Make a holiday rental home or apartment in Cortona, Italy your home away from home

Cortona is a city of art, history and spirituality, located in Tuscany, Italy. Fifty miles from Florence, and flanked by hills and valleys on both sides, Cortona is the picturesque setting in the film ‘Under the Tuscan Sun’. Cortona has attracted tourists for nearly 400 years, and has changed little during that period. Many people go every year to stay in some of the beautiful apartments and holiday homes in the city, or farmhouses in the beautiful surrounding countryside.

Things to do in Cortona, Italy

A lot of visitors are attracted to Cortona’s medieval architecture, which is embodied by the characteristic steep, narrow streets. The main street – via Nazionale – is the only street in the city which has no gradient. Many locals call it Ruga Piana – or ‘Level Street’. The city walls should be your first port of call, and date back over 3,000 years.

Cortona is steeped in culture, and there are three institutions to visit whilst on holiday in the city. These are the Museo dell'Accademia Etrusca, the Civic and Academy Library and the Historic Civic Archive. The city also boasts many churches which date back hundreds of years.

Being a historic Italian city, Cortona offers visitors a great range of trattorias and pizzerias, as well as traditional Tuscan restaurants which serve fantastic food and fine wines. The city does not possess a raucous nightlife, but there is still a good selection of bars to choose from when relaxing after a busy day of sightseeing.

A visit to Cortona is not complete without a trip into the countryside. If your holiday rental accommodation is based in the city centre, you can even hire a bike to explore the many hills and valleys just a short distance away. Some places of accommodation also offer cycling tours at a small cost.

Places to visit on holiday in Cortona, Italy

If you have several days holiday in Cortona, you may consider visiting the city of Perugia, which is around 50km away. Perugia is a popular tourist destination which is famous for its chocolate. A chocolate festival is held every October. Perugia also boasts some impressive medieval architecture, and is well worth a visit.

Weather in Cortona, Italy

Cortona enjoys a warm, dry climate, with summer temperatures averaging around 24C. July and August are the warmest months and the most popular with visitors. The winters are less busy in terms of tourists, but are still a mild 11C on average.

Flights to Cortona, Italy

There are two main airports to consider when holidaying in Cortona – Rome (FCO), Pisa (PSA) and Florence (FLR). Some budget airlines do fly to Florence Airport, which is nearer (around 110km away), but there is usually more regularity and better offers on services to Rome.

Self-catering holiday homes in Cortona

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In the historic center of Cortona.

— Property 89673
Cortona house rental - Living room
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, city centre, mountain, pool
Rates - per property (GBP)
£96 - £105/night
£629 - £719/week
Calendar Updated 30 Nov 2009

Property Review

Dear Rosa: I am writing to you because as you know my wife and I and two other friends of ours recently stayed at your apartment, The Roman Well, and I wanted to share with you how much we...
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Lovely country villa at the foot of the Cortona hills

— Property 71084
Cortona villa rental - The property
5 Bedrooms, Sleeps 10,
Villa, 4 Bathrooms, rural, garden
Rates - per property (GBP)
£1,870/week
Calendar Updated 30 Nov 2009

Property Review

My extended family of 9 stayed at La Poventa. It's a great place for large families with lots of space for everyone. The lovely stone walls kept the place cool despite 35-40C temperatures. The...
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Independent villa with pool and stunning views overlooking Tuscany, 10-13 people

— Property 436598
Cortona villa rental - Torre Toscana
5 Bedrooms, Sleeps 13,
Villa, 3 Bathrooms, rural, pool
Rates - per property (GBP)
£1,138 - £2,414/week
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Big classical villa and large apartment with pool - Vacation Apartment Assunta

— Property 38990
Cortona apartment rental - Pool Agriturismo Assunta Cortona
3 Bedrooms, Sleeps 7,
Apartment, 3 Bathrooms, rural, village, pool
Rates - per property (GBP)
£356 - £626/week
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Big classical villa and large apartment with pool - Villa Assunta Cortona

— Property 38990
Cortona villa rental - Pool Agriturismo Assunta Cortona
11 Bedrooms, Sleeps 24,
Villa, 5 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,167 - £2,338/week
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Romantic villa with pool, great views, A/C, walking distance Cortona!

