A hillside town with historic buildings and a prominent church.

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Our top choices for Montepulciano holiday rentals

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 £128
includes taxes & fees
31 Oct - 1 Nov
Meublé Il Riccio

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 £129
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco

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 £155
includes taxes & fees
28 Nov - 29 Nov
Delcorto Suites

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 £186
includes taxes & fees
29 Nov - 30 Nov
Il Tosco

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 £81
includes taxes & fees
6 Nov - 7 Nov
Residenza Fabroni

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 £88
includes taxes & fees
29 Nov - 30 Nov
Bed & Breakfast Vicolo dell'Oste

7. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is £98
includes taxes & fees
31 Oct - 1 Nov
montorio

8. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is £46
includes taxes & fees
5 Nov - 6 Nov
Bellarmino Boutique Apartments

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 £121
includes taxes & fees
1 Nov - 2 Nov
Vicolo Nobile - The Romantic Heart of Montepulciano

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 £134
includes taxes & fees
1 Nov - 2 Nov
Elegant juniper suite with possibility of third bed

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 £285
includes taxes & fees
31 Oct - 1 Nov
Mery's House- elegant apartment

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 £204
includes taxes & fees
21 Nov - 22 Nov
Apartment 'Entro le mura' with Balcony & Wi-Fi

13. Apartment at Via dell'Opio nel Corso 47

Apartment at Via dell'Opio nel Corso 47
Montepulciano
Apartment at Via dell'Opio nel Corso 47

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 £565
includes taxes & fees
25 Nov - 26 Nov
Apartment 'Appartamento In Palazzo Bucelli' with Balcony and Wi-Fi

15. Premium Apartment - Helichrysum

Premium Apartment - Helichrysum
Montepulciano
The price is £290
includes taxes & fees
25 Nov - 26 Nov
Premium Apartment - Helichrysum

16. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
Quadruple Room - Dill

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

Room 'Camera tripla con bagno privato vicino Montepulciano'
Montepulciano
The price is £151
includes taxes & fees
2 Nov - 3 Nov
Room 'Camera tripla con bagno privato vicino Montepulciano'

18. 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 £785
includes taxes & fees
5 Nov - 6 Nov
Amazing Attic in Montepulciano, 10 people, w/view on San Biagio

19. 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 £139
includes taxes & fees
30 Oct - 31 Oct
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

Find out more about Montepulciano

Everything you need to know about Montepulciano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montepulciano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montepulciano holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montepulciano holiday rentals we have selected for you start as low as £46 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 holiday 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 holiday.

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. 

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Frequently asked questions

Are there holiday rentals in Montepulciano?

Yes, there are holiday rentals close to the most popular sights in Montepulciano, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Montepulciano has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This highly rated holiday home rental in Montepulciano is located in the city centre, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a garden and a selection of books so that you can immerse yourself in your holiday. Another good choice for your trip to Montepulciano is Entire Historic Residence in Tuscany (Val d'Orcia),in the Heart of Montepulciano.

How many holiday rentals are there in Montepulciano?

Expedia has 48 holiday 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 holiday rental in Montepulciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montepulciano. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.