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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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Cortona Holiday Apartments & Villas (4,411)

  • 1 - 50 of 4,411
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                                                                                                Recent Reviews

                                                                                                delightful views, refreshing pool, home-cooked meals--delightful!

                                                                                                5 of 5
                                                                                                We enjoyed our stay immensely. The views from the terrace and adjoining bedroom were stunning, a wonderful way to wake up. The second bedroom felt spacious even with four single beds, and the children loved the football pitch, playground, and pool. The grounds are wonderful for children. Marilena worked with us on board arrangements and was very accommodating of our various tastes, and her husband Giuseppe made us feel completely at home. We hope to return in the near future!
                                                                                                • Review Submitted: 24-Aug-2016
                                                                                                • Date of Stay: Jul 2016

                                                                                                Relaxing rural retreat

                                                                                                5 of 5
                                                                                                This was our third stay at Vasciano Nove, and we come back for a reason. It's a charming, well-equipped and welcoming house, with a fabulous garden and pool. It's within easy striking distance of Sienna, Perugia and other places, which we've done in the past. This time, we did nothing but relax, swim and read.
                                                                                                • Review Submitted: 23-Aug-2016
                                                                                                • Date of Stay: Aug 2016

                                                                                                Beautiful place

                                                                                                5 of 5
                                                                                                We had the most wonderful time at Casa dell'Ovest. A stunning home set in the most beautiful Tuscan countryside, comfortable & homely with everything you need for a relaxing holiday. The pool area is great & the fact that it's separated from the house by the garden is an added bonus with 2 young children. We enjoyed exploring the area with trips to Montepulciano, Pienza, Cortona & the lake all in easy reach. A great family holiday & we very much hope to return!
                                                                                                • Review Submitted: 22-Aug-2016
                                                                                                • Date of Stay: Jul 2016