Montepulciano Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Montepulciano vacation rentals

Interior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Property entrance
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ₩129,072
₩148,899 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Residenza Fabroni
Food court
La Locanda di San Francesco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ₩264,235
₩297,579 total
includes taxes & fees
Jan 18 - Jan 19, 2026
La Locanda di San Francesco
Suite Aria | Terrace/patio
Delcorto Suites

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is ₩293,007
₩329,235 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Delcorto Suites
Property entrance
Il Tosco

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is ₩390,684
₩436,672 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Il Tosco
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
The price is ₩184,068
₩209,394 total
includes taxes & fees
Dec 23 - Dec 24
Bed & Breakfast Vicolo dell'Oste
Apartment | 2 bedrooms, desk
Mery s House Elegant Apartment

Mery s House Elegant Apartment

Mery s House Elegant Apartment
Montepulciano
The price is ₩505,890
₩769,058 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Mery s House Elegant Apartment
Apartment | Exterior
Charming 1-bed Apartment in Montepulciano

Charming 1-bed Apartment in Montepulciano

Charming 1-bed Apartment in Montepulciano
Montepulciano
The price is ₩293,705
₩329,996 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Charming 1-bed Apartment in Montepulciano
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is ₩142,043
₩163,168 total
includes taxes & fees
Dec 21 - Dec 22
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

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

10/10 Excellent
"The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. "
Jennifer 1-night trip
Posted 5 days ago
Palazzo Nobile di San Donato

Find out more about Montepulciano

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

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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 37 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.