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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.

K
Kurt
From
Malta
Casa Dreosti is one of the best stays we had in Tuscany. The location is in the center of Cortona, close to everything. The owner took care of us during our stay and helped us with everything. We will be back soon !!!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 191 reviews
Price from
US$142.81
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.

P
Petr
From
Czech Republic
Perfect care since first moment. Agriturismo and apartment perfectly equipped , maybe best we have ever experienced in Italy.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 257 reviews
Price from
US$95.09
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, 151 reviews
Price from
US$103.73
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.

A
Anna
From
Italy
Beautiful view.Clean, tidy, comfortable. Tea and coffee facilities. Adjustable room temperature. Wonderful location very near town centre. Free parking nearby. Punctual and kind host giving all useful info
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 845 reviews
Price from
US$78.38
1 night, 2 adults

Agriturismo Il Borgo

Cortona

Agriturismo Il Borgo is located in Cortona and features a pool with a view and garden views. This property offers access to a terrace and free private parking.

A
Anita
From
Hungary
Everything was really amazing. The place is huge and beautiful. Emanuele is really nice and helpful.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 101 reviews
Price from
US$123.33
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.

A
Antonella
From
Austria
Superb room in an old palace. Very clean and cosy. Amazing furniture and decoration. Breakfast was simply stunning. Staff very courteous and helpful.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 398 reviews
Price from
US$149.84
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.

H
Hanna
From
Poland
Everything was perfect. Comfortable and beautiful apartaments, big garden and great pool. You can really feel Tuscany.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 323 reviews
Price from
US$145.53
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, 42 reviews
Price from
US$82.99
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, 58 reviews
Price from
US$160.21
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.

T
Thomas
From
United Kingdom
Very helpful owners. Thanks to Bruno and his son, who spoke English, for picking us up from the station in Camucia. The property was excellent and fulfilled our needs with great views over the valley. 2 good double bedrooms and a decent sized bathroom with shower and washing machine. We visited Perugia by train, I would highly recommend this. We also had 2 small dogs with us who were made welcome. We had 4 very enjoyable days in Laura’s house.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
US$126.79
1 night, 2 adults
All holiday rentals in Cortona

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

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Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 294 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 164 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 232 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 257 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 416 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 392 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 9.0
Superb - What previous guests thought, 398 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 408 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 845 reviews

Enjoy breakfast in Cortona and nearby

Locanda Petrella

Cortona
Breakfast options
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 398 reviews

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.

From US$172.89 per night

Dolce Maria

Cortona
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 416 reviews

Just 100 metres from Piazza della Repubblica, the Dolce Maria is located in the mediaeval hill town of Cortona.

From US$132.55 per night

B&B San Francesco

Cortona
Breakfast options
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 408 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$119.87 per night

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$119.87 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.

From US$134.25 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 64 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$193.64 per night

Locanda Del Molino

Cortona
Breakfast options
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 392 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.

From US$97.97 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$172.89 per night

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

La Casa di Iole

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 36 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$172.89 per night

Casa Teatro

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 26 reviews

Set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station, Casa Teatro offers air conditioning.

From US$139.18 per night

Noi Due a Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 59 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$126.79 per night

Ginevra Suite

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 98 reviews

Situated in Cortona, 29 km from Piazza Grande and 33 km from Terme di Montepulciano, Ginevra Suite features air-conditioned accommodation with a balcony and free WiFi.

From US$151.11 per night

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.

From US$149.84 per night

Il Vicolino

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 51 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$167.13 per night

Il Nido di Cortona

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

Offering city views, Il Nido di Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

La finestra sulla Toscana

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 68 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$199.40 per night

Highly rated holiday rentals in Cortona and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Set in Cortona, 31 km from Piazza Grande and 50 km from Perugia Cathedral, Agriturismo Il Torrino offers air conditioning.

From US$265.10 per night

MAGNOLIA

Cortona
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 58 reviews

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

From US$160.21 per night

Casa Biagiotti

Cortona
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 54 reviews

Featuring air-conditioned accommodation with a private pool, mountain view and a balcony, Casa Biagiotti is set in Cortona.

From US$184.42 per night

Podere Casorbica

Cortona
8.0+ review score
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 44 reviews

Located in Cortona in the Tuscany region and Piazza Grande reachable within 32 km, Podere Casorbica provides accommodation with free WiFi, a children's playground, pool with a view and free private...

From US$149.84 per night

B&B Il Mandorlo

Cortona
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 42 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$82.99 per night
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$176.92 per night

Giardino Di Sara

Cortona
8.0+ review score
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.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 81 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$74.92 per night

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$293.91 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Cortona, 36 km from Piazza Grande and 41 km from Terme di Montepulciano, Villa ai Cedri offers an open-air bath and air conditioning.

Agrisalotto

Cortona
Swimming pool
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 144 reviews

Boasting an infinity pool and views of pool, Agrisalotto is a farm stay set in a historic building in Cortona, 30 km from Piazza Grande.

From US$149.84 per night
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 264 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$106.33 per night
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 22 reviews

Boasting pool views, Maine case vacanza features accommodation with patio, around 37 km from Piazza Grande. With mountain views, this accommodation provides a balcony and a swimming pool.

From US$386.24 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 132 reviews

Offering lake views, casaemilia2 is an accommodation set in Tuoro sul Trasimeno, 39 km from Perugia Cathedral and 40 km from San Severo Church - Perugia.

From US$74.92 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 26 reviews

Borgo Sanguineto is situated in Tuoro sul Trasimeno, 39 km from Perugia Cathedral, 40 km from San Severo Church - Perugia, and 43 km from Piazza Grande.

From US$164.08 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Borgo Dolci Colline Resort Granaio offers a hot tub and free private parking, and is within 22 km of Piazza Grande and 46 km of Terme di Montepulciano.

From US$483.68 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 9.2
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, 101 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
Avg. price/night: US$121.02
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 448 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$153.30
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 114 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
gogless