A hillside town with historic buildings and a prominent church.

Holiday Rentals in Montepulciano

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Montepulciano holiday 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, (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 €161
includes taxes & fees
8 Oct - 9 Oct
Meublé Il Riccio
A terrace with a table set for breakfast, overlooking a scenic landscape.

2. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (46 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is €190
includes taxes & fees
22 Oct - 23 Oct
Delcorto Suites
An arched doorway leading to a building with a wooden door and a staircase.

3. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (111 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 €77
includes taxes & fees
9 Oct - 10 Oct
Residenza Fabroni
A crowded restaurant with brick walls and multiple tables and chairs.

4. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (149 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 €192
includes taxes & fees
17 Oct - 18 Oct
La Locanda di San Francesco
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, (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 €108
includes taxes & fees
2 Nov - 3 Nov
Bed & Breakfast Vicolo dell'Oste
Front of property

6. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is €115
includes taxes & fees
18 Oct - 19 Oct
montorio
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

7. 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 €231
includes taxes & fees
2 Nov - 3 Nov
Il Tosco
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 €59
includes taxes & fees
3 Nov - 4 Nov
Bellarmino Boutique Apartments
A double wooden door with a wrought iron gate, set in a stone archway, against a weathered wall.

9. Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - 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 €145
includes taxes & fees
1 Nov - 2 Nov
Vicolo Nobile - 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 €160
includes taxes & fees
16 Oct - 17 Oct
Elegant juniper suite with possibility of third bed
A bedroom with a bed, a window with shutters, a radiator, and artwork on the wall.

11. Quadruple Room - Dill

Quadruple Room - Dill
Montepulciano
Quadruple Room - Dill
A bedroom with a bed, two chairs, a nightstand, a dresser, a balcony with a railing, and a staircase.

12. Appartamento in Via dell'Opio nel Corso 47

Appartamento in Via dell'Opio nel Corso 47
Montepulciano
The price is €226
includes taxes & fees
16 Oct - 17 Oct
Appartamento in Via dell'Opio nel Corso 47
A table with a coffee pot, cups, and newspapers on a balcony overlooking a hilly landscape.

13. 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
A bedroom with a bed, a desk, a chair, a television, and a window with a view.

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

Room 'Camera tripla con bagno privato vicino Montepulciano'
Montepulciano
The price is €190
includes taxes & fees
2 Nov - 3 Nov
Room 'Camera tripla con bagno privato vicino Montepulciano'
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

15. 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 €165
includes taxes & fees
16 Oct - 17 Oct
Double room with private bathroom in the countryside 5 minutes from 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 €326
includes taxes & fees
2 Nov - 3 Nov
Premium Apartment - Helichrysum
A garden pathway leading to a brick building with a metal gate, surrounded by potted plants and rocks.

17. Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning

Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
Acquaviva
The price is €139
includes taxes & fees
4 Oct - 5 Oct
Apartment 'Casa Isidora' with Mountain View, Wi-Fi and Air Conditioning
A covered patio with a brick wall, a round table with chairs, and a view of greenery.

18. 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 €342
includes taxes & fees
11 Oct - 12 Oct
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

Villa Cicolina

Villa Cicolina

10/10 Excellent
"We loved our stay, I was a little concerned about the room furniture not being comfortable from the photos, but I didn’t need to be, the room was wonderful and felt like we were in a time capsule, we stayed 3 nights and were very satisfied. The grounds were great, breakfast and staff wonderful, The pool was refreshing after a long day of biking or walking. It was nice being so close to town. Would highly recommend"
Gregory K 3-night trip
Posted 9 hours ago
Villa Cicolina

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 €59 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. 

Explore a world of travel with Expedia

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.