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

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.

Additional service fee may apply.
  View Map Map
    Wonderful! 4.9/5
    (28 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 5
    Villa #463746
    28
    Viewed 35 times in the last 48 hours
      Wonderful! 4.9/5
      (8 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 5
      Apartment #856818a
      8
      Viewed 25 times in the last 48 hours
        avg/night
        • 4 BR
        • 2 BA
        • Sleeps 10
        Cottage #6742795
        1
        Viewed 43 times in the last 48 hours
          Wonderful! 4.8/5
          (4 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Villa #8003714
          4
          Viewed 33 times in the last 48 hours
            • 3 BR
            • 1 BA
            • Sleeps 7
            Villa #1856415
            3
            Viewed 30 times in the last 48 hours
              Excellent! 4.5/5
              (4 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 6
              Villa #8037836
              4
              Viewed 53 times in the last 48 hours
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 5
                Chateau / Country House #6814586
                1
                Viewed 23 times in the last 48 hours
                  • 5 BR
                  • 5 BA
                  • Sleeps 10
                  Villa #6506310
                  5
                  Viewed 44 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 3
                    Apartment #564235vb
                    3
                    Viewed 27 times in the last 48 hours
                      Excellent! 4.7/5
                      (10 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      Multiple rentals Apartment #751459
                      10
                      Viewed 15 times in the last 48 hours
                        Wonderful! 4.9/5
                        (9 reviews)
                        avg/night
                        • 4 BR
                        • 4 BA
                        • Sleeps 8
                        Villa #8027623
                        9
                        Viewed 42 times in the last 48 hours
                          Exceptional! 5/5
                          (16 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • Separate Toilet
                          • Sleeps 6
                          House #2245884
                          16
                          Viewed 24 times in the last 48 hours
                            Wonderful! 4.9/5
                            (24 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 9
                            Chateau / Country House #6028278
                            24
                            Viewed 14 times in the last 48 hours
                              Exceptional! 5/5
                              (5 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Multiple rentals Apartment #751459
                              5
                              Viewed 28 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 8 times in the last 48 hours
                                  • 7 BR
                                  • 5 BA
                                  • Separate Toilet
                                  • Sleeps 15
                                  Villa #1987671
                                  3
                                  Viewed 9 times in the last 48 hours
                                    Exceptional! 5/5
                                    (15 reviews)
                                    avg/night
                                    • 6 BR
                                    • 6 BA
                                    • Separate Toilets
                                    • Sleeps 12
                                    Villa #407902
                                    15
                                    Viewed 32 times in the last 48 hours
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      Villa #8037953
                                      1
                                      Viewed 18 times in the last 48 hours
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Villa #1856420
                                        2
                                        Viewed 46 times in the last 48 hours
                                          Exceptional! 5/5
                                          (11 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                          Farmhouse #8028340
                                          11
                                          Viewed 14 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (22 reviews)
                                            avg/night
                                            • 6 BR
                                            • 5 BA
                                            • Sleeps 14
                                            Chateau / Country House #6295770
                                            22
                                            Viewed 8 times in the last 48 hours
                                              Exceptional! 5/5
                                              (17 reviews)
                                              avg/night
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                              Chateau / Country House #1672839
                                              17
                                              Viewed 20 times in the last 48 hours
                                                • 5 BR
                                                • 5 BA
                                                • Separate Toilet
                                                • Sleeps 10
                                                Chateau / Country House #6063350
                                                1
                                                Viewed 27 times in the last 48 hours
                                                  • 5 BR
                                                  • 2 BA
                                                  • Sleeps 9
                                                  Villa #1856418
                                                  2
                                                  Viewed 44 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (58 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Townhome #273579vb
                                                    58
                                                    Viewed 29 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (14 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      Farmhouse #16699
                                                      14
                                                      Viewed 11 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 5 BA
                                                        • Sleeps 10
                                                        Villa #1069180
                                                        9
                                                        Viewed 27 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (18 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 9
                                                          Villa #6576935
                                                          18
                                                          Viewed 11 times in the last 48 hours
                                                            Excellent! 4.5/5
                                                            (8 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            Villa #1403458
                                                            8
                                                            Viewed 14 times in the last 48 hours
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 8
                                                              Farmhouse #769383vb
                                                              3
                                                              Viewed 12 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (4 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 2 BA
                                                                • Sleeps 5
                                                                Apartment #6325431
                                                                4
                                                                Viewed 7 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (9 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Apartment #3892669
                                                                  9
                                                                  Viewed 35 times in the last 48 hours
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Apartment #6126610
                                                                    1
                                                                      Excellent! 4.5/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Sleeps 10
                                                                      Villa #71084
                                                                      6
                                                                      Viewed 40 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        Apartment #688904vb
                                                                        1
                                                                        Viewed 6 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          Apartment #6179287
                                                                          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 20 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #6786308
                                                                              11
                                                                              Viewed 19 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                Farmhouse #8036630
                                                                                5
                                                                                Viewed 15 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Villa #6790451
                                                                                  Viewed 11 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (15 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 8
                                                                                    Multiple rentals Villa #407799
                                                                                    15
                                                                                    Viewed 8 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 10
                                                                                      Farmhouse #45200vb
                                                                                      3
                                                                                      Viewed 25 times in the last 48 hours
                                                                                        Excellent! 4.7/5
                                                                                        (15 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 8
                                                                                        Multiple rentals Villa #407799
                                                                                        15
                                                                                        Viewed 29 times in the last 48 hours
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 10
                                                                                          Villa #1150869
                                                                                          Viewed 7 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (21 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Farmhouse #97452
                                                                                            21
                                                                                            Viewed 17 times in the last 48 hours
                                                                                              • 9 BR
                                                                                              • 6 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 17
                                                                                              Villa #1845001
                                                                                              1
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 6
                                                                                                Villa #6790452
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 7
                                                                                                  Villa #6790456
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Villa #6777813
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                      • 14 BR
                                                                                                      • 10 BA
                                                                                                      • Sleeps 30
                                                                                                      Farmhouse #8143314
                                                                                                      Viewed 38 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Cortona Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Holiday of a lifetimw

                                                                                                      5 of 5
                                                                                                      We had the holiday of a lifetime at the beautiful Villa Quercia. The setting is typically Umbrian/Tuscan and the property itself is lovely. It was spotlessly clean and had everything we needed. The heating on the pool meant that it was at a lovely temperature even early in the season before the sun really gets going. Trestina is the nearest town (10 min drive) and has all the necessary amenities with supermarkets etc. Cortona, Città di Castello and Umbertide are all 25 minutes away, very beautiful and with great restaurants, shops and evening entertainment and markets in the mornings. However, there are also closer restaurants with our favourite place only 5 minutes away in the next village. And we loved that we could by the odd item in the little shop in the village. Christina & Richard were fabulous hosts. They were on hand to offer valuable advice on everything from where to eat to the best places to shop (including the best markets to visit). We loved the fact that we could relax by the wonderful pool during the day and that there were so many lovely small to middle sized towns to visit near by. Fantastic!
                                                                                                      • Review Submitted: 18-Dec-2016
                                                                                                      • Date of Stay: May 2016

                                                                                                      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