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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Montepulciano vacation rentals

Suite Aria | Terrace/patio

1. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (39 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is AED 646
AED 727 total
includes taxes & fees
6 Aug - 7 Aug
Delcorto Suites
Food court

2. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Lucca was the perfect host, very accommodating to any queries we had and was always willing to help during our stay Couldn’t recommend staying here highly enough - we had a great time staying here and would highly recommend if you are in the area definitely book here"
United Kingdom
Jonathan
The price is AED 498
AED 564 total
includes taxes & fees
26 Aug - 27 Aug
La Locanda di San Francesco
Property entrance

3. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (130 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 AED 1,082
AED 1,207 total
includes taxes & fees
9 Aug - 10 Aug
Il Tosco
Interior

4. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is AED 592
AED 668 total
includes taxes & fees
5 Sep - 6 Sep
Meublé Il Riccio
Property entrance

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 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 AED 312
AED 360 total
includes taxes & fees
6 Aug - 7 Aug
Residenza Fabroni
Exterior

6. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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 AED 461
AED 524 total
includes taxes & fees
6 Aug - 7 Aug
Bed & Breakfast Vicolo dell'Oste
Front of property

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is AED 463
AED 527 total
includes taxes & fees
24 Aug - 25 Aug
montorio
Coffee/tea maker, fridge, microwave, oven

8. 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 AED 1,106
AED 1,275 total
includes taxes & fees
16 Aug - 17 Aug
Mery's House- elegant apartment
Outdoor dining

9. 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 AED 1,067
AED 1,296 total
includes taxes & fees
7 Aug - 8 Aug
Apartment 'Entro le mura' with Balcony & Wi-Fi
Front of property

10. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
6.0 out of 10, (3 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 AED 275
AED 319 total
includes taxes & fees
30 Aug - 31 Aug
Bellarmino Boutique Apartments
1 bedroom, desk, iron/ironing board, WiFi (free)

11. 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 AED 635
AED 635 total
includes taxes & fees
6 Aug - 7 Aug
Dragoncello Suite with four-poster bed
Outdoor dining

12. 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 AED 3,029
AED 4,126 total
includes taxes & fees
4 Sep - 5 Sep
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio
Exterior detail

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

Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
Montepulciano
The price is AED 1,653
AED 1,877 total
includes taxes & fees
6 Aug - 7 Aug
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi
1 bedroom, WiFi, bed sheets

14. 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 AED 610
AED 754 total
includes taxes & fees
6 Aug - 7 Aug
Room in the Heart of Val d'Orcia with Balcony and Wi-Fi
Exterior detail

15. Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - Romantic Heart of Montepulciano
Montepulciano
10.0 out of 10, Exceptional, (3 reviews)
"Our 7 nights at this property was perfect in every way. The host was so helpful with transportation, restaurants, wineries and more. The space itself was clean, well appointed, relaxing and in a perfect location within Montepulciano. I highly recommend this property for an authentic and unforgettable Italian getaway."
United States
Keelin C.
The price is AED 441
AED 534 total
includes taxes & fees
13 Aug - 14 Aug
Vicolo Nobile - Romantic Heart of Montepulciano
2 bedrooms, desk, WiFi (free), bed sheets

16. Premium Apartment - Helichrysum

Premium Apartment - Helichrysum
Montepulciano
Premium Apartment - Helichrysum
Property grounds

17. Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is AED 2,287
AED 2,287 total
includes taxes & fees
12 Aug - 13 Aug
Villa I Girasoli in Montepulciano with Swimming pool
1 bedroom, desk, WiFi (free), bed sheets

18. Tuscan Cottage with Swimming Pool

Tuscan Cottage with Swimming Pool
Montepulciano
The price is AED 1,525
AED 1,525 total
includes taxes & fees
28 Aug - 29 Aug
Tuscan Cottage with Swimming Pool
Exterior

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 AED 4,649
AED 4,770 total
includes taxes & fees
4 Sep - 5 Sep
Holiday Apartment "La Zia Marisa" with Shared Terrace & Wi-Fi
2 bedrooms, desk, WiFi (free), bed sheets

20. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
The price is AED 720
AED 746 total
includes taxes & fees
4 Sep - 5 Sep
Quadruple Room - Dill
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 Mosela Alla Porta

Palazzo Mosela Alla Porta

10/10 Excellent
"Rey clean and large rooms. Beautiful property and amazing views from the room. In a great part of the city also."
Anthony 1-night trip
Posted 1 day ago
Palazzo Mosela Alla Porta

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 53 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.