Montepulciano vacation rentals

We found 2,789 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Montepulciano by choosing from 62 houses, 166 apartments, and other vacation rentals. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, like air conditioning and cable TV. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

The culturally rich city of Montepulciano awaits you

Enjoy the area's wineries, culture and history and make a vacation rental your home during your stay in Montepulciano. This city's sightseeing, festivals and local tours draw many visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Montepulciano

Do you want to find attractions to visit in the city? Venture out of your vacation home and experience everything that makes Montepulciano a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cantina Contucci (0.5 mi / 0.8 km)
  • Consorzio del Vino Nobile di Montepulciano (0.5 mi / 0.8 km)
  • Piscine Termali Theia (4 mi / 6.5 km)
  • Terme di Chianciano (4.2 mi / 6.8 km)
  • Torrenieri Montalcino Station (11.9 mi / 19.1 km)
  • Baths of San Filippo (12.5 mi / 20 km)

Exploring the natural landscape of Montepulciano

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Montepulciano. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Terme di Montepulciano Spa (1.9 mi / 3.1 km)
  • Val di Chiana (1.9 mi / 3.1 km)
  • Piscine Termali Theia (4 mi / 6.5 km)
  • La Foce (5.1 mi / 8.3 km)
  • Historic Centre of Pienza (5.7 mi / 9.1 km)
  • Lake Trasimeno (15.7 mi / 25.2 km)

Transportation to and around Montepulciano

The nearest airport is in Sant Egidio Airport (PEG), located 36.1 mi (58.1 km) from the city center.

If you're traveling by train, the main station serving the city is Montepulciano Station.

Frequently asked questions

What is the best area to stay in Montepulciano when booking a vacation rental?
If you’re thinking about a getaway to Montepulciano, Acquaviva is one of the most popular locations to stay. Whether you prefer a cottage, condo or different property type, you’ll always have the entire place to yourself.
What is the most popular type of vacation rental accommodation in Montepulciano?
The most desirable types of vacation rentals in Montepulciano are apartments. Looking for something different? Vrbo has a variety of options to match the unique needs of our guests, so you’ll see properties in lots of sizes and shapes. The perfect home away from home is waiting for you — find yours today.
How much does it cost to rent a vacation rental in Montepulciano?
Several things can affect how much you’ll pay for a vacation rental in Montepulciano, including the type of property, season and length of stay. However, all of our vacation homes have something in common — exceptional value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Montepulciano?
The average price for a vacation rental close to the beach in Montepulciano depends on when you’re going and the size and style of property you’re searching for. You can find prices easily and quickly on Vrbo by entering your destination and travel dates. Then use the filter tool to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a pool.
Are there pet-friendly vacation rentals in Montepulciano?
Yes. There are. You’ll have your pick of 89 stays that roll out the welcome mat in Montepulciano on Vrbo. Our cuddly best friends deserve a break too, so simply use our search function for pet-friendly vacation rentals to book a pad where your pup can share in the good times.
Can I rent a house with a pool in Montepulciano?
Pack your swimwear and inflatable flamingo, because there are 21 houses with a private pool in Montepulciano. Book a stay at one of these terrific vacation homes and let every day be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the ideal place for a splashing good time!
What are popular rental amenities in Montepulciano?
When it comes to rental amenities that people prefer in Montepulciano, a chef, a fireplace and an ocean view are at the top of the list. With Vrbo vacation homes, there are choices to suit your style and taste, whether you’re planning to get away with your partner, your friends or even pets.
Are there large group vacation rentals in Montepulciano?
Take your pick of nine vacation rentals in Montepulciano that can host a group of 10 or more people. Whether you’re planning time away with extended family or an event like a party, there’s enough space to get your favorite people together under the same roof.
Are there vacation rentals in Montepulciano that welcome kids?
Montepulciano has 89 family-friendly vacation rentals to choose from. And securing a stay that welcomes kiddos is a cinch with Vrbo’s “Properties good for families” filter. As well as having the entire place to yourselves, you’ll have access to amenities and perks like bunk beds, private pools and yards.
What are the top attractions for families in Montepulciano?
Keep the kids happy at these fabulous family-friendly attractions in Montepulciano:

  • Piscine Termali Theia
  • Terme di Montepulciano Spa
  • Palazzo Piccolomini

Are there one-bedroom vacation rentals in Montepulciano?
Yes, Montepulciano has 34 one-bedroom rentals on offer. Often positioned in prime areas because of their compact size, a one-bedroom vacation rental is ideal if you’re getting away with your partner or a pal. And with home comforts such as kitchens and more privacy than a standard hotel, you’ll be able to kick back while exploring this fantastic destination.
Can I find two-bedroom vacation rentals in Montepulciano?
Montepulciano has 36 two-bedroom properties for you to select from. Find a vacation home with all the space and comfort you’re looking for at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Montepulciano?
Whether you want to keep up with world events, send some emails or surf social media, there are 32 vacation homes with WiFi in Montepulciano. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Montepulciano?
Pick your dates and then make use of the filters to search for vacation rentals with ac in Montepulciano on Vrbo. With 47 air-conditioned properties available here, you can enjoy a cool and comfy break.
How old do you have to be to rent a vacation rental in Montepulciano?
We recommend you check with the Montepulciano vacation rental you’re considering on Vrbo as age restrictions differ. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Montepulciano for?
It’s up to the Montepulciano property. To see a list of options offering extended stays, just enter your dates and guest number into Vrbo’s search page. Look forward to having the property to yourself, along with amenities such as a fully-equipped kitchen, air conditioning and a yard to run around in. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.

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