Montepulciano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Montepulciano vacation rentals

Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is NT$2,579
NT$2,984 total
includes taxes & fees
Jun 8 - Jun 9
Residenza Fabroni
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (100 reviews)
"An amazingly beautiful and historic property. Our room had an incredible view. The staff was fantastic- welcoming and helpful. The location is spectacular. I highly recommend. "
United States
Hallie
The price is NT$5,211
NT$5,878 total
includes taxes & fees
Jun 8 - Jun 9
Meublé Il Riccio
Suite, Multiple Beds, Valley View | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (142 reviews)
"Great location."
United States
James
The price is NT$4,122
NT$4,680 total
includes taxes & fees
Jun 11 - Jun 12
La Locanda di San Francesco
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (37 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is NT$6,227
NT$6,996 total
includes taxes & fees
Jun 3 - Jun 4
Delcorto Suites
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (136 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is NT$3,716
NT$4,234 total
includes taxes & fees
Jun 2 - Jun 3
Bed & Breakfast Vicolo dell'Oste
Front of property

montorio

montorio
Montepulciano
9.6 out of 10, Exceptional, (5 reviews)
"The views from this property were amazing. The rooms were clean and felt very homey. "
United States
Lori
The price is NT$4,009
NT$4,556 total
includes taxes & fees
Jun 2 - Jun 3
montorio
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (121 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is NT$10,421
NT$11,609 total
includes taxes & fees
Jun 8 - Jun 9
Il Tosco
Deluxe Apartment, 2 Bedrooms, Balcony | View from room

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
8.0 out of 10, Very Good, (2 reviews)
"I wish I knew more about the check in process ahead of time of that they contacted me ok WhatsApp. But it was clean, comfortable, as pictured, great location, and a great stay. "
United States
Nicole
The price is NT$2,651
NT$3,063 total
includes taxes & fees
Jul 1 - Jul 2
Bellarmino Boutique Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montepulciano Hotel Reviews

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

10/10 Excellent
"Location was excelente and Hostess was great . she did all the booking for VIP transportation, restaurants , vine yards and cooking classes Thank You Valentina"
Ronald 3-night trip
Posted 12 hours ago
Palazzo Nobile di San Donato

Find out more about Montepulciano

Search for holiday rentals in Montepulciano on Expedia! You can easily find your home rentals, villas, holiday apartments in Montepulciano using one of the methods below:

  • View our selection of featured holiday rentals in Montepulciano
  • Use the map to find apartments and other holiday homes in the Montepulciano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montepulciano while they last

Look no further and take a look at our great range of rental properties in Montepulciano!

Frequently asked questions

Are there vacation rentals in Montepulciano?

Yes, we offer vacation rentals close to top sights in Montepulciano, or you can go with a more remote option if you're looking for relaxation. Visitors to Montepulciano speak positively about the countryside and wineries in this destination. Make sure you have time to check out the sightseeing tours and festivals during your trip.

How many vacation rentals are there in Montepulciano?

Expedia has 31 vacation rentals for your stay in Montepulciano.

What’s there to see and do in Montepulciano?

Terme di Montepulciano Spa and Val di Chiana are a couple of scenic spots to enjoy the outdoors, whereas Civic Museum is one of the cultural attractions. While here, Palazzo Avignonesi and Cantina del Redi are other places worth a visit.

What’s a vacation rental in Montepulciano like?

A vacation rental is a private property you can book for a few weeks or just a few days in Montepulciano. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.