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.
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

Make a holiday rental villa or apartment in Cortona, Italy your home away from home

To take a holiday villa in Cortona, an ancient and noble city, is to travel back to Italy’s past. Cortona is a magnificent destination with a tangible atmosphere and some of the best artistic heritage outside Venice and Florence. Set high in the hills of Arezzo, Tuscany, Cortona offers magnificent views over Lake Trasimeno and of the Apennines.

Places to holiday in Cortona, Italy

Lake Trasimene is the largest stretch of water in the Italian Peninsula. It is a beautiful lake, surrounded on three sides by hills. The banks are covered in beautiful flora and fauna, and there is a considerable variety of bird life. The fishing available from a self catering villa in Cortona revolves around Lake Trasimene, and is varied, extensive and extremely tranquil.

Things to do in Cortona, Italy

When you first arrive at your holiday rental in Cortona, the first thing to investigate are the 3,000 year old city walls, much of which remains in tact, and the Medici Fortress which menacingly dominates the skyline. The city is characterised by the steep, narrow streets and medieval buildings of the Piazza Garibaldi, which give the city a fantastically timeless atmosphere. To get a clearer understanding of the long and fascinating history of the city, the Musee dell’Accademia Etrusca in Palazzo Pretorio will supply all the answers. The incredible archaeological heritage of Cortona and the surrounding area has been recorded and reserved in the Parco e del Museo Archeologico di Cortona.

The artistic treasures of Cortona include the two panels in the Diocesan Museum and the fresco adorning the entrance of the Church of San Domenico by Fra Angelico.

Sporting holidays to Cortona are popular especially with cyclists. The mountain biking trails are of particular note, and there are bike hire available in the city. Touring from a Cortona apartment or holiday villa is also considered a fantastic method of exploring the surrounding countryside.

Weather in Cortona, Italy

Cortona enjoys a dry, warm climate. Summer temperatures remain pleasant, with monthly averages of 23°C in July and August. Winters also remain mild, with average temperatures in the coldest months of January and February remaining around the 10°C mark, allowing you to discover this magnificent city and the treasures within by foot all year round.

Travel to Cortona, Italy

Cortona’s holiday villas are closest to Florence Airport (FLR), and cheap flights do arrive directly from the UK. However, for the majority of good deals on cheap flights to Cortona, and for the most regular service, Rome Airport (FCO) is the best option.

Cancel Clear Filters Apply Filters

Property Type

Popular Searches

Payment Options

Facilities

Managed By

Local Area

Property Details

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Cortona area Holiday Apartments & Villas (1,635)

  • 1 - 50 of 1,635
Additional service fee may apply.
    • 2 BR
    • 2 BA
    • Sleeps 4
      • 2 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 4
      97
        • 4 BR
        • 5 BA
        • Sleeps 10
        9
          • 7 BR
          • 5 BA
          • Separate Toilet
          • Sleeps 15
          3
            • 4 BR
            • 4 BA
            • Sleeps 8
            3
              • 3 BR
              • 3 BA
              • Sleeps 8
              6
                • 5 BR
                • 5 BA
                • Sleeps 10
                2 Reviews
                  • 5 BR
                  • 4 BA
                  • Sleeps 10
                  6
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    4
                      • 3 BR
                      • 1 BA
                      • Sleeps 7
                      2 Reviews
                        • 5 BR
                        • 4 BA
                        • Sleeps 10
                          • Studio
                          • 2 BA
                          • Sleeps 4
                            • 6 BR
                            • 4 BA
                            • Sleeps 12
                            34
                              • 5 BR
                              • 3 BA
                              • Separate Toilet
                              • Sleeps 15
                              9
                                • 3 BR
                                • 2 BA
                                • Sleeps 7
                                4
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  4
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 8
                                    15
                                      • 4 BR
                                      • 4 BA
                                      • Sleeps 8
                                      15
                                        • 5 BR
                                        • 2 BA
                                        • Sleeps 9
                                        1 Review
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 10
                                          3
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            2 Reviews
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              1 Review
                                                NEW!
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                  NEW!
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  11
                                                    • 2 BR
                                                    • 1 BA
                                                    • Separate Toilet
                                                    • Sleeps 5
                                                    17
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 12
                                                        • 9 BR
                                                        • 9 BA
                                                        • Separate Toilets
                                                        • Sleeps 24
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                            • 10 BR
                                                            • 10 BA
                                                            • Separate Toilet
                                                            • Sleeps 20
                                                            14
                                                              NEW!
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                                NEW!
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                  NEW!
                                                                    NEW!
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                      NEW!
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                        • 5 BR
                                                                        • 8 BA
                                                                        • Sleeps 24
                                                                        14
                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • Sleeps 10
                                                                            • 6 BR
                                                                            • 3 BA
                                                                            • Sleeps 14
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 9
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    1 Review
                                                                                      NEW!
                                                                                      • 7 BR
                                                                                      • 8 BA
                                                                                      • Sleeps 14
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                            NEW!
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                              NEW!
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                                NEW!
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                  NEW!
                                                                                                  • 2 BR
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 4
                                                                                                    NEW!
                                                                                                    • 12 BR
                                                                                                    • 8 BA
                                                                                                    • Sleeps 24
                                                                                                      NEW!
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      • 1 - 50 of 1,635
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Great villa with huge pool and friendly owners

                                                                                                      5 of 5
                                                                                                      Lovely villa, smooth booking process and excellent service. Beautiful location with panoramic views and breeze cooling down the area during evenings. Property very clean, friendly owners (that also run a good restaurant nearby), unspoilt location. We all loved the pool (really huge) and the gardens. Highly recommended property. Max
                                                                                                      • Review Submitted: 25-Sep-2016
                                                                                                      • Date of Stay: Sep 2016

                                                                                                      Wonderful holiday

                                                                                                      4 of 5
                                                                                                      Our stay at Casale dell 'Est turned out to be a holiday full of laughter, fun, great food and wine, in a beautiful home away from home. The house went beyond our expectations with every comfort taken care of. From the well equipped kitchen, lovely dining room, comfortable sitting room. Spacious en suite bedrooms. All this with AC. You can tell it has been lovingly put together by the owners. We will return!
                                                                                                      • Review Submitted: 14-Sep-2016
                                                                                                      • Date of Stay: Sep 2016

                                                                                                      Perfect

                                                                                                      5 of 5
                                                                                                      We have just returned from a wonderful two weeks in this charming villa and would love to be back there enjoying the amazing views! The villa is just as lovely as the photos suggest and the area speaks for itself. The little restaurant next door is perfectly placed for a relaxing evening of good food and wonderful local wine, all charmingly served by the lady that looks after the villa. There are three other rented villas in the group but we never ever felt crowded or overlooked at all - quite the opposite. The whole feeling is one of peace, quiet and relaxation. I really cannot recommend this lovely little place enough and would dearly love to return!!!
                                                                                                      • Review Submitted: 01-Sep-2016
                                                                                                      • Date of Stay: Aug 2016