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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Montepulciano vacation rentals

An interior courtyard with stone columns, arches, and a mosaic.

1. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (120 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 CA $208
CA $235 total
includes taxes & fees
Nov 7 - Nov 8
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

2. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 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 CA $213
CA $241 total
includes taxes & fees
Nov 25 - Nov 26
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

3. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (49 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is CA $240
CA $270 total
includes taxes & fees
Oct 29 - Oct 30
Delcorto Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

4. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (138 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is CA $322
CA $361 total
includes taxes & fees
Nov 3 - Nov 4
Il Tosco
An arched doorway leading to a building with a wooden door and a staircase.

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
The price is CA $119
CA $138 total
includes taxes & fees
Oct 29 - Oct 30
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

6. 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
The price is CA $147
CA $168 total
includes taxes & fees
Nov 11 - Nov 12
Bed & Breakfast Vicolo dell'Oste
Exterior

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is CA $160
CA $182 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $73
CA $87 total
includes taxes & fees
Nov 10 - Nov 11
Bellarmino Boutique Apartments
A double wooden door with a wrought iron gate, set in a stone archway, against a weathered wall.

9. Vicolo Nobile - The Romantic Heart of Montepulciano

Vicolo Nobile - The 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
The price is CA $186
CA $220 total
includes taxes & fees
Nov 4 - Nov 5
Vicolo Nobile - The Romantic Heart of Montepulciano
A bedroom with a bed, a desk, a chair, a mirror, and a chandelier.

10. Elegant juniper suite with possibility of third bed

Elegant juniper suite with possibility of third bed
Montepulciano
9.6 out of 10, Exceptional, (4 reviews)
"Check is was very easy, room was spacious and clean. Parking lot P6 was relatively close and only cost 10 Euro/day. Air conditioner stopped working on the last day but that is no fault of the owners. I am sure it is fixed. I would stay here again if my wife and I return to Montepulciano."
United States
Dean B.
The price is CA $250
CA $250 total
includes taxes & fees
Nov 1 - Nov 2
Elegant juniper suite with possibility of third 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
The price is CA $451
CA $521 total
includes taxes & fees
Oct 31 - Nov 1
Mery's House- elegant apartment
A table with a coffee pot, cups, and newspapers on a balcony overlooking a hilly landscape.

12. 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 traveller
The price is CA $297
CA $381 total
includes taxes & fees
Nov 21 - Nov 22
Apartment 'Entro le mura' with Balcony & Wi-Fi
A bedroom with a bed, two chairs, a nightstand, a dresser, a balcony with a railing, and a staircase.

13. Apartment at Via dell'Opio nel Corso 47

Apartment at Via dell'Opio nel Corso 47
Montepulciano
The price is CA $258
CA $342 total
includes taxes & fees
Oct 29 - Oct 30
Apartment at Via dell'Opio nel Corso 47
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.
The price is CA $532
CA $532 total
includes taxes & fees
Nov 1 - Nov 2
Apartment dell 'Erbe with panoramic terraces
A stone building with a large wooden double door, two small windows with metal grilles, and a stone wall with carvings.

15. Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
Montepulciano
The price is CA $648
CA $731 total
includes taxes & fees
Oct 29 - Oct 30
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
A bedroom with a large bed, a chandelier, a desk, and a chair.

16. Premium Apartment - Helichrysum

Premium Apartment - Helichrysum
Montepulciano
The price is CA $516
CA $525 total
includes taxes & fees
Oct 29 - Oct 30
Premium Apartment - Helichrysum
A bedroom with a bed, a window with shutters, a radiator, and artwork on the wall.

17. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
The price is CA $266
CA $266 total
includes taxes & fees
Oct 29 - Oct 30
Quadruple Room - Dill
A bedroom with a bed, a desk, a chair, a television, and a window with a view.

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

Room 'Camera tripla con bagno privato vicino Montepulciano'
Montepulciano
The price is CA $197
CA $281 total
includes taxes & fees
Nov 4 - Nov 5
Room 'Camera tripla con bagno privato vicino Montepulciano'
A balcony with a table and chairs, overlooking a scenic landscape with hills and a church.

19. Amazing Attic in Montepulciano, 10 people, w/view on San Biagio

Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Montepulciano
9.6 out of 10, Exceptional, (4 reviews)
"Confusing to check in and the key was not in the lockbox. Caused issue being late for an event. The place was beautiful and clean. Enough space for everyone. Just fyi you need to walk up 2 flights of steps if you have heavy luggage."
United States
Colette B.
The price is CA $969
CA $1,471 total
includes taxes & fees
Nov 4 - Nov 5
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

20. 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
The price is CA $169
CA $250 total
includes taxes & fees
Nov 4 - Nov 5
Double room with private bathroom in the countryside, 5 minutes from 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

Villa Cicolina

Villa Cicolina

10/10 Excellent
"Beautiful property and surroundings, a joy to return to at the end of each day. Delicious food also."
Anett 3-night trip
Posted 9 hours ago
Villa Cicolina

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montepulciano vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montepulciano vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard 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.