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 bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

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

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 balcony with potted plants and a view of the sea.

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

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

2. Villa Santa Margherita

Cortona Old Town

George F

Rp2.074.562

Rp2.383.441 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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 hotel room with a bed, a dresser, a desk, and a window with curtains.

3. Casa Kita

Cortona Old Town

Joy

Rp1.777.919

Rp2.139.172 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 wooden staircase with a handrail on both sides, leading to an upper floor.

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

4. B&B San Francesco

Cortona Old Town

Esther

Rp1.467.689

Rp2.001.764 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 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 poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

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 stone building with multiple windows and a courtyard.

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

A stone building with a sign reading "MOLING."

7. Locanda del Molino

Cortona

Rochelle

Rp1.417.711

Rp1.722.559 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 hallway with a checkered floor, arched windows, and a chandelier.

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.

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

Cortona

Rushab

Rp11.502.198

Rp12.815.576 total

includes taxes & fees

14 Oct - 15 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.

9. 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

Rp1.645.893

Rp1.871.255 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

10. Hotel San Michele

Cortona Old Town

Tala

Rp2.758.338

Rp3.197.249 total

includes taxes & fees

8 Oct - 9 Oct

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

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

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

A narrow hallway with a stone wall and a clock.

11. Monastero di Cortona Hotel & Spa

Cortona Old Town

Alexander

Rp4.484.857

Rp5.096.419 total

includes taxes & fees

25 Oct - 26 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 nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

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

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

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.

13. Hotel Italia

Cortona Old Town

Frances

Rp2.359.050

Rp2.696.878 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

14. Villa Schiatti

Castiglion Fiorentino

Soudabeh

Rp2.820.299

Rp3.183.866 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, a separate bathroom with a shower, and a jacuzzi with rose petals.

A modern hotel with a swimming pool, outdoor seating, and a view of a hill.

A hotel with a swimming pool, outdoor seating, and a well-maintained garden.

A spa area with a hot tub, a massage table, and a glass-enclosed shower.

15. Hotel Garden Experience

Città di Castello

Angelo

Rp1.438.502

Rp1.582.352 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.

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.

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.

16. Hotel Villa Marsili

Cortona Old Town

fares

Rp3.602.510

Rp4.125.838 total

includes taxes & fees

2 Oct - 3 Oct

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

A stone building with a central staircase and arched openings, surrounded by a well-lit courtyard.

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

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

17. Casale l'Antico Carro

Cortona

l thoma

Rp2.212.848

Rp2.515.291 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

A historic stone building with arched doorways and a courtyard at twilight.

18. Relais La Corte dei Papi

Cortona

Frithjof

Rp6.804.741

Rp7.648.293 total

includes taxes & fees

26 Oct - 27 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 long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

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

19. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

Rp1.779.293

Rp2.079.529 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 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.

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

20. Hotel Minerva

Arezzo

John

Rp1.779.017

Rp2.079.225 total

includes taxes & fees

11 Oct - 12 Oct

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Top Portole Hotel Reviews

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"

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!"

More cheap stays in Portole

Locanda Granducato

località paccianese 48 Chiusi SI

Rp2.481.177

Rp2.769.864 total

29 Sept - 30 Sept

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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More ways to book

Book Hotels in Portole on Expedia.it

Find hotels in Portole from Rp1.722.559

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. Locanda del Molino

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

9. Park Hotel Montigeto

10. Hotel San Michele

11. Monastero di Cortona Hotel & Spa

12. Hotel Le Capanne

13. Hotel Italia

14. Villa Schiatti

15. Hotel Garden Experience

16. Hotel Villa Marsili

17. Casale l'Antico Carro

18. Relais La Corte dei Papi

19. La Cantina Relais - Fattoria Il Cipresso

20. Hotel Minerva

Top Portole Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Agriturismo Borgo Sette Tigli

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

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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