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Cortona: Vacation Rentals (1,897)

  • 1 - 50 of 1,897
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 3
    9
      • 3 BR
      • 3 BA
      • Sleeps 6
      10
        • 2 BR
        • 2 BA
        • Sleeps 6
        14
          • 2 BR
          • 1 BA
          • Sleeps 3
          2 Reviews
            • 2 BR
            • 2 BA
            • Sleeps 5
            28
              • 1 BR
              • 1 HF BA
              • Sleeps 4
              7
                • 2 BR
                • 2 BA
                • Sleeps 4
                  • 6 BR
                  • Sleeps 14
                  22
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    9
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      5
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 4
                          97
                            • 4 BR
                            • 4 BA
                            • Sleeps 10
                            6
                              • 1 BR
                              • 1 BA
                              • Sleeps 5
                              10
                                • 4 BR
                                • 5 BA
                                • Sleeps 10
                                9
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  7
                                    • 7 BR
                                    • 5 BA
                                    • 1 HF BA
                                    • Sleeps 15
                                    3
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 3
                                      9
                                        • 6 BR
                                        • 6 BA
                                        • 2 HF BA
                                        • Sleeps 12
                                        13
                                          • 5 BR
                                          • 3 BA
                                          • Sleeps 10
                                          14
                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 8
                                            3
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                              16
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                6
                                                  • 5 BR
                                                  • 5 BA
                                                  • Sleeps 10
                                                  2 Reviews
                                                    • 5 BR
                                                    • Sleeps 10
                                                    6
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      5
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 7
                                                        2 Reviews
                                                          • 5 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 15
                                                          9
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            4
                                                              • 5 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              1 Review
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                  • 9 BR
                                                                  • 9 BA
                                                                  • 2 HF BA
                                                                  • Sleeps 24
                                                                    • 10 BR
                                                                    • 10 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 20
                                                                    14
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 7
                                                                        • 5 BR
                                                                        • 8 BA
                                                                        • Sleeps 12
                                                                        6
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                                • 5 BR
                                                                                • 8 BA
                                                                                • Sleeps 24
                                                                                14
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                    • 5 BR
                                                                                    • 5 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 12
                                                                                    1 Review
                                                                                      • 6 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 13
                                                                                        • 5 BR
                                                                                        • 5 BA
                                                                                        • Sleeps 10
                                                                                          • 2 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 4
                                                                                          4
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            56
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              27
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 6
                                                                                                4
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  4
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 12
                                                                                                    35
                                                                                                    • 1 - 50 of 1,897
                                                                                                     

                                                                                                    Recent Cortona Reviews

                                                                                                    A magnificent hillside villa on the Tuscan-Umbria border.

                                                                                                    5 of 5
                                                                                                    A dream of mine had been to take my family to Europe for a summer once the kids were old enough (now 8, 8 and 10) to really appreciate a foreign country and its culture. As part of the experience, we stayed in large cities (Rome and Florence), small cities (Lucca) and finished our trip with two wonderful weeks relaxing at Villa Caprile. It was the perfect ending to a wonderful summer. The villa is absolutely stunning with views that pictures and words cannot describe. My favourite thing to do was to walk around the corner from the pool into the outdoor kitchen where the view that came into focus just takes your breath away. And that outdoor kitchen!!! We sat and had dinner and drinks and talked for hours - just like in the Tuscan movies. The house itself is absolutely incredible and is perfectly set up for larger familes. During our stay we had several family members drop in for a couple days to stay with us for a couple nights and each bedroom has its own full bath and is very well separated from the main living area of the house - providing plenty of privacy when needed. It was the perfect Tuscan experience. It was also a great jumping off point for trips to some of the most beautiful and historic towns in Italy- Cortona, Siena, Pienza, Assisi, San Gimignano, Multepulciano, Arezzo, and much much more. All easy day trips from the Villa with plenty of time to get back and relax at the pool at the end of the day. Lastly, both Dianne (the owner) and Antonella (the caretaker) were absolutely incredible during our stay. Both responding in minutes (yes minutes) to even the smallest question we had and we really appreciated it.
                                                                                                    • Submitted: Aug 20, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Beautiful view and Oustanding home

                                                                                                    5 of 5
                                                                                                    The view is amazing and the house has a lot of loving touches. There are many special small amenities, small appliances that are well thought out. The muiltiple outside areas are peaceful and inviting. The inside is fabulous. I cant think of a more well appointed house. Barbara drove us in town the first night after an exhausting drive. Very sweet. The house is easy to find once you drive it one time, but I would recommend that you arrive in the day the first time so you get the hang of it. It is not hard once you have done it once. The view of the island makes it all the more fun to go to by ferry. Lots to do in the area.
                                                                                                    • Submitted: Jul 27, 2016
                                                                                                    • Stayed: Jun 2016

                                                                                                    Beautiful apartment!

                                                                                                    5 of 5
                                                                                                    We were met upon arrival by the owner's wonderful sister who has a very nice shop a few doors down. The apartment was clean with firm but comfortable beds, nice kitchenette with coffee maker and good wifi. The master bedroom has 2 twins that can be made into a double bed and the attached bathroom is large and beautiful with great water pressure. The location is central yet the apartment is quiet. When looking for an apartment for myself and daughter this seemed the best bet and we were not disappointed. Cortona has many restaurants with gluten free options, great views and a beautiful museum. I recommend this apartment.
                                                                                                    • Submitted: Jul 15, 2016
                                                                                                    • Stayed: Jun 2016