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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.

P
Piotr
From
Poland
It’s the best B&B we have ever stayed. The Host is amazing, there is no possibility to stay at better b&b with better host. The apartment is located at the center of Cortona just 30 seconds walk from the piazza della republica. Apartment is modern furnitured in the old fashion, just amazing combination of new&old. Definatelly we would back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 186 reviews
Price from
US$145.79
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.

A
Annie Vitkova
From
Bulgaria
Marvellous place with beautiful atmosphere. Felt like home. Spacious, very well decorated and impeccably clean. The owner has thought of everything. Coffee, tea and some breakfast items were available, which was enough to start the day. There was a very well organised parking area as well as a private outside area with a table and chairs, where one could enjoy a glass of wine or a relaxing breakfast. We had an excellent stay. We would gladly return and spend more time in La Renaia.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 261 reviews
Price from
US$97.08
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.

M
Mandy
From
Australia
Spacious apartment in the centre of town, Piazza Della Repubblica
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 157 reviews
Price from
US$105.90
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.

C
Chin Fun Foo
From
Malaysia
The location is most crucial. Cortona is a very steep town and Le Residenze Ristori is only a short walk from the Piazza Mercato bus stop / car park. There are also good restaurants nearby. Francesca was also very responsive to messages and the apartment is clean and quaint. It was a perfect stay!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 850 reviews
Price from
US$84.72
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
ann-marie
From
United Kingdom
the property was in a quiet location, it was small and unique and perfect for 2 people.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 103 reviews
Price from
US$127.08
1 night, 2 adults

Casale l'Antico Carro

Cortona

Set in Cortona, 33 km from Piazza Grande, Casale l'Antico Carro has pool with a view, parking on-site and rooms with free WiFi access.

D
Dunn
From
United Kingdom
Quite peaceful location. Family run Renovated 17th century to high standard. Great Pool and lovely large garden areas. Good continental choice breakfast. Restaurant on site and Ma Ma was doing the cooking - all freshly prepared eat inside or out. Lovely staff who made yo feel welcome.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 107 reviews
Price from
US$141.20
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.

D
Danielle
From
United Kingdom
Absolutely beautiful property with stunning grounds! Our apartment was clean, well equipped and so spacious! Thank you so much to our lovely hosts, who even drove us to the local supermarket to grab supplies! We had the most amazing stay and cannot recommend the place enough! We will be back! ❤️❤️
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 336 reviews
Price from
US$145.79
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 9.4
Superb - What previous guests thought, 44 reviews
Price from
US$84.72
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 9.3
Superb - What previous guests thought, 59 reviews
Price from
US$163.56
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.

F
Franciszek
From
Poland
There is a beautiful view from the apartment. Bruno and his daughter were super friendly and brought us from the train station to the city. The apartment is well equipped.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
US$129.44
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 9.2
Superb - What previous guests thought, 336 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 103 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 157 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 221 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 382 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 297 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 261 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 404 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - 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, 850 reviews

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, 72 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$159.09 per night

La Casa di Iole

Cortona
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 37 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$176.51 per night

Casa Ambra

Cortona
8.0+ review score
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 56 reviews

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

From US$170.62 per night

La Corte Di Ambra

Cortona
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 82 reviews

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

From US$235.34 per night

Locanda Petrella

Cortona
8.0+ review score
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 408 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$152.97 per night

Casa Teatro

Cortona
8.0+ review score
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 28 reviews

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

From US$155.62 per night

Noi Due a Cortona

Cortona
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 57 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$129.44 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$764.86 per night

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

Casa Vacanze Beppina Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - 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$134.14 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 55 reviews

Situated in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station, Terrazza Silena, centro storico con vista Cortona! offers air conditioning.

From US$141.20 per night

Cortona Shabby Chic House

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 52 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 9.4
Superb - What previous guests thought, 52 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.

L'Antico Lavatoio

Cortona
Free cancellation options available

Set in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, L'Antico Lavatoio offers air-conditioned accommodation with a terrace and free WiFi.

From US$192.98 per night

B&B Il Rosmarino

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 24 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$200.04 per night

Agriturismo Il Torrino

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

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

From US$270.64 per night

Il Centrale

Cortona
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 221 reviews

Il Centrale is situated in Cortona, 30 km from Piazza Grande, 50 km from Perugia Cathedral, and 50 km from San Severo Church - Perugia.

From US$82.37 per night

Enjoy breakfast in Cortona and nearby

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 69 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$208.28 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 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$176.51 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 46 reviews

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

From US$272.99 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 228 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.

From US$104.73 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 91 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande, San Michele al Borgo provides accommodation with wellness packages, beauty services and a fitness room.

From US$116.49 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 114 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$210.63 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.

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 3 reviews

Appartamento del Capitano 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.

Holiday Rentals with swimming pools in Cortona and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 57 reviews

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

From US$188.27 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 43 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$129.44 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 53 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$179.56 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 26 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$121.08 per night
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 48 reviews

Casa Vacanze Papà Giuseppe is located in Cortona, 34 km from Piazza Grande, 49 km from Perugia Cathedral, as well as 49 km from San Severo Church - Perugia.

From US$88.25 per night
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 255 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$119.14 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$357.95 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 27 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$180.74 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 9.5
Exceptional - What previous guests thought, 103 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 9.4
Superb - What previous guests thought, 111 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