Portole Holiday Rentals, Cortona: Private House Rentals

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Our top choices for Portole hotels

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

1. Relais Villa Baldelli

Cortona

Peter

Rp2.285.338

Rp2.676.149 total

includes taxes & fees

1 Oct - 2 Oct

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

A balcony with potted plants and a view of the sea.

2. Villa Santa Margherita

Cortona Old Town

George F

Rp1.858.808

Rp2.450.380 total

includes taxes & fees

25 Sept - 26 Sept

A terraced garden with a stone staircase, outdoor seating, and a red statue.

A breakfast table with pastries, a pitcher of red beverage, and a coffee cup.

A spiral staircase with a white railing, a decorative lamp, and a large golden statue in a room with wooden flooring and striped wallpaper.

A hallway with a wooden cabinet displaying figurines, a brass trumpet, and framed pictures.

3. Casa Kita

Cortona Old Town

Joy

Rp1.769.199

Rp2.128.680 total

includes taxes & fees

26 Sept - 27 Sept

A courtyard with stone buildings, a gravel path, and potted plants.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

A bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.

4. B&B San Francesco

Cortona Old Town

Esther

Rp1.460.492

Rp1.991.949 total

includes taxes & fees

27 Sept - 28 Sept

A person in a white robe standing by a window with a view of mountains.

A bedside table with a vase of flowers, a book, and a drawer.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

5. Locanda agli Amici

Cortona

David

Rp1.777.718

Rp2.117.766 total

includes taxes & fees

7 Oct - 8 Oct

A stone building with outdoor seating and a fountain.

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

A stone building with multiple windows and a courtyard.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

6. Villa Borgo San Pietro

Cortona

Olga

Rp2.076.222

Rp2.446.121 total

includes taxes & fees

5 Oct - 6 Oct

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

A hotel lobby with a brick archway, a reception desk, and potted plants.

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

7. Hotel Le Capanne

Arezzo

Robert

Rp2.099.457

Rp2.431.111 total

includes taxes & fees

25 Sept - 26 Sept

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A stone building with a sign reading "MOLING."

8. Locanda del Molino

Cortona

Rochelle

Rp1.410.758

Rp1.714.110 total

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

A large estate with a swimming pool, surrounded by lush greenery and hills.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

9. Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Rushab

Rp12.332.028

Rp13.727.609 total

includes taxes & fees

12 Oct - 13 Oct

A terrace with sun loungers, stone walls, and potted plants.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A narrow hallway with a stone wall and a clock.

10. Monastero di Cortona Hotel & Spa

Cortona Old Town

Alexander

Rp4.462.864

Rp5.071.428 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with round tables, white chairs, and a variety of dishes and drinks.

A two-story building with a flat roof and a covered front porch. There are two visible windows on the upper floor and a door on the ground floor.

A hallway with a wooden door, a console table with a vase and a framed picture, and a red rug.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with two round tables and wicker chairs.

11. Park Hotel Montigeto

Passignano sul Trasimeno

"We used this Hotel as a stop over for one night on our travels around Europe. We are British, they spoke perfect English and made us feel welcome. The rooms and en suits were large with a safe, hairdryer etc everything that top hotels offer. Reserved us a table at the best restaurant on the lake which was some of the best food and wine ever tasted. The breakfast was great at the hotel so all together one of our best stops. It’s worth taking a swimming cap if you choose to use the pool and be...

Helen

Rp1.567.392

Rp1.785.046 total

includes taxes & fees

27 Sept - 28 Sept

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

12. Hotel San Michele

Cortona Old Town

Tala

Rp2.744.812

Rp3.181.570 total

includes taxes & fees

8 Oct - 9 Oct

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A restaurant with outdoor seating overlooking a historic town and the sea.

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

13. Hotel Italia

Cortona Old Town

Frances

Rp2.347.482

Rp2.683.654 total

includes taxes & fees

24 Oct - 25 Oct

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

14. Borgo Tre Rose

Montepulciano

Nathan

Rp1.326.060

Rp1.539.804 total

includes taxes & fees

24 Oct - 25 Oct

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A large outdoor swimming pool with multiple lanes and a surrounding deck area.

A hotel room with a bed, bedside table, and a desk with a chair.

15. Hotel Apogeo

Sinalunga

Jason

Rp1.792.348

Rp2.012.233 total

includes taxes & fees

25 Sept - 26 Sept

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A dining table set for two with a view of a sunset over a landscape.

A stone building with a pool and outdoor seating area, surrounded by trees and a view of the countryside.

16. Villa Schiatti

Castiglion Fiorentino

Soudabeh

Rp2.806.468

Rp3.168.252 total

includes taxes & fees

27 Sept - 28 Sept

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

A hotel room with a fireplace, two armchairs, a bed, and a dresser.

A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.

17. Hotel Villa Marsili

Cortona Old Town

fares

Rp3.584.843

Rp4.105.604 total

includes taxes & fees

2 Oct - 3 Oct

A bedroom with a bed, a nightstand, a wall-mounted shelf, and a wall mural of a lake.

A swimming pool with a palm tree, a lounge chair, and a clear blue sky.

A bar area with stools, a refrigerator, and shelves with bottles.

A modern hotel room with a large bed, a nightstand with a lamp, a view of the outdoors through a sliding door, and a painting on the wall.

