom
2 beds
Map300 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 129 /nightSelect
8.4
Great
Palazzo Danesi
The largest option:
4 adults
1 bedroom
2 beds
Map800 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 108 /nightSelect
Casa Leah
Map900 yd from City Centre1400 yd from Palazzo Cervini
FromUS$ 117 /nightSelect
8.4
Great
Opio 60
The largest option:
3 adults
1 bedroom
2 beds
Map800 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 147 /nightSelect

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room