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Holiday Rentals in Cortona

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The best holiday rentals in Cortona

Check out our pick of great holiday rentals in Cortona

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Casa Dreosti

Cortona Old Town, Cortona

Set within 32 km of Piazza Grande and 38 km of Terme di Montepulciano, Casa Dreosti offers rooms with air conditioning and a private bathroom in Cortona.

L
Lyndall
From
Australia
Jeroen is a wonderful host, very friendly and informative. Everything was clean and the bed was comfortable.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 198 reviews
Price from
US$144.05
1 night, 2 adults

La Renaia

Cortona

Featuring a seasonal outdoor swimming pool and views of mountain, La Renaia is a farm stay situated in a historic building in Cortona, 33 km from Piazza Grande.

n
nedalm
From
Croatia
Beautifull accommodation and superior service. Sorry for not spend more time there. I fully recommend this place.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 250 reviews
Price from
US$95.91
1 night, 2 adults

Casa del Loggiato

Cortona Old Town, Cortona

Set in Cortona, 32 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa del Loggiato offers accommodation with free WiFi in a historic building.

N
Nelda
From
South Africa
Beautiful apartment giving us a real 'Tuscan' feel. Wish we could stay longer to enjoy the apartment. Location is perfect!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 153 reviews
Price from
US$104.63
1 night, 2 adults

Le Residenze Ristori

Cortona Old Town, Cortona

Set in a 17th-century building, Le Residenze Ristori offers self-catering apartments and rooms with free WiFi in the historic centre of Cortona.

R
Robyn
From
Australia
This beautiful apartment, right in the heart of Cortona, was ideal for our 2 night stay. Equipped with most of the things we needed and a beautiful view. Just a very short walk up the hill to the main square with shopping and restaurants, and easily accessible by bus (or taxi if you can find one), from the train station.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 852 reviews
Price from
US$79.06
1 night, 2 adults

Locanda Petrella

Cortona Old Town, Cortona

With a quiet location in Cortona's pedestrian area, Locanda Petrella is a 5-minute walk from Cortona Cathedral. It is set on the second floor of a historic building dating back to the 1800s.

Z
Zsolt
From
Hungary
Central location, two-minute walk from Cortona main square. Extremely helpful lady in charge (Google Translate necessary for English, but she's adorable). First ever perfect, stable WiFi in Italy :) Good heating, suitable for my November trip, this was not always the case at other locations.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 392 reviews
Price from
US$151.14
1 night, 2 adults

Monastero San Silvestro

Cortona

Set within 32 km of Piazza Grande and 49 km of Perugia Cathedral, Monastero San Silvestro provides rooms with air conditioning and a private bathroom in Cortona.

J
Jason Andrew
From
Australia
This was an absolutely amazing place to stay in Cortona—spacious, beautiful, and full of character. The property, a former monastery, is simply stunning, with so much charm and history. Our apartment was enormous, and we instantly fell in love with it. We only wish we could have stayed longer to soak in more of its beauty and tranquility. The staff were wonderful—so friendly and accommodating. Having a washing machine was a huge bonus for us, as it was a great convenience halfway through our holiday. The grounds were lovely, and the horses added a unique and serene touch to the atmosphere. The location was also fantastic, with free on-site parking and easy access to both Camucia and Cortona. We appreciated being close to shops and enjoyed preparing meals in the large, well-equipped kitchen in our apartment. Overall, this was a fantastic place to stay, and we would love to return in the future! Highly recommended!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 321 reviews
Price from
US$146.79
1 night, 2 adults

B&B Il Mandorlo

Cortona

Offering a garden and garden view, B&B Il Mandorlo is situated in Cortona, 28 km from Piazza Grande and 38 km from Terme di Montepulciano.

R
Robert
From
Australia
Cannot recommend this B&B enough. Our stay was amazing, if you want a true Tuscan experience, this is it. The hosts were just beautiful, the property was stunning, room was huge, comfortable beds and spacious bathroom. It was immaculately clean. Views over Cortona and the valley. 10 minutes to Cortona, local wineries and sights. Loved this place!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 41 reviews
Price from
US$83.71
1 night, 2 adults

MAGNOLIA

Cortona

Featuring garden views, MAGNOLIA provides accommodation with a garden and a patio, around 38 km from Terme di Montepulciano.

