HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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.

Favorite
    Viewed 32 times in the last 48 hours
    • 3 BR
    • 3 BA
    • Sleeps 6
    Excellent! 4.7/5
    (6 reviews)
    avg/night
    6
    Favorite
      Viewed 34 times in the last 48 hours
      • 8 BR
      • 7 BA
      • Separate Toilet
      • Sleeps 16
      Exceptional! 5/5
      (6 reviews)
      avg/night
      6
      Favorite
        Viewed 5 times in the last 48 hours
        • 2 BR
        • 2 BA
        • Sleeps 6
        Wonderful! 4.9/5
        (7 reviews)
        avg/night
        7
        Favorite
          Viewed 36 times in the last 48 hours
          • 6 BR
          • 6 BA
          • Separate Toilets
          • Sleeps 12
          Exceptional! 5/5
          (17 reviews)
          avg/night
          17
          Favorite
            Viewed 21 times in the last 48 hours
            • 2 BR
            • 2 BA
            • Sleeps 6
            Wonderful! 4.9/5
            (18 reviews)
            avg/night
            18
            Favorite
              Viewed 12 times in the last 48 hours
              • 2 BR
              • 2 BA
              • Sleeps 5
              Wonderful! 4.8/5
              (12 reviews)
              avg/night
              12
              Favorite
                Viewed 38 times in the last 48 hours
                • 3 BR
                • 1 BA
                • Separate Toilet
                • Sleeps 6
                Exceptional! 5/5
                (17 reviews)
                avg/night
                17
                Favorite
                  Viewed 13 times in the last 48 hours
                  • 3 BR
                  • 1 BA
                  • Sleeps 7
                  avg/night
                  4
                  Favorite
                    Viewed 10 times in the last 48 hours
                    • 3 BR
                    • 1 BA
                    • Sleeps 5
                    avg/night
                    1
                    Favorite
                      Viewed 14 times in the last 48 hours
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Exceptional! 5/5
                      (6 reviews)
                      avg/night
                      6
                      Favorite
                        Viewed 21 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        avg/night
                        4
                        Favorite
                          Viewed 18 times in the last 48 hours
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          Exceptional! 5/5
                          (11 reviews)
                          avg/night
                          11
                          Favorite
                            Viewed 28 times in the last 48 hours
                            • 7 BR
                            • 5 BA
                            • Separate Toilet
                            • Sleeps 15
                            Exceptional! 5/5
                            (7 reviews)
                            avg/night
                            7
                            Favorite
                              Viewed 16 times in the last 48 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 5
                              Wonderful! 4.8/5
                              (5 reviews)
                              avg/night
                              5
                              Favorite
                                Viewed 12 times in the last 48 hours
                                • 4 BR
                                • 4 BA
                                • Sleeps 8
                                Wonderful! 4.9/5
                                (9 reviews)
                                avg/night
                                9
                                Favorite
                                  Viewed 40 times in the last 48 hours
                                  • 5 BR
                                  • 2 BA
                                  • Sleeps 12
                                  avg/night
                                  3
                                  Favorite
                                    Viewed 15 times in the last 48 hours
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Wonderful! 4.9/5
                                    (31 reviews)
                                    avg/night
                                    31
                                    Favorite
                                      • 3 BR
                                      • 1 BA
                                      • Separate Toilets
                                      • Sleeps 8
                                      Exceptional! 5/5
                                      (5 reviews)
                                      avg/night
                                      5
                                      Favorite
                                        Viewed 24 times in the last 48 hours
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        Exceptional! 5/5
                                        (15 reviews)
                                        avg/night
                                        15
                                        Favorite
                                          Viewed 9 times in the last 48 hours
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 10
                                          Excellent! 4.5/5
                                          (6 reviews)
                                          avg/night
                                          6
                                          Favorite
                                            Viewed 5 times in the last 48 hours
                                            • 6 BR
                                            • 5 BA
                                            • Separate Toilet
                                            • Sleeps 14
                                            avg/night
                                            3
                                            Favorite
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 5
                                              Exceptional! 5/5
                                              (21 reviews)
                                              avg/night
                                              21
                                              Favorite
                                                Viewed 11 times in the last 48 hours
                                                • 5 BR
                                                • 5 BA
                                                • Separate Toilet
                                                • Sleeps 10
                                                avg/night
                                                1
                                                Favorite
                                                  Viewed 7 times in the last 48 hours
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  avg/night
                                                  1
                                                  Favorite
                                                    Viewed 22 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 9
                                                    Wonderful! 4.9/5
                                                    (26 reviews)
                                                    avg/night
                                                    26
                                                    Favorite
                                                      Viewed 11 times in the last 48 hours
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      Exceptional! 5/5
                                                      (12 reviews)
                                                      avg/night
                                                      12
                                                      Favorite
                                                        • 2 BR
                                                        • 3 BA
                                                        • Sleeps 7
                                                        Exceptional! 5/5
                                                        (7 reviews)
                                                        avg/night
                                                        7
                                                        Favorite
                                                          Viewed 7 times in the last 48 hours
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          Wonderful! 4.8/5
                                                          (5 reviews)
                                                          avg/night
                                                          5
                                                          Favorite
                                                            Viewed 5 times in the last 48 hours
                                                            • 1 BR
                                                            • 1 BA
                                                            • Separate Toilet
                                                            • Sleeps 4
                                                            Excellent! 4.6/5
                                                            (8 reviews)
                                                            avg/night
                                                            8
                                                            Favorite
                                                              Viewed 14 times in the last 48 hours