18. Hotel La Darsena

Passignano sul Trasimeno

Arto

Rp1.275.348

Rp1.463.737 total

includes taxes & fees

1 Oct - 2 Oct

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A skylight with a view of a tree and a distant building.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

19. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

Rp1.770.568

Rp2.069.333 total

includes taxes & fees

14 Oct - 15 Oct

A spacious breakfast room with a modern design, featuring a herringbone floor pattern, comfortable seating, and a staircase leading to other areas.

A restaurant with multiple tables, chairs, and a patterned wall.

A modern hotel room with a desk, chair, and a bed.

A modern bathroom with a bench, a shower with a handheld showerhead, and a window.

20. Hotel Minerva

Arezzo

John

Rp1.770.293

Rp2.069.030 total

includes taxes & fees

11 Oct - 12 Oct

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Top Portole Hotel Reviews

Nuovo Etruria Resort

8/10 Good

"ALFREDO IS THE BEST!!!!"

Villa Tiberini Wine Relais

10/10 Excellent

"Property was a bit remote, accessible by a 1K dirt driveway, but definitely worth the trip, and really not far from town and Montepulciano. Beautiful views, rooms were spacious and clean, and owners Nunzia and her husband Luca were helpful and gracious. We were able to spend several hours with Luca walking us through the wine making process, from picking the grapes to tracking the fermenting in oak barrels. Be sure to taste the wine, it is excellent. If you’re looking for a reasonably priced authentic experience in a wonderful location, this is it."

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Service was top notch and Claudio at the bar made the best cocktails"

Precise Tale Poggio Alla Sala

10/10 Excellent

"We enjoyed this picturesque hotel for a night of R&R. We especially liked arranging for e bikes to be delivered and taking the back gravel roads to look around. The second day we ran the same route."

Hotel San Michele

8/10 Good

"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"We loved this hotel. We were lucky to have a two bedroom apartment. It’s not connected to the hotel, so be prepared to drive 10 minutes each way. The prepared breakfast was wonderful and the staff was always very pleasant."

Borgo San Vincenzo

10/10 Excellent

"It is a very nice property right next to a vineyard. 10-15 minutes drive to Montepulciano. Not for those who don’t have cars, my guess. Staff was excellent. Owners are very helpful."

More cheap stays in Portole

Locanda Granducato

località paccianese 48 Chiusi SI

Rp2.481.177

Rp2.769.864 total

28 Sept - 29 Sept

includes taxes & fees

7/10 Good! (2 reviews)

Residence Peloni

Via Polidori 50 Arezzo AR

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Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI

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IL Molinaccio di Montepulciano

VIA ANTICA CHIUSINA 12 Montepulciano SI

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Belvedere

Via dei Mandorli 17 Passignano sul Trasimeno PG

Get rates

7.6/10 Good! (16 reviews)

Albergo Ristorante Umbria

Via Dei Galanti / Via Sant'antonio 6 Città di Castello PG

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7.4/10 Good! (13 reviews)

Frequently asked questions

What's the best place for a stay in Portole?

Located 3.4 mi (5.4 km) from the heart of Portole, Villa di Piazzano - Small Luxury Hotel of the World is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Precise Tale Poggio Alla Sala and Nuovo Etruria Resort. See all available top hotels, or vacation rentals in Portole.

If I need to cancel my hotel reservation in Portole, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Portole.

What's the best dog-friendly hotel in Portole?

Hotel Ristorante Portole is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Portole.

What are some accommodation options with pools in Portole?

Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool and free self parking. Precise Tale Poggio Alla Sala and Nuovo Etruria Resort are two additional hotels that offer an on-site pool. View all hotels with pools in Portole.

What's it like staying in Portole?

Travellers to Portole will find plenty to explore and enjoy. In Portole, there are 10 hotels and other accommodation options to choose from. Find out more about Portole.

What should I do while I'm visiting Portole?

Places to visit in the wider area include Villa Bramasole, Piazza della Repubblica and Tennis Club Castiglionese. You'll also find Isola Maggiore and Passignano sul Trasimeno Marina in the area. Take a look at what more there is to see and do in Expedia's Portole guide.

What's the seasonal weather in Portole?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Portole is 972 mm.

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Book Hotels in Portole on Expedia.it

Find hotels in Portole from Rp1.714.110

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Portole

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Portole hotels

1. Relais Villa Baldelli

2. Villa Santa Margherita

3. Casa Kita

4. B&B San Francesco

5. Locanda agli Amici

6. Villa Borgo San Pietro

7. Hotel Le Capanne

8. Locanda del Molino

9. Villa di Piazzano - Small Luxury Hotel of the World

10. Monastero di Cortona Hotel & Spa

11. Park Hotel Montigeto

12. Hotel San Michele

13. Hotel Italia

14. Borgo Tre Rose

15. Hotel Apogeo

16. Villa Schiatti

17. Hotel Villa Marsili

18. Hotel La Darsena

19. La Cantina Relais - Fattoria Il Cipresso

20. Hotel Minerva

Top Portole Hotel Reviews

Nuovo Etruria Resort

Villa Tiberini Wine Relais

Monastero di Cortona Hotel & Spa

Precise Tale Poggio Alla Sala

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Relais Villa Grazianella - UNA Esperienze

Borgo San Vincenzo

More cheap stays in Portole

Locanda Granducato

Residence Peloni

Agriturismo Godiolo

IL Molinaccio di Montepulciano

Belvedere

Albergo Ristorante Umbria

Frequently asked questions

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