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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Montepulciano vacation rentals

A terrace with a table set for breakfast, overlooking a scenic landscape.

1. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is CA $274
CA $308 total
includes taxes & fees
Oct 6 - Oct 7
Delcorto Suites
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, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is CA $290
CA $325 total
includes taxes & fees
Sep 27 - Sep 28
La Locanda di San Francesco
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, (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 CA $441
CA $492 total
includes taxes & fees
Sep 24 - Sep 25
Il Tosco
An interior courtyard with stone columns, arches, and a mosaic.

4. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is CA $229
CA $259 total
includes taxes & fees
Sep 15 - Sep 16
Meublé Il Riccio
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, (140 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 $185
CA $210 total
includes taxes & fees
Sep 18 - Sep 19
Bed & Breakfast Vicolo dell'Oste
An arched doorway leading to a building with a wooden door and a staircase.

6. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (109 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 CA $123
CA $142 total
includes taxes & fees
Sep 22 - Sep 23
Residenza Fabroni

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is CA $162
CA $185 total
includes taxes & fees
Oct 3 - Oct 4
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, (3 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 $175
CA $211 total
includes taxes & fees
Oct 11 - Oct 12
Vicolo Nobile - Romantic Heart of Montepulciano
A terrace with a view of a bell tower, two wine glasses, and potted plants.

9. 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 $563
CA $563 total
includes taxes & fees
Sep 16 - Sep 17
Apartment dell 'Erbe with panoramic terraces
A table with a coffee pot, cups, and newspapers on a balcony overlooking a hilly landscape.

10. 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)
"Everything was clean and neat. A lovely view. We received help with parking and luggage from Enrico, who also treated us to a bottle of wine. "
Canada
Heather M.
The price is CA $405
CA $492 total
includes taxes & fees
Sep 26 - Sep 27
Apartment 'Entro le mura' with Balcony & Wi-Fi

11. Mery's House- elegant apartment

Mery's House- elegant apartment
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"Our accommodations were awesome for 4 adults. Mery was a gracious host and made sure everything was to our likening. There was ample parking and close to old town."
Canada
Anna
The price is CA $507
CA $586 total
includes taxes & fees
Sep 22 - Sep 23
Mery's House- elegant apartment
A stone archway leading to a building entrance with a wooden door.

12. 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 CA $96
CA $112 total
includes taxes & fees
Oct 1 - Oct 2
Bellarmino Boutique Apartments
A balcony with a table and chairs, overlooking a scenic landscape with hills and a church.

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

Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Montepulciano
9.4 out of 10, Exceptional, (3 reviews)
"Our 3rd trip to Montepulciano but 1st time in this wonderful Apartment with incredible views. It’s size is perfect for a large group. We had 5 adults in our family & the bedrooms & baths set up is great for everyone to have their own space. Plus a wonderful living area for visiting or playing games. We would definitely request to rent again & hope to return soon. Texas, USA"
United States
Jane B.
The price is CA $1,150
CA $1,688 total
includes taxes & fees
Sep 22 - Sep 23
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
A stone building with a large wooden double door, two small windows with metal grilles, and a stone wall with carvings.

14. 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 $667
CA $752 total
includes taxes & fees
Sep 16 - Sep 17
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
A bedroom with a bed, a desk, a chair, a television, and a window with a view.

15. Triple Room with Balcony and Wi-Fi near Montepulciano

Triple Room with Balcony and Wi-Fi near Montepulciano
Montepulciano
The price is CA $220
CA $275 total
includes taxes & fees
Sep 14 - Sep 15
Triple Room with Balcony and Wi-Fi near Montepulciano
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 $563
CA $573 total
includes taxes & fees
Sep 16 - Sep 17
Premium Apartment - Helichrysum
A bedroom with a bed, a wooden headboard, a dresser, a painting, a vase with flowers, and a window with curtains.

17. Marjoram double room

Marjoram double room
Montepulciano
The price is CA $241
CA $241 total
includes taxes & fees
Oct 11 - Oct 12
Marjoram double room
A bedroom with a bed, two chairs, a nightstand, a dresser, a balcony with a railing, and a staircase.

18. Appartamento in Via dell'Opio nel Corso 47

Appartamento in Via dell'Opio nel Corso 47
Montepulciano
The price is CA $265
CA $356 total
includes taxes & fees
Sep 14 - Sep 15
Appartamento in Via dell'Opio nel Corso 47
A narrow street lined with traditional buildings, featuring arched doorways and wooden balconies.

19. Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi

Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi
MONTEPULCIANO
The price is CA $1,766
CA $1,812 total
includes taxes & fees
Sep 15 - Sep 16
Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi
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 traveller
The price is CA $463
CA $550 total
includes taxes & fees
Sep 21 - Sep 22
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Stunning place best dinner by sunset. The staff is charming warm and you feel like you at home"
Elizabeth 2-night trip
Posted 18 hours ago
Relais Villa Grazianella - UNA Esperienze

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 $112 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 43 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 Palazzo Ricci 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.