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Portole Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Portole vacation rentals

A bedroom with a bed, a nightstand, a wall-mounted lamp, and a door with a calendar.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is ￥22,256
￥24,833 total
includes taxes & fees
Nov 2 - Nov 3
B&B Piccolo Hotel
Pool

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ￥11,646
￥13,865 total
includes taxes & fees
Nov 18 - Nov 19
iConic Wellness Resort
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

3. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is ￥34,865
￥38,615 total
includes taxes & fees
Nov 11 - Nov 12
CASA AMBRA
A building entrance with a number '10' sign, a stone staircase, and a potted plant with pink flowers.

4. 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 ￥16,430
￥17,133 total
includes taxes & fees
Nov 2 - Nov 3
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A breakfast setting with a fireplace, a table with plates, glasses, and a croissant.

5. 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 ￥21,605
￥24,469 total
includes taxes & fees
Oct 28 - Oct 29
San Michele al Borgo
A window with lace curtains, a view of a building, and a wooden shelf with potted plants.

6. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is ￥7,908
￥11,774 total
includes taxes & fees
Oct 26 - Oct 27
Happy Nest Tuscany Between Florence and Rome
A neatly made bed with a decorative headboard, two bedside lamps, and a tray with a teapot and cups on the nightstand.

7. 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 ￥14,643
￥18,435 total
includes taxes & fees
Oct 28 - Oct 29
Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

8. 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 ￥12,493
￥14,446 total
includes taxes & fees
Oct 26 - Oct 27
Artisti del Cavallo Tourism
A bedroom with a large bed, a nightstand, a lamp, and a wooden table.

9. 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 ￥21,702
￥25,392 total
includes taxes & fees
Oct 27 - Oct 28
Cortona Shabby Chic House<br>(Independent & Balcony)
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

10. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is ￥15,370
￥17,258 total
includes taxes & fees
Nov 2 - Nov 3
Vicolo Della Scala Rooms - La Luna
A park with picnic tables, a playground, and a gravel path.

11. 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 ￥11,071
￥14,234 total
includes taxes & fees
Oct 26 - Oct 27
Vacation home with a panoramic terrace, ideal for families and couples
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

12. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is ￥11,920
￥17,197 total
includes taxes & fees
Oct 27 - Oct 28
Dolce Casa 2 by Tiny Away
A view from a window overlooking a town with traditional architecture and a clear sky.

13. 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 ￥23,565
￥27,607 total
includes taxes & fees
Nov 8 - Nov 9
Cortonas Rooftop Nest
An outdoor dining setup with a pool and lounge chairs in the background.

14. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ￥16,955
￥19,353 total
includes taxes & fees
Nov 9 - Nov 10
DormiVeglia B&B
A window with a view of a historic town, including a prominent tower and colorful buildings.

15. "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 ￥17,573
￥24,602 total
includes taxes & fees
Oct 26 - Oct 27
"La fenêtre sur la tour" New Apartment in Castiglion Fiorentino
An aerial view of a rectangular swimming pool with multiple white umbrellas and lounge chairs around it.

16. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is ￥38,537
￥43,094 total
includes taxes & fees
Oct 27 - Oct 28
Fontelunga Hotel & Villas
A bedroom with a bed, a bedside table, a mirror, and windows with curtains.

17. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (4 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 ￥11,387
￥15,601 total
includes taxes & fees
Oct 28 - Oct 29
Limehome Arezzo Duomo
Room

18. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is ￥12,831
￥18,108 total
includes taxes & fees
Oct 27 - Oct 28
Dolce Casa 1 by Tiny Away
Dining

19. 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 ￥13,882
￥17,045 total
includes taxes & fees
Nov 2 - Nov 3
Montecchio di Cortona
A kitchen with wooden cabinets, a tiled backsplash, a stove, and a dining area with a table and chairs.

20. Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.

Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.
Toscana
The price is ￥23,723
￥27,941 total
includes taxes & fees
Oct 30 - Oct 31
Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.
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

Podere La Rocca

Podere La Rocca

10/10 Excellent
"Clean"
Gloria 3-night trip
Posted 2 days ago
Podere La Rocca

Find out more about Portole

Search for holiday rentals in Portole on Expedia! You can easily find your home rentals, villas, holiday apartments in Portole using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portole!

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.