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 8
                                                              Exceptional! 5/5
                                                              (19 reviews)
                                                              avg/night
                                                              19
                                                              Favorite
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                Exceptional! 5/5
                                                                (32 reviews)
                                                                avg/night
                                                                32
                                                                Favorite
                                                                  Viewed 25 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  avg/night
                                                                  2
                                                                  Favorite
                                                                    Viewed 20 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 8
                                                                    avg/night
                                                                    3
                                                                    Favorite
                                                                      Viewed 10 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 5 BA
                                                                      • Sleeps 10
                                                                      Exceptional! 5/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      9
                                                                      Favorite
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3
                                                                        avg/night
                                                                        4
                                                                        Favorite
                                                                          Viewed 18 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 8
                                                                          avg/night
                                                                          1
                                                                          Favorite
                                                                            Viewed 35 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 9
                                                                            Wonderful! 4.9/5
                                                                            (19 reviews)
                                                                            avg/night
                                                                            19
                                                                            Favorite
                                                                              Viewed 21 times in the last 48 hours
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                              Exceptional! 5/5
                                                                              (12 reviews)
                                                                              avg/night
                                                                              12
                                                                              Favorite
                                                                                Viewed 5 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Wonderful! 4.9/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                10
                                                                                Favorite
                                                                                  Viewed 9 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Wonderful! 4.9/5
                                                                                  (28 reviews)
                                                                                  avg/night
                                                                                  28
                                                                                  Favorite
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 5
                                                                                    avg/night
                                                                                    0
                                                                                    Favorite
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      avg/night
                                                                                      2
                                                                                      Favorite
                                                                                        Viewed 17 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        Exceptional! 5/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        11
                                                                                        Favorite
                                                                                          Viewed 7 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 3
                                                                                          Excellent! 4.7/5
                                                                                          (11 reviews)
                                                                                          avg/night
                                                                                          11
                                                                                          Favorite
                                                                                            Viewed 5 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Exceptional! 5/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            13
                                                                                            Favorite
                                                                                              Viewed 11 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Wonderful! 4.8/5
                                                                                              (8 reviews)
                                                                                              avg/night
                                                                                              8
                                                                                              Favorite
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Excellent! 4.6/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                7
                                                                                                Favorite
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  Excellent! 4.6/5
                                                                                                  (11 reviews)
                                                                                                  avg/night
                                                                                                  11
                                                                                                  Favorite
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                    • 5 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 9
                                                                                                    avg/night
                                                                                                    2
                                                                                                    Favorite
                                                                                                      • 5 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 10
                                                                                                      avg/night
                                                                                                      0

                                                                                                      Cortona Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Beautiful, comfortable, relaxing, and Italian countryside

                                                                                                      5 of 5
                                                                                                      What a beautiful home full of comfort and authenticity. We thoroughly enjoyed our two week stay at Villa Caprile. The property, the house, the pool, all the accommodations met or exceeded our expectations. Our children teenagers and younger felt so at home, and we all enjoyed our stay. It was so wonderful to have this home to return to after short or long day trips to some of the most amazing places and towns that are all around. The location could not have been more perfect for the trip we planned. Thank you Dianne and Antonella and all the caretakers of the property for all your care and recommendations.
                                                                                                      • Review Submitted: Jul 11, 2017
                                                                                                      • Date of Stay: Jun 2017