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Montanare Holiday Rentals

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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 Montanare holiday rentals

A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

1. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful location. Can't wait to go back."
United States
Dawn H.
The price is AU$158
includes taxes & fees
15 Oct - 16 Oct
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

2. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$229
includes taxes & fees
2 Nov - 3 Nov
B&B Piccolo Hotel
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

3. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is AU$154
includes taxes & fees
14 Oct - 15 Oct
Vicolo Della Scala Rooms - La Luna
A view from a window overlooking a courtyard with stone buildings and a tower.

4. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is AU$299
includes taxes & fees
4 Oct - 5 Oct
La Finestra sul Teatro
A fountain with water cascading down a column, surrounded by greenery and a building in the background.

5. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
Residence al Lago
A staircase with two lit lanterns on the wall.

6. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AU$247
includes taxes & fees
18 Oct - 19 Oct
Cortona Shabby Chic House<br>(Independent & balcony)
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

7. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
Cortonas Rooftop Nest
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

8. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is AU$491
includes taxes & fees
4 Oct - 5 Oct
CASA AMBRA
Exterior detail

9. Abode of the Sun

Abode of the Sun
Passignano sul Trasimeno
10.0 out of 10, Exceptional, (1 review)
"We had a great stay in Passignano. The apartments location was perfect to explore town"
United States
Ted M.
The price is AU$207
includes taxes & fees
4 Oct - 5 Oct
Abode of the Sun
A park with picnic tables, a playground, and a gravel path.

10. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is AU$134
includes taxes & fees
4 Oct - 5 Oct
Holiday home with panoramic terrace ideal for families and couples
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

11. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AU$217
includes taxes & fees
4 Oct - 5 Oct
San Michele al Borgo
Terrace/patio

12. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is AU$211
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
A bakery display with various pastries and desserts.

13. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is AU$182
includes taxes & fees
10 Oct - 11 Oct
La Piccola Locanda
A spiral staircase in a hallway with wooden flooring and a door leading to a room with a blue-tiled floor.

14. Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi

Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi
Passignano sul Trasimeno
10.0 out of 10, Exceptional, (1 review)
"Pros: We hebben een ontzettend fijne tijd gehad in het appartement van Gabriella en Emanuele. De locatie is prachtig en het huis was voor ons een heerlijke plek om tot rust te komen en tegelijkertijd Umbrië/Toscane en het Trasimenomeer te ontdekken. Wat ons vooral is bijgebleven, is de enorme gastvrijheid van Gabriella en Emanuele. Vanaf het eerste moment voelden we ons welkom. Ze waren heel vriendelijk, reageerden snel en stonden direct voor ons klaar als we een vraag hadden of ergens hulp bij...
Netherlands
Anonymous traveller
The price is AU$334
includes taxes & fees
4 Oct - 5 Oct
Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi
A cozy living room with a wooden ceiling, a sofa, a dining table with chairs, a bookshelf, and a view through a window.

15. Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is AU$214
includes taxes & fees
5 Oct - 6 Oct
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

16. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is AU$112
includes taxes & fees
4 Oct - 5 Oct
Happy Nest Tuscany Between Florence and Rome
A swimming pool with clear water reflecting trees and a stone building in the background.

17. Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (11 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is AU$306
includes taxes & fees
12 Oct - 13 Oct
Villa Graziella, Romantic Perugia
Dining

18. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AU$160
includes taxes & fees
22 Oct - 23 Oct
Montecchio di Cortona
A building with a stone facade, multiple windows, and a balcony.

19. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Italy
Anonymous traveller
The price is AU$462
includes taxes & fees
2 Nov - 3 Nov
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Pool

20. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is AU$128
includes taxes & fees
25 Oct - 26 Oct
iConic Wellness Resort
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 Montanare Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

8/10 Good
"Breakfast was amazing!! Property was not great, but nice!"
James 1-night trip
Posted 12 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Montanare

Everything you need to know about Montanare 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 Montanare holiday rental for you. At Expedia, you can take your pick from private holiday 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 Montanare holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montanare holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montanare. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montanare 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 Montanare holiday rentals we have selected for you start as low as AU$94 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montanare rentals

At Expedia, we put the best Montanare 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 Montanare 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 Montanare 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 Montanare. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Montanare?

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

What are some of the best holiday rentals that Montanare has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This holiday home rental outside of Montanare is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What’s there to see and do in Montanare?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. In the wider area, you’ll find Villa Bramasole and Piazza della Repubblica.

What’s a holiday rental in Montanare like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montanare. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.