B
Bruce
From
South Africa
Set in the country in a very tranquil spot, this is a gem ! You have a self-contained unit to yourself with absolutely everything you need. Beautiful furnishings and finishes with its own garden . Wonderful hosts who go out their way to assist and recommend. Thank you for a short but perfect stay , I wish I was staying longer!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 57 reviews
Price from
US$161.60
1 night, 2 adults

La Casa di Laura

Cortona Old Town, Cortona

Offering lake views, La Casa di Laura is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station.

N
Nicole
From
Australia
Our stay in Cortona was wonderful. Bruno drive all the way from Arezzo to meet us and show us where to drive through the small narrow streets and park the car close to the apartment. He was extremely helpful and even took the time to ask us about our days and what we did. The apartment was very cosy and perfect for us. Highly recommend 😊😊
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
US$127.89
1 night, 2 adults

Nonna Nesti

Cortona

Featuring air-conditioned accommodation with a patio, Nonna Nesti is set in Cortona. This property offers access to a balcony, free private parking and free WiFi.

H
Henri Staub
From
South Africa
Sabrina is an absolute gem. The accommodation was large & comfortable. It's in a flat area, unlike Cortona. Very good location to explore Tuscanny and parts of Umbria. Highly recommended.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 80 reviews
Price from
US$77.22
1 night, 2 adults
All holiday rentals in Cortona

Most booked holiday rentals in Cortona and surroundings in the past month

See all

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 230 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 418 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 224 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 250 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 292 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 323 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 459 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 390 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 396 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 848 reviews

Holiday Rentals with swimming pools in Cortona and nearby

L'Orangerie

Cortona
Swimming pool

Featuring a garden, private pool and mountain views, L'Orangerie is located in Cortona. There is an on-site restaurant, plus free private parking and free WiFi are available.

From US$324.37 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 323 reviews

Set within 32 km of Piazza Grande and 49 km of Perugia Cathedral, Monastero San Silvestro provides rooms with air conditioning and a private bathroom in Cortona.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 reviews

Boasting pool with a view and views of pool, Margherita Holiday Home is a farm stay set in a historic building in Cortona, 28 km from Piazza Grande.

From US$181.60 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 99 reviews

Giardino Di Sara is set in Cortona and has a pool with a view and pool views. The property features garden and city views, and is 34 km from Piazza Grande.

From US$93.01 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 28 reviews

Set just 24 km from Piazza Grande, La Maestà Tuscan Sun provides accommodation in Castiglion Fiorentino with access to a rooftop pool, a garden, as well as luggage storage space.

From US$122.07 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 63 reviews

Nestled amid the hills on the Umbria - Tuscany border, the farm house is immersed in nature, just 6 km away from the historic town of Cortona.

From US$194.15 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 390 reviews

Locanda Del Molino is just a 10-minute drive from Cortona and features a typical restaurant where you can sample authentic cuisine from the region in a cosy atmosphere.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 268 reviews

Located in Cortona, in a historic building, 37 km from Piazza Grande, Podere La Vecchia Fornace is an aparthotel with a seasonal outdoor swimming pool and garden.

From US$107.25 per night

Highly rated holiday rentals in Cortona and nearby

Raggi di Sole

Cortona
8.0+ review score
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 73 reviews

Offering city views, Raggi di Sole is an accommodation located in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano.

From US$147.88 per night

La Casa di Iole

Cortona
8.0+ review score
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 34 reviews

Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, La Casa di Iole offers accommodation with free WiFi in a historic building.

From US$174.39 per night

Casa Ambra

Cortona
8.0+ review score
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 60 reviews

Located in Cortona, 30 km from Piazza Grande, Casa Ambra has free bikes, private parking and rooms with free WiFi access.

From US$139.51 per night

La Corte Di Ambra

Cortona
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 89 reviews

La Corte Di Ambra is located in Cortona's historical centre. Free Wi-Fi access is available in all areas.

From US$220.89 per night

Noi Due a Cortona

Cortona
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 61 reviews

Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Noi Due a Cortona offers air conditioning.

From US$127.89 per night

SIGNORELLI HOUSE

Cortona
8.0+ review score
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 9 reviews

SIGNORELLI HOUSE is situated in the Cortona Old Town district of Cortona, 48 km from Perugia Train Station, 50 km from Corso Vannucci and 35 km from Magione Motorspeedway.

From US$755.69 per night

B&B San Francesco

Cortona
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 419 reviews

Located in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, B&B San Francesco provides accommodation with free WiFi in a historic building.

From US$120.91 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 51 reviews

Offering city views, Casa Vacanze Beppina Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station. The property has quiet street views.

