Vacation rentals in Montepulciano, Italy - page 4

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
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Check-out
01May2026Select date
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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61-80 out of 134
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Il Nido Dell'Upupa Apartment Montepulciano
Map700 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 264 /nightSelect
Truffle House Tuscany Tuber Aestivium Vitt Montepulciano
Map800 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 237 /nightSelect
Entro Le Mura
4 adults
1 bedroom
2 beds
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 126 /nightSelect
La Casina Di Ezio
Map600 yd from City Centre1000 yd from Palazzo Cervini
FromUS$ 120 /nightSelect
8.8
Great
Uscio E Bottega
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 94 /nightSelect
Nonna Mari
Map600 yd from City Centre100 yd from Palazzo Cervini
FromUS$ 724 /nightSelect
The Small Sweet House
Map6.9 mi from City Centre200 yd from
FromUS$ 130 /nightSelect
8.6
Great
Apartment With Beautiful Sun
The largest option:
6 adults
2 bedrooms
3 beds
Map400 yd from City Centre800 yd from Palazzo Cervini
FromUS$ 232 /nightSelect
Historical Renaissance Palace
4 adults
1 bedroom
2 beds
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 209 /nightSelect
La Casa Degli Artisti, Appartamento In Centro Storico
Map800 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 158 /nightSelect
Tuscan Palace - Petit Apartment
Map300 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 126 /nightSelect
Jasmine Apartment - Panoramic View, Super Central, Close To Finest Restaurants
2 adults
1 bedroom
1 bed
Map1000 yd from City Centre600 yd from Palazzo Cervini
FromUS$ 109 /nightSelect
Il Girasole Apartment With Panoramic Views
Map2.9 mi from City Centre1.5 mi from
FromUS$ 140 /nightSelect
Il Vescovo, Incredible Attic In Center Of Montepulciano, Luxe
Map1100 yd from City Centre600 yd from Palazzo Cervini
FromUS$ 1 062 /nightSelect
8.2
Great
Residenza Stuart - Blanche Stuart Studio - Dimora Storica
2 adults
1 bedroom
2 beds
Map1000 yd from City Centre600 yd from Palazzo Cervini
FromUS$ 94 /nightSelect
Tuscan Palace - Venturi
Map400 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 207 /nightSelect
Myhome Wi-Fi Fiber Montepulciano
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$ 101 /nightSelect
Apt G 209
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$ 121 /nightSelect
Casa Degli Orti
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 117 /nightSelect
Appartamento In Palazzo Bucelli
2 adults
1 bedroom
1 bed
Map300 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 226 /nightSelect

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