— Property 92800
Cortona villa rental - The panoramic Pool with views on Cortona hills
7 Bedrooms, Sleeps 16,
Villa, 7 Bathrooms, rural, village, pool
Rates - per property (GBP)
£2,387 - £4,486/week
Calendar Updated 29 Nov 2009

Property Review

Sabrina, We had such a memorable trip. We absolutely loved the house. With 13 of us, 3 different families, we couldn't have chosen a more perfect location. The house accommodated everyone of us...
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Lovely cottage with pool, great views, nature & quietness, in Cortona hills

— Property 410436
Cortona villa rental
2 Bedrooms, Sleeps 4,
Villa, 2 Bathrooms, rural, pool
Rates - per property (GBP)
£766 - £1,162/week
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Charming Villa with large Pool, Ideal families, A/C, mid way Siena and Florence

— Property 410439
Cortona villa rental
13 Bedrooms, Sleeps 28,
Villa, 11 Bathrooms, rural, village, pool
Rates - per property (GBP)
£2,685 - £5,261/week
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Beautiful villa with private pool and incredible views

— Property 409889
Cortona villa rental - The 300 year-old Casaccia
4 Bedrooms, Sleeps 10,
Villa, 3 Bathrooms, mountain, rural, pool
Rates - per property (GBP)
£850 - £1,700/week
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Cortona apartment rental - View to the property
1 Bedroom, Sleeps 2,
Apartment, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£72/night
£315 - £441/week
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Cortona apartment rental - View to the property
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, village, pool
Rates - per room (GBP)
£387 - £532/week
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Beautiful Villa with panoramic Pool, quietness, walking distance Cortona!

— Property 426483
Cortona villa rental
5 Bedrooms, Sleeps 12,
Villa, 4 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,784 - £2,955/week
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Luxury Villa, Cortona area, great lake Views & infinity Pool.

— Property 92790
Cortona villa rental - the luxury villa in Cortona lake Trasimeno area
10 Bedrooms, Sleeps 21,
Villa, 8 Bathrooms, 1 Separate Toilet, rural, village, pool
Rates - per property (GBP)
£3,315 - £5,928/week
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Luxury Villa with Charm, A/C , Great Views, walking distance Cortona

— Property 85978
Cortona villa rental - Luxury Villa in Cortona
5 Bedrooms, Sleeps 10,
Villa, 2 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,703 - £3,135/week
Calendar Updated 28 Nov 2009

Property Review

We have just returned from this Villa with its lovely pool, landscaped gardens and stunning views. The description on the website did not do it full justice, the place was even more wonderful than...
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Charming Cottage with Pool in Tuscany, Romantic setting, Valdichiana

— Property 55377
Cortona villa rental - Val di Chiana cottage outside
3 Bedrooms, Sleeps 8,
Villa, 3 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,613/week
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Tranquil Tuscan farmhouse with pool, garden, views (sole use, 2-4 people)

— Property 88669
Cortona farmhouse rental - View from the stone table in front of the house
2 Bedrooms, Sleeps 4,
Farmhouse, 3 Bathrooms, rural, pool
Calendar Updated 27 Nov 2009

Property Review

'All four of us can say without reservation that the time we spent at the Casa del Mulino this summer was the best of our many family holidays in Italy. It offered a superb home base, a good...
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Character town house at the heart of cultural historic Cortona

— Property 73238
Cortona house rental - The Liberty Bedroom (king size bed)
2 Bedrooms, Sleeps 5,
House, 2 Bathrooms, city centre, mountain, garden
Rates - per property (GBP)
£189 - £261/night
£1,216 - £1,757/week
Calendar Updated 27 Nov 2009

Property Review

Dick and Deborah from Simsbury CT, and Rosemary and John from Edinburgh, Scotland write: What a wonderful week in Cortona - a most desirable destination with its own treasures and delicacies just...
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Cortona cottage rental - Secluded 'infinity' pool (11x5m) with saline water
3 Bedrooms, Sleeps 5,
Cottage, 2 Bathrooms, mountain, rural, pool
Rates - per property (GBP)
£1,216 - £1,486/week
Calendar Updated 27 Nov 2009

Property Review

Jane and John write: 'We leave tomorrow and really don’t want to! We’ve had a fabulous week in your remarkable house. As many of your previous guests have commented, it is idyllic. The house...
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Cortona apartment rental - Approach to the Cottage Flat
1 Bedroom, Sleeps 2,
Apartment, 1 Bathroom, mountain, rural, pool
Rates - per property (GBP)
£721 - £896/week
Calendar Updated 27 Nov 2009

Property Review

Jane and John write: 'We leave tomorrow and really don’t want to! We’ve had a fabulous week in your remarkable house. As many of your previous guests have commented, it is idyllic. The house...
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Beautifully restored farmhouse with pool in stunning location near Cortona

