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Portole Vacation Rentals

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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 Portole vacation rentals

Room

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 AED 276
AED 328 total
includes taxes & fees
16 Nov - 17 Nov
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 AED 379
AED 395 total
includes taxes & fees
16 Nov - 17 Nov
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

3. 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 AED 483
AED 547 total
includes taxes & fees
16 Nov - 17 Nov
San Michele al Borgo
Terrace/patio

4. 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 AED 419
AED 477 total
includes taxes & fees
20 Nov - 21 Nov
Casale dell'Assiolo
A bedroom with a bed, a window, a radiator, and a lamp.

5. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is AED 745
AED 826 total
includes taxes & fees
16 Nov - 17 Nov
CASA AMBRA
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 AED 526
AED 765 total
includes taxes & fees
8 Dec - 9 Dec
La Finestra sul Teatro
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

7. 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 AED 291
AED 336 total
includes taxes & fees
17 Nov - 18 Nov
Artisti del Cavallo Tourism
A black dog sitting on stone steps in front of a brown double door with a metal decorative archway.

8. Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome

Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome
Cortona Old Town
The price is AED 337
AED 397 total
includes taxes & fees
16 Nov - 17 Nov
Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome
A house number 102, a security keypad, and a plaque with a floral design.

9. 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 AED 255
AED 300 total
includes taxes & fees
16 Nov - 17 Nov
Vacation home with a panoramic terrace, ideal for families and couples
A dining area with a wooden table, chairs, and a mirror. There is a clock on the wall and a window with a view.

10. Cortona Shabby Chic House<br>(Detached & Balcony)

Cortona Shabby Chic House<br>(Detached & 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 AED 500
AED 557 total
includes taxes & fees
26 Nov - 27 Nov
Cortona Shabby Chic House<br>(Detached & Balcony)
A stone building with a wooden door and a small window above it.

11. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is AED 358
AED 402 total
includes taxes & fees
17 Nov - 18 Nov
Vicolo Della Scala Rooms - La Luna
A person sitting on a wooden chair in a garden with a table and chairs in the background.

12. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AED 274
AED 396 total
includes taxes & fees
17 Nov - 18 Nov
Dolce Casa 2 by Tiny Away
A rustic brick building with a mural, a clock, and various potted plants.

13. 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 AED 301
AED 392 total
includes taxes & fees
16 Nov - 17 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Property grounds

14. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is AED 297
AED 418 total
includes taxes & fees
17 Nov - 18 Nov
Dolce Casa 1 by Tiny Away
A bedroom with a bed, a bedside table, a mirror, and windows with curtains.

15. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (6 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is AED 265
AED 362 total
includes taxes & fees
17 Nov - 18 Nov
Limehome Arezzo Duomo
A window view of a town at sunset with buildings and a clear sky.

16. 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 AED 543
AED 575 total
includes taxes & fees
27 Nov - 28 Nov
Cortonas Rooftop Nest
A spa area with a stone-walled arch, a hot tub, and a small window.

17. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (31 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is AED 422
AED 481 total
includes taxes & fees
16 Nov - 17 Nov
DormiVeglia B&B
A wooden door with a metal handle and a small decorative figure.

18. "La fenêtre sur la tour" New Apartment in Castiglion Fiorentino

"La fenêtre sur la tour" New Apartment in Castiglion Fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1 review)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is AED 405
AED 538 total
includes taxes & fees
30 Nov - 1 Dec
"La fenêtre sur la tour" New Apartment in Castiglion Fiorentino
A brick building with a large sliding glass door, a brown door, and a small potted plant.

19. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is AED 311
AED 327 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Property grounds

20. 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 AED 320
AED 364 total
includes taxes & fees
17 Nov - 18 Nov
Montecchio di Cortona
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 Portole Hotel Reviews

Hotel Minerva

Hotel Minerva

10/10 Excellent
"Very good"
Mulham 1-night trip
Posted 2 days ago
Hotel Minerva

Frequently asked questions

Can I find vacation rentals in Portole?

Yes, we have vacation rentals near top attractions in Portole, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Portole?

Holiday Home in Umbria with Pool: Visitors like this Portole vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Portole?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Villa Bramasole and Piazza della Repubblica are a couple of places you'll find in the larger area.

What are vacation rentals like in Portole?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Portole. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.