A hillside town with historic buildings and a prominent church.

Montepulciano Vacation Rentals

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
$170 nightly
The price is $191
Nov 15 - Nov 16
Total with taxes and fees
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
$148 nightly
The price is $168
Oct 25 - Oct 26
Total with taxes and fees
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

3. 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
$82 nightly
The price is $95
Oct 23 - Oct 24
Total with taxes and fees
Residenza Fabroni
A terrace with a table set for breakfast, overlooking a scenic landscape.

4. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
$172 nightly
The price is $193
Oct 16 - Oct 17
Total with taxes and fees
Delcorto Suites
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, (143 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
$105 nightly
The price is $120
Nov 1 - Nov 2
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

6. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (136 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
$231 nightly
The price is $258
Nov 2 - Nov 3
Total with taxes and fees
Il Tosco
Front of property

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
$112 nightly
The price is $128
Oct 22 - Oct 23
Total with taxes and fees
montorio
A double wooden door with a wrought iron gate, set in a stone archway, against a weathered wall.

8. Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - Romantic Heart of Montepulciano
Montepulciano
10.0 out of 10, Exceptional, (6 reviews)
"The room was excellent, clean, all amenities, great location and a beautiful smell that make feel so comfortable. Host was responsive and helpful at all the times."
United States
FEDERICO
$153 nightly
The price is $158
Nov 15 - Nov 16
Total with taxes and fees
Vicolo Nobile - Romantic Heart of Montepulciano
A stone archway leading to a building entrance with a wooden door.

9. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
$60 nightly
The price is $71
Oct 25 - Oct 26
Total with taxes and fees
Bellarmino Boutique Apartments
A bedroom with a four-poster bed, a bench, a chandelier, and a window with curtains.

10. Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
10.0 out of 10, Exceptional, (4 reviews)
"The stay at the Dragoncello Suite was a great experience. Francesca is great with communication and made the stay easy, from check in to check out. The location in Montepulciano is fantastic - I found it to be fairly central to everything we did."
United States
Cari R.
$168 nightly
The price is $168
Oct 29 - Oct 30
Total with taxes and fees
Dragoncello Suite with four-poster bed
Private kitchen

11. Mery's House- elegant apartment

Mery's House- elegant apartment
Toscana
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful place, Mery was a wonderful communicator. Everything was fantastic."
United States
Diane
$364 nightly
The price is $368
Oct 31 - Nov 1
Total with taxes and fees
Mery's House- elegant apartment
A bedroom with a bed, two chairs, a nightstand, a dresser, a balcony with a railing, and a staircase.

12. Appartamento in Via dell'Opio nel Corso 47

Appartamento in Via dell'Opio nel Corso 47
Montepulciano
$210 nightly
The price is $247
Oct 29 - Oct 30
Total with taxes and fees
Appartamento in Via dell'Opio nel Corso 47
A table with a coffee pot, cups, and newspapers on a balcony overlooking a hilly landscape.

13. Apartment 'Entro le mura' with Balcony & Wi-Fi

Apartment 'Entro le mura' with Balcony & Wi-Fi
Montepulciano
9.8 out of 10, Exceptional, (12 reviews)
"Marco was a wonderful host. Very timely communication. When the iron in the apartment was not working he brought us a new one. The view is absolutely incredible. We enjoyed spending lots of time on the balcony - especially at sunset. The apartment was clean and spacious. It was a very close walk to all the shops and restaurants. Highly recommend."
United States
Anonymous traveler
$338 nightly
The price is $343
Oct 25 - Oct 26
Total with taxes and fees
Apartment 'Entro le mura' with Balcony & Wi-Fi
A terrace with a view of a bell tower, two wine glasses, and potted plants.

14. Apartment dell 'Erbe with panoramic terraces

Apartment dell 'Erbe with panoramic terraces
Montepulciano
10.0 out of 10, Exceptional, (45 reviews)
"Great stay and location with plenty of food/wine options nearby! We visited Siena and Assisi which were short drives from the apartment. Francy made sure everything was perfect and was quick to answer any questions. The apartment had plenty of space and was very clean. Check-in/check-out was easy and we will definitely stay here again on our next trip to Montepulciano! "
United States
david r.
$381 nightly
The price is $381
Nov 1 - Nov 2
Total with taxes and fees
Apartment dell 'Erbe with panoramic terraces
A bedroom with a bed, a window with shutters, a radiator, and artwork on the wall.

15. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
$190 nightly
The price is $197
Oct 22 - Oct 23
Total with taxes and fees
Quadruple Room - Dill
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

16. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
$177 nightly
The price is $181
Oct 22 - Oct 23
Total with taxes and fees
Double room with private bathroom in the countryside 5 minutes from Montepulciano
A bedroom with a bed, a desk, a chair, a television, and a window with a view.

17. Room 'Camera tripla con bagno privato vicino Montepulciano'

Room 'Camera tripla con bagno privato vicino Montepulciano'
Montepulciano
$205 nightly
The price is $210
Oct 19 - Oct 20
Total with taxes and fees
Room 'Camera tripla con bagno privato vicino Montepulciano'
A bedroom with a bed, a wooden headboard, a dresser, a painting, a vase with flowers, and a window with curtains.

18. Marjoram double room

Marjoram double room
Montepulciano
$168 nightly
The price is $168
Oct 29 - Oct 30
Total with taxes and fees
Marjoram double room
A garden pathway leading to a brick building with a metal gate, surrounded by potted plants and rocks.

19. Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning

Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
Acquaviva
$151 nightly
The price is $155
Oct 22 - Oct 23
Total with taxes and fees
Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
A covered patio with a brick wall, a round table with chairs, and a view of greenery.

20. Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
10.0 out of 10, Exceptional, (1 review)
"Pros: L'appartamento è molto spazioso e comodo con una vista panoramica sulla campagna di Montepulciano Cons: Nulla da rilevare"
Italy
Anonymous traveler
$218 nightly
The price is $223
Nov 2 - Nov 3
Total with taxes and fees
Holiday Home in Villa Pandolfina near Montepulciano
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

Il Tosco

Il Tosco

10/10 Excellent
"An amazing property with amazing hosts! Every detail was an amenity was thought of. Hosts are very gracious and bend over backwards to make your stay unforgettable!"
Sean 2-night trip
Posted 1 day ago
Il Tosco

Find out more about Montepulciano

Everything you need to know about Montepulciano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montepulciano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montepulciano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montepulciano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montepulciano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montepulciano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montepulciano rentals

At Expedia, we put the best Montepulciano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montepulciano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montepulciano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montepulciano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What are some of the best vacation home rentals that Montepulciano has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This highly rated vacation home rental in Montepulciano is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. Another good choice for your trip to Montepulciano is Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano.

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.