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 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.

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

1. Relais Villa Baldelli

Cortona

Peter

Rp2.296.600

Rp2.689.337 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

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

2. B&B San Francesco

Cortona Old Town

Esther

Rp1.467.689

Rp2.001.764 total

includes taxes & fees

27 Sept - 28 Sept

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 multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

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

3. Villa Santa Margherita

Cortona Old Town

George F

Rp2.084.786

Rp2.395.188 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

4. Casa Kita

Cortona Old Town

Joy

Rp1.832.821

Rp2.199.564 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

5. Locanda agli Amici

Cortona

David

Rp1.786.479

Rp2.128.204 total

includes taxes & fees

6 Oct - 7 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

Rp2.086.454

Rp2.458.176 total

includes taxes & fees

5 Oct - 6 Oct

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

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

A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

7. Locanda del Molino

Cortona

Rochelle

Rp1.395.669

Rp1.698.380 total

includes taxes & fees

27 Oct - 28 Oct

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

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

8. Villa Schiatti

Castiglion Fiorentino

Soudabeh

Rp2.820.299

Rp3.183.866 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

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

Cortona

Rushab

Rp11.502.340

Rp12.815.651 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

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

10. Hotel Villa Marsili

Cortona Old Town

fares

Rp3.602.510

Rp4.125.838 total

includes taxes & fees

2 Oct - 3 Oct

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

A rectangular swimming pool with a stone border, surrounded by a grassy lawn and trees.

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 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

Rp1.654.004

Rp1.880.477 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

12. Hotel San Michele

Cortona Old Town

Tala

Rp2.758.338

Rp3.197.249 total

includes taxes & fees

14 Oct - 15 Oct

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

A pool area with lounge chairs, a hot tub, and a view of mountains.

A narrow hallway with a stone wall and a clock.

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

13. Monastero di Cortona Hotel & Spa

Cortona Old Town

Alexander

Rp4.980.297

Rp5.641.470 total

includes taxes & fees

26 Oct - 27 Oct

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

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

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

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

14. Hotel Le Capanne

Arezzo

Robert

Rp2.090.438

Rp2.421.891 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

15. Hotel Italia

Cortona Old Town

Frances

Rp2.359.050

Rp2.696.878 total

includes taxes & fees

25 Oct - 26 Oct

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

16. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

Rp2.579.791

Rp2.939.693 total

includes taxes & fees

27 Sept - 28 Sept

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 long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

17. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

Rp1.779.293

Rp2.079.529 total

includes taxes & fees

14 Oct - 15 Oct

A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

A living room with a red floral sofa, a fireplace, a wooden ceiling, and a staircase.

A dining area with a long table set for a meal, wooden beams on the ceiling, and arched doorways.

A bedroom with a bed, a chair, a table with fruit, and a stone wall.

18. Casale l'Antico Carro

Cortona

l thoma

Rp2.223.753

Rp2.527.687 total

includes taxes & fees

29 Sept - 30 Sept

An outdoor patio with tables and chairs, overlooking a body of water.

A building with a green roof, large windows, and a garden with potted plants.

A breakfast buffet with various breads, pastries, and a cake, set in a room with large windows and a ceiling with a geometric pattern.

A beachside seating area with white chairs and a green umbrella, overlooking a calm sea and distant mountains.

19. Hotel Kursaal - Umbria

Passignano sul Trasimeno

Charles

Rp1.760.412

Rp1.997.688 total

includes taxes & fees

28 Sept - 29 Sept

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

A long banquet table with gold candelabras, white flowers, and gold tableware.

20. Relais La Corte dei Papi

Cortona

Frithjof

Rp7.774.144

Rp8.714.635 total

includes taxes & fees

12 Oct - 13 Oct

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Top Portole Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Great location, nice vineyards right out the door, lots of great restaurants nearby."

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Un gros wow! Très bel accueil, maître d’hôtel charmant! Tout le personnel est très gentil et serviable. La chambre est d’une belle grandeur, la place…simplement magnifique. La Toscane comme on la rêve, parmi les vignes, les oliviers, et les cyprès."

Agriturismo Borgo Sette Tigli

10/10 Excellent

"The room was as advertised. Clean one bedroom apartment. If you stay here there are several room options. Ours didn't have a best view or patio (number 7) so maybe there is a way to request that. The pool was nice and relaxing to be at during the hot afternoons. The property was very quiet. We could sleep with the windows open. The access to the stay is by a dirt road, but you don't need Four wheel drive. Any car will work. The location was great as we were close to small towns for traveling. We needed a crib and that was set up for us on arrival. A highchair was also provided. The hosts were responsive with any issues brought up. I would stay here again."

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"

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!"

More cheap stays in Portole

Locanda Granducato

località paccianese 48 Chiusi SI

Rp2.493.404

Rp2.783.513 total

30 Sept - 1 Oct

includes taxes & fees

7/10 Good! (2 reviews)

Residence Peloni

Via Polidori 50 Arezzo AR

Get rates

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI

Get rates

IL Molinaccio di Montepulciano

VIA ANTICA CHIUSINA 12 Montepulciano SI

Get rates

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

Get rates

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 Rp1.698.380

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. B&B San Francesco

3. Villa Santa Margherita

4. Casa Kita

5. Locanda agli Amici

6. Villa Borgo San Pietro

7. Locanda del Molino

8. Villa Schiatti

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

10. Hotel Villa Marsili

11. Park Hotel Montigeto

12. Hotel San Michele

13. Monastero di Cortona Hotel & Spa

14. Hotel Le Capanne

15. Hotel Italia

16. Cortona Resort - Le Terre Dei Cavalieri

17. La Cantina Relais - Fattoria Il Cipresso

18. Casale l'Antico Carro

19. Hotel Kursaal - Umbria

20. Relais La Corte dei Papi

Top Portole Hotel Reviews

Precise Tale Poggio Alla Sala

Relais Villa Grazianella - UNA Esperienze

Agriturismo Borgo Sette Tigli

Nuovo Etruria Resort

Villa Tiberini Wine Relais

Monastero di Cortona Hotel & Spa

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

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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