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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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  • Showing 1-50 of 300+
Additional service fee may apply.
    • 1 BR
    • 1 BA
    • Sleeps 4
    Multiple rentals Apartment #53280
    6
      Exceptional! 5.0/5
      (11 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 6
      Farmhouse #8028340
      11
      Viewed 14 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Sleeps 6
        Villa #1856420
        2
        Viewed 22 times in the last 48 hours
          • 2 BR
          • 2 BA
          • Sleeps 6
          Apartment #1901515
          1
            Exceptional! 5.0/5
            (9 reviews)
            avg/night
            • 4 BR
            • 5 BA
            • Sleeps 10
            Villa #1069180
            9
            Viewed 47 times in the last 48 hours
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Apartment #6179287
              Viewed 9 times in the last 48 hours
                Exceptional! 5.0/5
                (15 reviews)
                avg/night
                • 6 BR
                • 6 BA
                • Separate Toilets
                • Sleeps 12
                Villa #407902
                15
                Viewed 13 times in the last 48 hours
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  Villa #6790451
                  Viewed 9 times in the last 48 hours
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Farmhouse #6557329
                      Wonderful! 4.9/5
                      (24 reviews)
                      avg/night
                      • 3 BR
                      • 3 BA
                      • Sleeps 9
                      Chateau / Country House #6028278
                      24
                        • 3 BR
                        • 1 BA
                        • Sleeps 7
                        Villa #1856415
                        3
                        Viewed 21 times in the last 48 hours
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          Villa #6790452
                          Viewed 5 times in the last 48 hours
                            • 2 BR
                            • 2 BA
                            • Separate Toilet
                            • Sleeps 6
                            Multiple rentals Cottage #53280
                            15
                              Exceptional! 5.0/5
                              (15 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Separate Toilet
                              • Sleeps 6
                              House #2245884
                              15
                              Viewed 24 times in the last 48 hours
                                • 5 BR
                                • 5 BA
                                • Sleeps 16
                                Farmhouse #609789vb
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Apartment #4144329
                                    Exceptional! 5.0/5
                                    (17 reviews)
                                    avg/night
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 8
                                    Chateau / Country House #1672839
                                    17
                                    Viewed 11 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #6786308
                                      11
                                        • 5 BR
                                        • 5 BA
                                        • Sleeps 10
                                        Villa #6506310
                                        5
                                        Viewed 20 times in the last 48 hours
                                          Excellent! 4.5/5
                                          (8 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Villa #1403458
                                          8
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 10
                                            Farmhouse #45200vb
                                            3
                                            Viewed 10 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 7
                                              Cottage #1331907
                                              4
                                              Viewed 12 times in the last 48 hours
                                                • 5 BR
                                                • 2 BA
                                                • Sleeps 9
                                                Villa #1856418
                                                2
                                                Viewed 13 times in the last 48 hours
                                                  • 4 BR
                                                  • 4 BA
                                                  • Sleeps 8
                                                  Multiple rentals Villa #407799
                                                  15
                                                    Exceptional! 5.0/5
                                                    (15 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 4 BA
                                                    • Sleeps 8
                                                    Multiple rentals Villa #407799
                                                    15
                                                    Viewed 20 times in the last 48 hours
                                                      Excellent! 4.6/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      Villa #1856414
                                                      5
                                                      Viewed 9 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (21 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Farmhouse #97452
                                                        21
                                                        Viewed 7 times in the last 48 hours
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          House #6676239
                                                          2
                                                          Viewed 7 times in the last 48 hours
                                                            avg/night
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            House #6675410
                                                            1
                                                            Viewed 8 times in the last 48 hours
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 6
                                                              House #6777811
                                                                • 9 BR
                                                                • 6 BA
                                                                • Separate Toilet
                                                                • Sleeps 17
                                                                Villa #1845001
                                                                1
                                                                Viewed 22 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Villa #1664100
                                                                  Viewed 5 times in the last 48 hours
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    Condo #6797838
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      Villa #1544721
                                                                      1
                                                                        • 8 BR
                                                                        • 8 BA
                                                                        • Separate Toilets
                                                                        • Sleeps 18
                                                                        Villa #6799358
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Villa #1644348
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            Villa #6790456
                                                                            Viewed 13 times in the last 48 hours
                                                                              • 9 BR
                                                                              • 10 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 22
                                                                              Villa #1150752
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                Villa #1150902
                                                                                1
                                                                                  • 7 BR
                                                                                  • 9 BA
                                                                                  • Separate Toilets
                                                                                  • Sleeps 14
                                                                                  Villa #1150847
                                                                                    • 5 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 10
                                                                                    Villa #1150869
                                                                                    Viewed 14 times in the last 48 hours
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 12
                                                                                      Villa #1151061
                                                                                      1
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        Villa #6799332
                                                                                          Wonderful! 4.9/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 7 BR
                                                                                          • 5 BA
                                                                                          • Sleeps 15
                                                                                          Villa #85978
                                                                                          8
                                                                                          Viewed 14 times in the last 48 hours
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Multiple rentals Apartment #52305
                                                                                            4
                                                                                              Exceptional! 5.0/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 10 BR
                                                                                              • 8 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 21
                                                                                              Villa #92790
                                                                                              6
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Multiple rentals Apartment #52305
                                                                                                4
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Villa #1280315
                                                                                                  • 1 - 50 of 300+
                                                                                                   

