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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 2,380
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    Exceptional! 5.0/5
    (9 reviews)
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      Exceptional! 5.0/5
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                        Excellent! 4.7/5
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                            Excellent! 4.5/5
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                              Exceptional! 5.0/5
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                                                                        Wonderful! 4.9/5
                                                                        (14 reviews)
                                                                        View details for price
                                                                        • 5 BR
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                                                                                              Recent Reviews

                                                                                              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

                                                                                              We cannot wait to return!

                                                                                              5 of 5
                                                                                              There are not enough words to express what a lovely time we had in your villa. We stayed for a week, but stayed home two nights, cooked on the grill and ate outside looking over the olive groves. The beauty of the surroundings, the birdsong and the sight of the lights twinkling in Cortona- We have all been struggling, wishing we could be there still. The bedrooms were extremely comfortable, the kitchen was perfectly stocked for cooking, the garden might be the most beautifully satisfying place I have ever been. Andrea was charming and kind, his parents were welcoming and warm, and the villa was perfectly situated - convenient to grocery stores and the train station. We had cars, so we did not walk into Cortona, but for the views, you would never imagine how simple it was to drive into Camuchia. We cannot wait to return. We are already working toward our next trip. We are a group of artists, travelling together as we are in a working studio together in the US. We were all completely changed by this trip to Italy. The things we saw and experienced will have lasting affects on our work. We are thankful to have had such a lovely trip. The Villa and our hosts were the most wonderful of all our memories. Thank you so much. We will be back in touch to book again! Sincerely D KC
                                                                                              • Review Submitted: 12-Sep-2016
                                                                                              • Date of Stay: Jun 2016

                                                                                              Relaxing get away from it all villa

                                                                                              4 of 5
                                                                                              We had a lovely relaxing time at the villa, beautiful sunsets over the hills every evening. The pool is perfectly set and huge! We went mid August to beginning of September and although pool water was cool, once in it was fine and we all enjoyed it very much. Our biggest problem was with the wifi/internet. More often than not we had no connection as the property is quite remote, 12km from Cortona up winding roads. With elderly parents to contact in the UK and having a teenager with us this was an issue for us and provided a certain amount of stress. But if you want to get a way from it all this would be the perfect property to go to as it is so peaceful. Also be aware that this probably isn't the property for very small children or the infirm as it is on an incline and you would need to watch where you step and the mezzanine level has sloping ceilings. This rustic property was very clean and exactly as described. The owners provided a good level of care but didn't get in the way. We visited Perugia, Cortona and Florence and enjoyed all very much. It is a lovely part of the world but on the whole you do have to do the 12km journey to Cortona every time you go out as most places are in that direction. I would most certainly recommend it to other people. It is the perfect place to get away from everything and relax in the sun.
                                                                                              • Review Submitted: 03-Sep-2016
                                                                                              • Date of Stay: Aug 2016