A hillside town with historic buildings and a prominent church.

Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Montepulciano vacation rentals

A crowded restaurant with brick walls and multiple tables and chairs.

1. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is NT$5,689
NT$6,401 total
includes taxes & fees
Nov 3 - Nov 4
La Locanda di San Francesco
An interior courtyard with stone columns, arches, and a mosaic.

2. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is NT$5,096
NT$5,748 total
includes taxes & fees
Oct 14 - Oct 15
Meublé Il Riccio
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

3. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (135 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$7,373
NT$8,253 total
includes taxes & fees
Nov 2 - Nov 3
Il Tosco
An arched doorway leading to a building with a wooden door and a staircase.

4. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 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$2,340
NT$2,717 total
includes taxes & fees
Oct 13 - Oct 14
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

5. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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$3,365
NT$3,844 total
includes taxes & fees
Nov 1 - Nov 2
Bed & Breakfast Vicolo dell'Oste
A terrace with a table set for breakfast, overlooking a scenic landscape.

6. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (47 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is NT$6,056
NT$6,805 total
includes taxes & fees
Oct 21 - Oct 22
Delcorto Suites
Front of property

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
The price is NT$3,599
NT$4,102 total
includes taxes & fees
Oct 18 - Oct 19
montorio
A stone archway leading to a building entrance with a wooden door.

8. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is NT$2,128
NT$2,484 total
includes taxes & fees
Nov 3 - Nov 4
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.
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Top Montepulciano Hotel Reviews

Podere La Rocca

Podere La Rocca

10/10 Excellent
"I had a wonderful time! The property was well maintained, the room was clean, the staff were attentive and friendly and professional!"
Jennifer 4-night trip
Posted 9 hours ago
Podere La Rocca

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:

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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 48 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.