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Holidaymakers searching for holiday rentals in Cortona also enquired about apartments in Lucca, apartments in San Gimignano and villas in Castelnuovo di Garfagnana

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.

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  • 1 - 50 of 4,418
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    Exceptional! 5.0/5
    (9 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 3
    9
      Exceptional! 5.0/5
      (10 reviews)
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      • 3 BR
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      10
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        2 Reviews
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          28
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                          Excellent! 4.7/5
                          (6 reviews)
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                            2 Reviews
                              Excellent! 4.5/5
                              (6 reviews)
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                              • 5 BR
                              • 4 BA
                              • Sleeps 10
                              6
                                Exceptional! 5.0/5
                                (5 reviews)
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                                                                        Wonderful! 4.9/5
                                                                        (14 reviews)
                                                                        View details for price
                                                                        • 5 BR
                                                                        • 8 BA
                                                                        • Sleeps 24
                                                                        14
                                                                          • 9 BR
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                                                                            • 10 BR
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                                                                                    • 15 BR
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                                                                                      1 Review
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                                                                                            • 1 - 50 of 4,418
                                                                                             

                                                                                            Recent Reviews

                                                                                            Great villa with huge pool and friendly owners

                                                                                            5 of 5
                                                                                            Lovely villa, smooth booking process and excellent service. Beautiful location with panoramic views and breeze cooling down the area during evenings. Property very clean, friendly owners (that also run a good restaurant nearby), unspoilt location. We all loved the pool (really huge) and the gardens. Highly recommended property. Max
                                                                                            • Review Submitted: 25-Sep-2016
                                                                                            • Date of Stay: Sep 2016

                                                                                            An amazing stay at this wonderful Villa

                                                                                            5 of 5
                                                                                            We recently stayed for 12 days at the Villa. we were a party of 17 family members from Australia, UK and America. The villa was absolutely fantastic with spectacular views looking out over the lake. The was so much space that everyone could grab some alone time if they felt like it. Having separate living and sleeping quarters worked very well as the group ages ranged from 22 yrs to 74. The large terrace with table big enough to seat all of us was delightful for long lunches and evening meals. We all enjoyed cooking in the chefs kitchen, with everything we needed provided. Christina arranged two dinners for us and the food was of a very high standard. The local town of Passignano was very pretty and many other villages and towns were within easy reach to explore. Christina was an amazing hostess, she was very helpful and really took very good care of us. I would highly recommended the Villa for groups or functions, I would defiantly book the Villa again as there is still much to see of this beautiful area Anna and Phil Flanagan Brisbane Australia
                                                                                            • Review Submitted: 25-Sep-2016
                                                                                            • Date of Stay: Sep 2016

                                                                                            Wonderful holiday

                                                                                            4 of 5
                                                                                            Our stay at Casale dell 'Est turned out to be a holiday full of laughter, fun, great food and wine, in a beautiful home away from home. The house went beyond our expectations with every comfort taken care of. From the well equipped kitchen, lovely dining room, comfortable sitting room. Spacious en suite bedrooms. All this with AC. You can tell it has been lovingly put together by the owners. We will return!
                                                                                            • Review Submitted: 14-Sep-2016
                                                                                            • Date of Stay: Sep 2016