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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.

    Wonderful! 4.9/5
    (16 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    House #6441811
    16
    Viewed 21 times in the last 48 hours
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 10
      Cottage #6742795
      1
      Viewed 11 times in the last 48 hours
        Wonderful! 4.9/5
        (9 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 5
        Apartment #856818a
        9
        Viewed 7 times in the last 48 hours
          Excellent! 4.5/5
          (4 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 6
          Villa #8037836
          4
            Exceptional! 5/5
            (16 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Separate Toilet
            • Sleeps 6
            House #2245884
            16
            Viewed 12 times in the last 48 hours
              • 3 BR
              • 1 BA
              • Sleeps 7
              Villa #1856415
              3
              Viewed 9 times in the last 48 hours
                • 3 BR
                • 1 BA
                • Sleeps 5
                Chateau / Country House #6814586
                1
                  Exceptional! 5/5
                  (5 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Multiple rentals Apartment #751459
                  5
                  Viewed 11 times in the last 48 hours
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    Villa #8003714
                    4
                      Exceptional! 5/5
                      (16 reviews)
                      avg/night
                      • 6 BR
                      • 6 BA
                      • Separate Toilets
                      • Sleeps 12
                      Villa #407902
                      16
                      Viewed 33 times in the last 48 hours
                        Exceptional! 5/5
                        (4 reviews)
                        avg/night
                        • 8 BR
                        • 7 BA
                        • Separate Toilet
                        • Sleeps 16
                        Villa #986615vb
                        4
                        Viewed 93 times in the last 48 hours
                          Wonderful! 4.9/5
                          (28 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 5
                          Villa #463746
                          28
                          Viewed 5 times in the last 48 hours
                            Exceptional! 5/5
                            (11 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #6786308
                            11
                            Viewed 85 times in the last 48 hours
                              Wonderful! 4.9/5
                              (9 reviews)
                              avg/night
                              • 4 BR
                              • 4 BA
                              • Sleeps 8
                              Villa #8027623
                              9
                              Viewed 9 times in the last 48 hours
                                Exceptional! 5/5
                                (4 reviews)
                                avg/night
                                • 7 BR
                                • 5 BA
                                • Separate Toilet
                                • Sleeps 15
                                Villa #1987671
                                4
                                Viewed 13 times in the last 48 hours
                                  • 3 BR
                                  • 1 BA
                                  • Separate Toilets
                                  • Sleeps 8
                                  Villa #8132824
                                  4
                                    Exceptional! 5/5
                                    (13 reviews)
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                    Farmhouse #8151802
                                    13
                                    Viewed 10 times in the last 48 hours
                                      Excellent! 4.5/5
                                      (6 reviews)
                                      avg/night
                                      • 5 BR
                                      • 4 BA
                                      • Sleeps 10
                                      Villa #71084
                                      6
                                      Viewed 25 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (7 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Separate Toilet
                                        • Sleeps 4
                                        Apartment #6629528
                                        7
                                        Viewed 7 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 5
                                          Farmhouse #8036630
                                          5
                                            • 6 BR
                                            • 5 BA
                                            • Separate Toilet
                                            • Sleeps 14
                                            Villa #8121486
                                            3
                                            Viewed 9 times in the last 48 hours
                                              • 5 BR
                                              • 5 BA
                                              • Sleeps 10
                                              Villa #6506310
                                              5
                                                Wonderful! 4.9/5
                                                (24 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 9
                                                Chateau / Country House #6028278
                                                24
                                                  • 5 BR
                                                  • 5 BA
                                                  • Separate Toilet
                                                  • Sleeps 10
                                                  Chateau / Country House #6063350
                                                  1
                                                  Viewed 18 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Apartment #681415vb
                                                    4
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      Farmhouse #8028340
                                                      11
                                                        • 2 BR
                                                        • 3 BA
                                                        • Sleeps 7
                                                        Villa #6494869
                                                        4
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Apartment #564235vb
                                                          3
                                                          Viewed 24 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Villa #1856420
                                                            2
                                                            Viewed 24 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (30 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              House #406952
                                                              30
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Multiple rentals Apartment #53280
                                                                8
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  Villa #8037953
                                                                  1
                                                                  Viewed 6 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (3 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 8
                                                                    House #8055862
                                                                    3
                                                                    Viewed 21 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 5 BA
                                                                      • Sleeps 10
                                                                      Villa #1069180
                                                                      9
                                                                      Viewed 7 times in the last 48 hours
                                                                        Excellent! 4.5/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        Villa #1403458
                                                                        8
                                                                          Exceptional! 5/5
                                                                          (17 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 8
                                                                          Chateau / Country House #1672839
                                                                          17
                                                                          Viewed 12 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            Apartment #8041195
                                                                            10
                                                                            Viewed 5 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Villa #1856414
                                                                              5
                                                                              Viewed 6 times in the last 48 hours
                                                                                • 5 BR
                                                                                • 2 BA
                                                                                • Sleeps 9
                                                                                Villa #1856418
                                                                                2
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Villa #6790451
                                                                                    • 5 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 10
                                                                                    Villa #1150869
                                                                                      • 9 BR
                                                                                      • 6 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 17
                                                                                      Villa #1845001
                                                                                      1
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        Villa #6790452
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          Villa #6790456
                                                                                          Viewed 6 times in the last 48 hours
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            Villa #6799332
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Villa #6777813
                                                                                              Viewed 9 times in the last 48 hours
                                                                                                • 14 BR
                                                                                                • 10 BA
                                                                                                • Sleeps 30
                                                                                                Farmhouse #8143314
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 6
                                                                                                  House #6777811
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    Condo #6797838
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Villa #1644348
                                                                                                      • 1 - 50 of 300+

                                                                                                      Cortona Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Beautiful house ,grounds and veiws

                                                                                                      5 of 5
                                                                                                      The house and grounds were impeccably clean and well equipped. We have just returned from celebrating my parents golden wedding anniversary, and I couldn't of imagined celebrating it in any other way. ... it was just perfect! The views where to die for... we sat out in the evening sun taking in the views and listening to the sound of the birds and bullfrogs. The pool was warm and the children never tired of it... we even managed to entertain 6 teenagers with table tennis and table football... no sulky faces !! We had days out in Rome , Florence,Cortona, boat trips and a dayvout at the market in Umbertide. The house was immaculate and very comfortable,it felt quite luxurious , but still retained its Tuscan charm. The owners have excellent comms and were incredibly helpful. I would reccomend this rental to anybody and hope to book again in the very near future.
                                                                                                      • Review Submitted: Apr 18, 2017
                                                                                                      • Date of Stay: Apr 2017

                                                                                                      Stunning location.

                                                                                                      5 of 5
                                                                                                      We really enjoyed our stay at Casa del Lupo. The little hamlet is delightful and the views of this quiet valley really stunning. The house had everything we needed and the warm pool was very welcome. We visited Siena, Montepulciano, Castel Rigone, Assisi and Todi and had some great meals out as well as at the house.
                                                                                                      • Review Submitted: Mar 09, 2017
                                                                                                      • Date of Stay: Sep 2016