Default HTG hotel image

Montanare 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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Montanare vacation rentals

Outdoor pool

1. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is SAR 275
SAR 327 total
includes taxes & fees
2 Dec - 3 Dec
iConic Wellness Resort
A building entrance with a number '10' sign, a stone staircase, and a potted plant with pink flowers.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
9.8 out of 10, Exceptional, (9 reviews)
"Nice property"
United States
Joseph
The price is SAR 388
SAR 404 total
includes taxes & fees
16 Nov - 17 Nov
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A stone building with a green door, a window with shutters, and a small window with bars.

3. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is SAR 766
SAR 849 total
includes taxes & fees
14 Nov - 15 Nov
CASA AMBRA
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

4. 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 SAR 494
SAR 560 total
includes taxes & fees
27 Nov - 28 Nov
San Michele al Borgo
Terrace/patio

5. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is SAR 414
SAR 472 total
includes taxes & fees
14 Nov - 15 Nov
Casale dell'Assiolo
A view from a window overlooking a courtyard with stone buildings and a tower.

6. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"we loved the rooms—especially"
United States
Jean V. A.
The price is SAR 541
SAR 787 total
includes taxes & fees
8 Dec - 9 Dec
La Finestra sul Teatro
A dining area with a wooden table, chairs, and a mirror. There is a clock on the wall and a window with a view.

7. 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 SAR 512
SAR 570 total
includes taxes & fees
14 Nov - 15 Nov
Cortona Shabby Chic House<br>(Independent & Balcony)
A window view of a town at sunset with buildings and a clear sky.

8. 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.
The price is SAR 620
SAR 658 total
includes taxes & fees
27 Nov - 28 Nov
Cortonas Rooftop Nest
Three olive oil bottles on a tree stump in an outdoor setting.

9. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Cortona
The price is SAR 1,503
SAR 1,676 total
includes taxes & fees
8 Dec - 9 Dec
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Property grounds

10. 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 SAR 329
SAR 375 total
includes taxes & fees
17 Nov - 18 Nov
Montecchio di Cortona
A stone building with a balcony, an archway, and potted plants.

11. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Cortona
8.8 out of 10, Excellent, (3 reviews)
"Angelo was so friendly. He met us at the property and showed us around. The house is beautiful and peaceful. Thank you for a lovely stay."
United States
Bonnie B.
The price is SAR 480
SAR 496 total
includes taxes & fees
14 Nov - 15 Nov
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

12. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is SAR 299
SAR 346 total
includes taxes & fees
15 Nov - 16 Nov
Artisti del Cavallo Tourism
A living room with a sofa, armchair, and a large window with a view of trees.

13. 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, (2 reviews)
"Eine ausgesprochen angenehme Wohnung, sehr geräumig, ansprechend und zugleich praktisch eingerichtet, sehr sauber, superfreundliche, aber zurückhaltende Vermieter. Ein Ort, an den wir gerne zurückkehren werden."
Germany
Tobias W.
The price is SAR 791
SAR 803 total
includes taxes & fees
15 Nov - 16 Nov
Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi
A stone archway leading to a building with a tiled roof, surrounded by gravel and potted plants.

14. 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 traveler
The price is SAR 914
SAR 1,087 total
includes taxes & fees
30 Nov - 1 Dec
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
A rustic brick building with a mural, a clock, and various potted plants.

15. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is SAR 310
SAR 403 total
includes taxes & fees
14 Nov - 15 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A stone building with a wooden door and a small window above it.

16. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is SAR 366
SAR 420 total
includes taxes & fees
14 Dec - 15 Dec
Vicolo Della Scala Rooms - La Luna
A house number 102, a security keypad, and a plaque with a floral design.

17. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is SAR 261
SAR 307 total
includes taxes & fees
14 Nov - 15 Nov
Vacation home with a panoramic terrace, ideal for families and couples
A rectangular swimming pool with a stone deck, surrounded by grass and trees, with a view of distant hills.

18. Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi

Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi
lisciano niccone
The price is SAR 2,123
SAR 2,131 total
includes taxes & fees
14 Nov - 15 Nov
Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi
Exterior detail

19. Home of the Sun

Home of the Sun
Passignano sul Trasimeno
10.0 out of 10, Exceptional, (2 reviews)
"Highly Recommend!I couldn’t have asked for a better place to stay! The property was absolutely spotless, beautifully maintained, and incredibly comfortable. You can tell that a lot of care and attention goes into making sure guests have a wonderful experience.The host was fantastic—warm, welcoming, attentive, and genuinely committed to making sure everything was perfect. Communication was excellent, and I felt right at home throughout my stay.The location was another huge plus! Centrally located...
United States
Randell P.
The price is SAR 450
SAR 495 total
includes taxes & fees
14 Nov - 15 Nov
Home of the Sun
A rectangular swimming pool with a stone deck, surrounded by grass and trees, with a view of distant hills.

20. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
Lisciano Niccone
10.0 out of 10, Exceptional, (1 review)
"Pros: The Quietness of the wonderful mornings, in the middle of Tuscan Woods. The clean and big pool with a view. The host, very friendly and engaged. a perfect vacation!"
United States
Anonymous traveler
The price is SAR 2,123
SAR 2,131 total
includes taxes & fees
15 Nov - 16 Nov
Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
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 Montanare Hotel Reviews

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

10/10 Excellent
"Staff"
Danielle 2-night trip
Posted 7 days ago
Poggio Paradiso Resort & Spa

Frequently asked questions

Are there vacation rentals in Montanare?

Yes, we give you a choice of vacation rentals close to popular attractions in Montanare, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Montanare has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: Visitors like this Montanare vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 larger area, you’ll find Villa Bramasole and Piazza della Repubblica.

What’s a vacation rental in Montanare like?

A vacation rental is a private property you can book for a long or short time in Montanare. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.