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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Farmhouse near Mercatale, Cortona Area, Arezzo Province

— Property 415518
Cortona farmhouse rental - Fabulous Views
4 Bedrooms, Sleeps 10,
Farmhouse, 4 Bathrooms, rural, pool
Rates - per property (GBP)
£1,750 - £2,850/week
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Romantic Cottage, beautiful Pool, garden, Views great character, ideal Families

— Property 442377
Cortona villa rental
3 Bedrooms, Sleeps 7,
Villa, 2 Bathrooms, rural, village, pool
Rates - per property (GBP)
£991 - £2,193/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)
£1,642 - £2,917/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)
£2,734 - £5,358/week
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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)
£780 - £1,183/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)
£2,064 - £4,193/week
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Luxury Villa, Cortona area, great lake Views & infinity Pool.

— Property 92790
Cortona villa rental - The great views
10 Bedrooms, Sleeps 21,
Villa, 8 Bathrooms, 1 Separate WC, rural, village, pool
Rates - per property (GBP)
£2,248 - £5,486/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)
£1,367 - £2,000/week
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Romantic Tower With Fantastic Views And Stunning Pool on Tuscany Umbria borders

— Property 11181
Cortona castle rental - A Tower in Tuscany In The Niccone Valley
2 Bedrooms, Sleeps 4,
Castle, 1 Bathroom, mountain, rural, garden
Rates - per property (GBP)
£650 - £995/week
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Ancient original Tuscan country villa with pool near Cortona

— Property 16016
Cortona villa rental - Casa Fontelunga viewd from south
3 Bedrooms, Sleeps 7,
Villa, 2 Bathrooms, rural, garden
Rates - per property (GBP)
£1,168 - £2,124/week
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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
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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
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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 7,
Villa, 3 Bathrooms, rural, village, pool
Rates - per property (GBP)
£817 - £1,330/week
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Charming Tuscan farmhouse with large pool in unspoilt rural setting

— Property 88723
Cortona villa rental - House from front garden
5 Bedrooms, Sleeps 8,
Villa, 4 Bathrooms, rural, pool
Rates - per property (GBP)
£1,284 - £2,752/week
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House with private garden, in Cortona's town centre

— Property 406952
Cortona apartment rental - Garden
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, city centre, town, garden
Rates - per property (GBP)
£92/night
£642/week
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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)
£110 - £117/night
£733 - £800/week
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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)
£1,330 - £2,459/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
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Beautiful restored farmhouse in southern tuscany with garden and pool sleeps 6/8

— Property 448376
Cortona farmhouse rental - La Fenice from the garden
3 Bedrooms, Sleeps 8,
Farmhouse, 2 Bathrooms, 1 Separate WC, rural, pool
Rates - per property (GBP)
£688 - £1,101/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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Ancient farmhouse in tuscany with swimmng pool - La Bozza

— Property 5427
Cortona farmhouse rental - Casa la Bozza, ancient Tuscan farmhouse
3 Bedrooms, Sleeps 6,
Farmhouse, 2 Bathrooms, rural, pool
Rates - per property (GBP)
£174 - £220/night
£619 - £1,161/week
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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
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Charming cottage near Cortona, garden, olive grove, air-conditioned

— Property 58176
Cortona house rental - Entrance
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, 1 Separate WC, rural, village, daily maid service
Rates - per property (GBP)
£115 - £128/night
£505 - £734/week
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Holiday Cottage in Umbria with Pool

— Property 710029
Cortona farmhouse rental
6 Bedrooms, Sleeps 11,
Farmhouse, 2 Bathrooms, 1 Separate WC, rural, pool
Rates - per property (GBP)
£1,321 - £1,651/week
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Holiday Cottage in Gubbio Italy

— Property 710028
Cortona cottage rental - House
5 Bedrooms, Sleeps 10,
Cottage, 4 Bathrooms, rural, pool
Rates - per property (GBP)
£1,376 - £2,202/week
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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)
£1,239 - £1,514/week
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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)
£734 - £913/week
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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)
£193 - £266/night
£1,239 - £1,789/week
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Private Villa with pool close to Cortona

— Property 439315
Cortona villa rental - Villa
7 Bedrooms, Sleeps 14,
Villa, 7 Bathrooms, rural, town, pool
Rates - per property (GBP)
£1,560 - £3,394/week
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Cortona farmhouse rental - Pool
3 Bedrooms, Sleeps 7,
Farmhouse, 2 Bathrooms, rural, pool
Rates - per property (GBP)
£1,239 - £1,651/week