A hillside town with historic buildings and a prominent church.

Montepulciano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ￥30,524
￥34,298 total
includes taxes & fees
Oct 6 - Oct 7
Delcorto Suites
An interior courtyard with stone columns, arches, and a mosaic.

2. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 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 ￥25,169
￥28,407 total
includes taxes & fees
Oct 24 - Oct 25
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

3. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (148 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ￥31,599
￥35,479 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.

4. 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 ￥48,011
￥53,533 total
includes taxes & fees
Sep 24 - Sep 25
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, (110 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 ￥13,947
￥16,063 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".

6. 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 ￥20,562
￥23,339 total
includes taxes & fees
Oct 24 - Oct 25
Bed & Breakfast Vicolo dell'Oste

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is ￥18,138
￥20,672 total
includes taxes & fees
Oct 5 - Oct 6
montorio
A table with a coffee pot, cups, and newspapers on a balcony overlooking a hilly landscape.

8. 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.
Apartment 'Entro le mura' with Balcony & Wi-Fi

9. 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
Mery's House- elegant apartment
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.
The price is ￥28,837
￥28,837 total
includes taxes & fees
Oct 11 - Oct 12
Dragoncello Suite with four-poster bed
A double wooden door with a wrought iron gate, set in a stone archway, against a weathered wall.

11. 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
Vicolo Nobile - Romantic Heart of Montepulciano
A bedroom with two beds, a wooden door, a balcony, and a nightstand with a lamp.

12. Room in the Heart of Val d'Orcia with Balcony and Wi-Fi

Room in the Heart of Val d'Orcia with Balcony and Wi-Fi
Montepulciano
10.0 out of 10, Exceptional, (1 review)
"Terrific room and bath, clean and modern, very comfortable and convenient."
United States
Jamie S.
The price is ￥23,537
￥33,276 total
includes taxes & fees
Sep 30 - Oct 1
Room in the Heart of Val d'Orcia with Balcony and Wi-Fi
A bedroom with a large bed, a chandelier, a desk, and a chair.

13. Premium Apartment - Helichrysum

Premium Apartment - Helichrysum
Montepulciano
Premium Apartment - Helichrysum
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 ￥112,097
￥121,611 total
includes taxes & fees
Oct 22 - Oct 23
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
A balcony with a table and chairs, overlooking a scenic landscape with hills and a church.

15. 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 ￥128,957
￥188,836 total
includes taxes & fees
Sep 29 - Sep 30
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
A bedroom with a bed, a window with shutters, a radiator, and artwork on the wall.

16. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
Quadruple Room - Dill
A covered patio with a brick wall, a round table with chairs, and a view of greenery.

17. 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
The price is ￥52,880
￥62,613 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home in Villa Pandolfina near Montepulciano
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 ￥29,738
￥40,011 total
includes taxes & fees
Oct 15 - Oct 16
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
Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi
A stone archway leading to a building entrance with a wooden door.

20. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is ￥10,931
￥12,746 total
includes taxes & fees
Oct 6 - Oct 7
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montepulciano Hotel Reviews

AgriHotel Villa Ambra

AgriHotel Villa Ambra

10/10 Excellent
"Thank you!"
Isaiah 3-night trip
Posted 2 hours ago
AgriHotel Villa Ambra

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:

  • View our selection of featured holiday rentals in Montepulciano
  • Use the map to find apartments and other holiday homes in the Montepulciano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montepulciano while they last

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.

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 47 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.