A hillside town with historic buildings and a prominent church.

Montepulciano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montepulciano vacation rentals

1. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 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$2,785
NT$3,212 total
includes taxes & fees
Aug 30 - Aug 31
Residenza Fabroni

2. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is NT$6,372
NT$7,158 total
includes taxes & fees
Sep 1 - Sep 2
La Locanda di San Francesco

3. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (116 reviews)
"It was very well located ."
Canada
Marlenne
The price is NT$5,285
NT$5,962 total
includes taxes & fees
Sep 23 - Sep 24
Meublé Il Riccio

4. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is NT$3,746
NT$4,270 total
includes taxes & fees
Aug 31 - Sep 1
montorio

5. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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$4,028
NT$4,580 total
includes taxes & fees
Sep 1 - Sep 2
Bed & Breakfast Vicolo dell'Oste

6. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (41 reviews)
"A beautiful historic property in the centre of Montepulciano. Very spacious room looking out on the Main Street. Wonderful gourmet breakfast provided each morning! I will recommend this property!"
Canada
James
The price is NT$5,706
NT$6,425 total
includes taxes & fees
Aug 28 - Aug 29
Delcorto Suites

7. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (4 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$2,323
NT$2,704 total
includes taxes & fees
Aug 28 - Aug 29
Bellarmino Boutique Apartments

8. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 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$10,438
NT$11,631 total
includes taxes & fees
Aug 29 - Aug 30
Il Tosco
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montepulciano Hotel Reviews

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 47 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.