Vacation rentals in Montepulciano, Italy

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
30Apr2026Select date
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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1-20 out of 134
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  • Guest rating: high to low
  • Popularity: high to low
8.6
Great
Angolo Alla Fortezza - Gigliola Contucci Montepulciano
4 adults
1 bedroom
2 beds
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 138 /nightSelect
8.2
Great
La Casina Di Iole Apartment Montepulciano
Map200 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 98 /nightSelect
Opio Nel Corso 47
Map800 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 175 /nightSelect
8.4
Great
La Casina Di Rosa
2 adults
1 bedroom
2 beds
Map300 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 102 /nightSelect
Guest-House Del Corso
Map400 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 107 /nightSelect
8.4
Great
La Casina In Via Fiorita Centro Storico Montepulciano
Map300 yd from City Centre400 yd from Palazzo Cervini
FromUS$ 190 /nightSelect
5.6
Guest rating
The Roof House - Appartamento Piazza Grande
Map700 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 187 /nightSelect
Il Magnifico
Map700 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 231 /nightSelect
8.0
Great
Holiday Apartment In Historical Palace
The largest option:
6 adults
2 bedrooms
3 beds
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 324 /nightSelect
7.8
Very good
Appartamento Centro Storico
4 adults
1 bedroom
2 beds
Map400 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 115 /nightSelect
Il Terrazzino, Piccolo Loft In Montepulciano
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 107 /nightSelect
7.8
Very good
Dimora Del Corso Di Montepulciano
The largest option:
10 adults
2 bedrooms
1 bed
Map300 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 236 /nightSelect
8.6
Great
Bellarmino Boutique Apartments, Montepulciano
The largest option:
4 adults
1 bedroom
2 beds
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 307 /nightSelect
La Casa Di Nonna Danda
Map700 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 110 /nightSelect
6.4
Nice
Contucci Residenze D'Epoca
2 adults
1 bedroom
1 bed
Map700 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 193 /nightSelect
8.8
Great
Casa La Stadera
4 adults
2 bedrooms
2 beds
Map1100 yd from City Centre1500 yd from Palazzo Cervini
FromUS$ 157 /nightSelect
Mery'S House
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$ 386 /nightSelect
Appartamento Centro Storico La Pulcianella Con Vista
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 144 /nightSelect
8.0
Great
Gli Alberi Apartment With View
4 adults
1 bedroom
2 beds
Map1.7 mi from City Centre300 yd from Montepulciano Terme
FromUS$ 184 /nightSelect
7.8
Very good
Palazzo Colombi
4 adults
2 bedrooms
2 beds
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 177 /nightSelect

Flexible Price Range for Vacation Homes in Montepulciano

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 062
⬇️ The lowest price
US$ 84
đź’¸ Average price for
Apartments
US$ 196

Top vacation homes in Montepulciano

Based on guest reviews from the past 12 months

Historic Charm in the Heart of Montepulciano:
Dimora Del Corso Di Montepulciano
Luxury Villas with Panoramic Views:
Cozy Retreats for Romantic Getaways:
Charming Boutique Apartments:
Bellarmino Boutique Apartments, Montepulciano
Family Friendly Accommodations:
La Casina Di Aldo
Countryside Bliss and Wine Experience:
Podere Casanova & Wine Experience - Montepulciano
Unique and Artistic Stays:
Appartamento Con Vista - Montepulciano
Modern Comforts with Historical Touch:
Residenza Stuart - William Stuart Apartment - Dimora Storica
Scenic Getaways with Outdoor Activities:
Sant'Antonio Country Resort

FAQs about Montepulciano rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals offer the best views in Montepulciano?
For excellent views, consider staying at Gli Alberi Apartment With View or Appartamento La Casa Delle Calle, both offering scenic vistas of the surrounding countryside.
What are some family-friendly vacation rentals in Montepulciano?
Family-friendly options include Sant'Antonio Country Resort, which offers spacious accommodations and outdoor activities, and La Casina Di Iole, with amenities suitable for all ages.
Which vacation rentals are near popular landmarks in Montepulciano?
Accommodations like Residenza San Donato and La Civetta are centrally located, within 500 meters of famed sites like Piazza Grande and the historic center.

Vacation Rentals Overview in Montepulciano

This guide evaluates around 100 vacation rentals in Montepulciano, Italy, offering essential details to help travelers make informed decisions about their stay.

Typical nightly prices range from $100 to $250.

Approximately 100 vacation rental properties are available.

Peak travel seasons are April to October.

Local occupancy tax is around 2% per night.

Most attractions, including Piazza Grande, are within 0.5 miles.

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