Portole Holiday Rentals, Cortona: Private House Rentals

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Our top choices for Portole hotels

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

A narrow hallway with a stone wall and a clock.

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

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

1. Monastero di Cortona Hotel & Spa

Cortona Old Town

Alexander

฿11,901

฿13,394 total

includes taxes & fees

11 Oct - 12 Oct

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A person standing at the entrance of a building with a stone staircase leading up to a door.

2. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

฿14,657

฿16,426 total

includes taxes & fees

22 Oct - 23 Oct

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

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

3. Relais La Corte dei Papi

Cortona

Frithjof

฿12,656

฿14,225 total

includes taxes & fees

30 Sept - 1 Oct

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

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

A hallway with a checkered floor, arched windows, and a chandelier.

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

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

Cortona

Rushab

฿23,049

฿25,658 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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.

5. B&B San Francesco

Cortona Old Town

Esther

฿2,730

฿3,723 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 multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

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.

6. Villa Santa Margherita

Cortona Old Town

George F

฿3,877

฿4,455 total

includes taxes & fees

24 Sept - 25 Sept

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

A window view of a town with buildings, trees, and parked cars.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

7. Hotel San Luca

Cortona Old Town

Massimo

฿2,722

฿3,297 total

includes taxes & fees

19 Oct - 20 Oct

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

A historic stone building with a sign reading "Hotel Italia."

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.

8. Hotel Italia

Cortona Old Town

Frances

฿4,388

฿5,016 total

includes taxes & fees

23 Oct - 24 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 table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

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

9. Hotel Villa Marsili

Cortona Old Town

fares

฿6,700

฿7,674 total

includes taxes & fees

2 Oct - 3 Oct

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.

10. Relais Villa Baldelli

Cortona

Peter

฿4,271

฿5,002 total

includes taxes & fees

30 Sept - 1 Oct

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

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

11. Locanda del Molino

Cortona

Rochelle

฿2,827

฿3,413 total

includes taxes & fees

1 Oct - 2 Oct

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

A couple dining at a table with a scenic view of mountains and a lake.

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.

12. Locanda agli Amici

Cortona

David

฿3,323

฿3,958 total

includes taxes & fees

8 Oct - 9 Oct

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

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

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.

13. Casa Kita

Cortona Old Town

Joy

฿3,307

฿3,979 total

includes taxes & fees

26 Sept - 27 Sept

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

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

14. Casale l'Antico Carro

Cortona

l thoma

฿4,136

฿4,701 total

includes taxes & fees

29 Sept - 30 Sept

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

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

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

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

15. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

฿4,798

฿5,468 total

includes taxes & fees

29 Sept - 30 Sept

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

16. Cortona Resort Spa

Cortona

Candice

฿5,105

฿5,729 total

includes taxes & fees

24 Sept - 25 Sept

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

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

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.

17. Hotel San Michele

Cortona Old Town

Tala

฿5,130

฿5,947 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

18. Villa Schiatti

Castiglion Fiorentino

Soudabeh

฿5,245

฿5,922 total

includes taxes & fees

27 Sept - 28 Sept

A stone building with outdoor seating and a fountain.

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.

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.

19. Villa Borgo San Pietro

Cortona

Olga

฿3,881

฿4,572 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel lobby with a reception desk, seating area, and a large plant.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

A modern library with leather sofas, bookshelves, and a large window.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

20. Hotel Park

Castiglion Fiorentino

Karen

฿3,567

฿4,076 total

includes taxes & fees

24 Sept - 25 Sept

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Top Portole Hotel Reviews

Nuovo Etruria Resort

8/10 Good

"The staff was very attentive and helpful specially Alfredo. He is terrific! My only complaint was a persistent low level hum that was noticeable at night, I figured that our room was above the kitchen area and that it was the industrial size refrigerator below. The view of the town up the hill from our room was spectacular. Decent breakfast. The pool was wonderful."

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

฿4,637

฿5,177 total

24 Sept - 25 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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Albergo Ristorante Umbria

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

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7.4/10 Good! (13 reviews)

IL Molinaccio di Montepulciano

VIA ANTICA CHIUSINA 12 Montepulciano SI

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Belvedere

Via dei Mandorli 17 Passignano sul Trasimeno PG

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7.6/10 Good! (16 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 ฿3,297

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. Monastero di Cortona Hotel & Spa

2. Il Falconiere - Relais e Chateaux

3. Relais La Corte dei Papi

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

5. B&B San Francesco

6. Villa Santa Margherita

7. Hotel San Luca

8. Hotel Italia

9. Hotel Villa Marsili

10. Relais Villa Baldelli

11. Locanda del Molino

12. Locanda agli Amici

13. Casa Kita

14. Casale l'Antico Carro

15. Cortona Resort - Le Terre Dei Cavalieri

16. Cortona Resort Spa

17. Hotel San Michele

18. Villa Schiatti

19. Villa Borgo San Pietro

20. Hotel Park

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

Albergo Ristorante Umbria

IL Molinaccio di Montepulciano

Belvedere

Frequently asked questions

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