                                                                                                  Recent Reviews

                                                                                                  The house could not have been better. The house is authentic and the views are the best.

                                                                                                  5 of 5
                                                                                                  Great feel, kitchen was awesome and Dianne was great to deal with. I would highly recommend the home.
                                                                                                  • Review Submitted: 26-Oct-2016
                                                                                                  • Date of Stay: Oct 2016

                                                                                                  Lovely place to stay

                                                                                                  4 of 5
                                                                                                  This is a great place, spotlessly clean and reasonably well equipped. The owners are friendly and the views are stunning except for an ugly bard built in front of the property that ruins it a bit. It is lower down the hill though so you can see over it. There was only two of us so we had enough space though I would imagine it would be crowded with the maximum number of 7. There are only 2 comfortable chairs downstairs so we used the settee and chairs in the upstairs mezzanine as our living area in the evening. The owners run a small restaurant at the side of their house which serves simple, fantastic food. It's only open Monday to Friday so if you arrive on a Saturday I'd suggest stopping off in a town on the way there for supplies. The pool was clean and large and there are several living areas in the garden for you to follow the sun during the day.
                                                                                                  • Review Submitted: 19-Oct-2016
                                                                                                  • Date of Stay: Sep 2016

                                                                                                  A Tuscan Delight

                                                                                                  5 of 5
                                                                                                  On arrival at Casale Lamate for a 3 week stay, we (there were 4 of us) were stunned by the view from the Loggia - sweeping fields in a variety of colors. The loggia faces west and we witnessed several remarkable sunsets over the weeks we were there. The house itself was a nicely restored stone cottage. It had 4 bedrooms, the largest of which was on the lowest level and thus a little musty smelling. As it was unseasonably warm in early September, the air conditioning was especially welcome. The kitchen was well equipped with a six burner stove. We initially had a difficult time figuring out how to use the dishwasher, but Tecla Vadi, the manager, provided us with all the assistance we needed. She was always available for questions and gave us excellent recommendations for restaurants in Cortona and Camucia. The property was beautifully landscaped and meticulously maintained. Early every morning a groundskeeper arrived to prune the bushes and flowers and clean the pool (which was a godsend given the warm weather). The house was located in a convenient area and made travel to Cortona, the terrific hill town and towns like Arezzo, Siena, Pienza, Montepulciano, Montalcino, Gubbio, Castiglione del Lago/Lake Trasimeno and Perugia easy. We also traveled to the magnificent La Foce gardens in Chianciamo Terme and the Isola Maggiore in Lake Trasimeno. We also visited the nearby Fattoria Avignonesi for wine tasting. The Camucia/Cortona train station is a few miles up the road, so we left the car at the villa and took the train to Florence for an overnight visit. A GPS is an absolute necessity. Anyone driving to Casale Lamate should put the coordinates for the house in the GPS, as the house is not that easy to find. The house had cable TV and WiFi. We needed a little help getting everything to work, but the owner was very responsive to our needs. In sum, we had a glorious time and would return there in a heartbeat.
                                                                                                  • Review Submitted: 03-Oct-2016
                                                                                                  • Date of Stay: Sep 2016