— Property 14168
Cortona farmhouse rental - View of house and terrace
4 Bedrooms, Sleeps 7,
Farmhouse, 3 Bathrooms, rural, garden
Rates - per property (GBP)
£1,500/week
Calendar Updated 27 Nov 2009

Property Review

The pace of life changes... after the hustle and bustle you notice the gentle rhythms of each day, the distant activity among the other residents on the hillside, the sky, the birds, the olives...
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Stunning Tuscan Villa with large pool in beautiful gardens, extensive views

— Property 405091
Golf Holiday Rental
Cortona chateau / country house rental - evening sunlight on the house
9 Bedrooms, Sleeps 26,
Chateau / Country House, 8 Bathrooms, 1 Separate Toilet, rural, village, garden
Rates - per room (GBP)
£77 - £99/night
£437 - £541/week
Calendar Updated 27 Nov 2009

Property Review

My family (husband and I, my mother, and 2 kids - aged 3 yrs and 18 months) stayed in Stalla Rustica at the end of March 2009. The pictures and description do not do it justice - it is...
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Golf Holiday Rental
Cortona cottage rental - La Fontanella
2 Bedrooms, Sleeps 6,
Cottage, 2 Bathrooms, 1 Separate Toilet, rural, village, garden
Rates - per property (GBP)
£176 - £194/night
£1,081 - £1,351/week
Calendar Updated 27 Nov 2009

Property Review

This was my 2nd year visiting Il Molino di Bordone. I fell in love with the setting and villa in 2007 so I decided it would be the perfect venue for my extended family to visit. All 14 members of...
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Golf Holiday Rental
Cortona house rental - Molino di Bordone house & pool
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, rural, village, garden
Rates - per property (GBP)
£248 - £270/night
£1,297 - £1,622/week
Calendar Updated 27 Nov 2009

Property Review

This is a beautiful place in the country. It is on the border of Tuscany and Umbria. We used it as a home base to explore Florence, Sienna, Assisa among others. The walled city of Cortona is in...
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'Villa Nobile' Spacious Self catering Apts in classical Tuscan Villa- large pool

— Property 428375
Cortona villa rental
6 Bedrooms, Sleeps 16,
Villa, 5 Bathrooms, rural, village, pool
Rates - per property (GBP)
£68 - £108/night
£518 - £3,041/week
Calendar Updated 27 Nov 2009

Property Review

My wife and I stayed here as part of a touring holiday through France and Italy and this was by far and away the best accommodation we experienced. It is situated in a rural setting and is very...
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Golf Holiday Rental
Cortona apartment rental - bedroom in Molinello apartment
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, rural, village, garden
Rates - per property (GBP)
£81 - £113/night
£541 - £676/week
Calendar Updated 27 Nov 2009

Property Review

This was my 2nd year visiting Il Molino di Bordone. I fell in love with the setting and villa in 2007 so I decided it would be the perfect venue for my extended family to visit. All 14 members of...
compare
Golf Holiday Rental
Cortona apartment rental - Torre Suite bedroom
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, rural, village, garden
Rates - per property (GBP)
£63 - £77/night
£414 - £518/week
Calendar Updated 27 Nov 2009

Property Review

As you drive down the track lined with Cypruss trees and Molino di Bordoni comes into view your first reaction is "this is too good to be true - it's beautiful". We've stayed here 3 times now and...
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Beautifully restored Tuscan villa - Private pool with amazing views.

— Property 74671
Cortona villa rental - Private Pool and stunning terrace garden.
3 Bedrooms, Sleeps 8,
Villa, 3 Bathrooms, rural, pool
Rates - per property (GBP)
£1,250 - £1,500/week
Calendar Updated 26 Nov 2009

Property Review

My family, comprising my wife, two boys aged 8 and 10, one of our parents and myself stayed at this house in August and we loved our stay. The ample size of the house and gardens together with...
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SPIGA 3 - ITA408

— Property 407745
Cortona apartment rental
2 Bedrooms, Sleeps 6,
Apartment, 1 Bathroom, mountain, rural, garden
Rates - per property (GBP)
£411 - £481/week
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Luxury small villa near Cortona for rent - La Fucina

— Property 85160
Cortona cottage rental - Exterior and garden
2 Bedrooms, Sleeps 2,
Cottage, 2 Bathrooms, rural, village, pool
Rates - per property (GBP)
£815 - £1,235/week
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Villa Bellini - charming small Italian cottage for rent

— Property 85166
Cortona villa rental - Pool and grounds
3 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,335 - £2,280/week