From US$132.54 per night

Enjoy breakfast in Cortona and nearby

Casa Kita

Cortona
Breakfast options
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 224 reviews

Featuring mountain views, Casa Kita offers accommodation with terrace, around 31 km from Piazza Grande. With lake views, this accommodation provides a patio. The guest house features family rooms.

From US$120.91 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 57 reviews

Featuring free WiFi, parking on-site and an infinity pool, the recently renovated property of Agriturismo Annibale, offers accommodation in Tuoro sul Trasimeno, 39 km from Perugia Cathedral and 40 km...

From US$197.64 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 99 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

From US$248.80 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 48 reviews

Featuring a spa bath, Tuttomio Suite con idromassaggio is located in Castiglion Fiorentino.

From US$269.72 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 230 reviews

Set within 20 km of Piazza Grande and 44 km of Terme di Montepulciano, San Michele al Castello offers rooms with air conditioning and a private bathroom in Castiglion Fiorentino.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 91 reviews

Set within 20 km of Piazza Grande and 44 km of Terme di Montepulciano in Castiglion Fiorentino, San Michele al Borgo provides accommodation with seating area.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 121 reviews

Situated in Castiglion Fiorentino, 20 km from Piazza Grande, Le Mura Luxury Room ROOM & PERSONAL SPA provides accommodation with a sauna, a hot tub and a spa centre.

From US$208.11 per night

Casa Annateresa

Cortona
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews

Located in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa Annateresa provides accommodation with amenities such as free WiFi and a TV.

These holiday rentals in Cortona and nearby have options with free cancellation

Cortona Shabby Chic House

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 59 reviews

Set within the Cortona Old Town district in Cortona, Cortona Shabby Chic House has air conditioning, a balcony, and inner courtyard views.

Il Vicolino

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 53 reviews

Featuring a spa bath, Il Vicolino is set in Cortona. Located in the Cortona Old Town district, the property provides guests with access to a hot tub.

From US$168.58 per night

La finestra sulla Toscana

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 71 reviews

Offering city views, La finestra sulla Toscana is an accommodation located in Cortona, 38 km from Terme di Montepulciano and 47 km from Perugia Train Station.

From US$191.25 per night

La Casa di Laura

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews

Offering lake views, La Casa di Laura is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station.

From US$183.69 per night

B&B Il Rosmarino

Cortona
Free cancellation options available
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 23 reviews

Offering a garden and lake view, B&B Il Rosmarino is located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

From US$177.88 per night

MAGNOLIA

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 57 reviews

Featuring garden views, MAGNOLIA provides accommodation with a garden and a patio, around 38 km from Terme di Montepulciano.

From US$161.60 per night

B&B Il Mandorlo

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 41 reviews

Offering a garden and garden view, B&B Il Mandorlo is situated in Cortona, 28 km from Piazza Grande and 38 km from Terme di Montepulciano.

From US$83.71 per night

Casa di Mezzacosta

Castiglion Fiorentino
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 83 reviews

Offering garden views, Casa di Mezzacosta is an accommodation located in Castiglion Fiorentino, 24 km from Piazza Grande and 47 km from Terme di Montepulciano.

From US$75.57 per night

FAQ about holiday rentals in Cortona

Holiday rentals that guests love in Cortona

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Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 80 reviews
Christina was very hospitable and we loved the decor, location and history of the old renovated Italian villa, dipped in charm and the sound of a church bell in the distance.
Guest review by
Heather
Family with young children
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 4 reviews
Fantastic small villa for a family of 4 or 2 couples. Very quiet location in the countryside near Cortona with a view on the mountains. Ideal spot to go and check the central part of Tuscany. Villa has a great pool and garden. House is cosy, but has everything you need.
Guest review by
Ben
Family with young children
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 97 reviews
The villa we stayed in was classic and beautiful. Each room had its own bathroom, providing ample space for everyone. The kitchen was well-furnished with all the necessary amenities. The garden was stunning, and there was plenty of parking space.
Guest review by
Fjo
Group
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 442 reviews
A beautiful little hotel with a very clean pool and conveniently located close to Cortona and other beautiful Tuscan villages. Antonella was a very gracious host that let us enjoy the pool the day we checked out for as long as we wanted. The breakfast was one of the best we had in Italy, served by very attentive waitress and enjoyed in the company of other guest. Very reasonably priced. Will come back!
Guest review by
Jose
Young couple
Avg. price/night: US$154.63
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 115 reviews
We love this beautiful holiday home and the well-maintained gardens in the surroundings. The compound is conveniently located in between several historical cities and towns, and one can park right in front of his house door. Supermarkt is also close by.
Guest review by
Dingnan
Group