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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 252
Additional fees apply. Taxes may be added.
    • 3 BR
    • 1 BA
    • Sleeps 7
    2 Reviews
      • 2 BR
      • 2 BA
      • Sleeps 4
      4
        • 5 BR
        • 2 BA
        • Sleeps 9
        1 Review
          NEW!
          • 2 BR
          • 2 BA
          • Sleeps 4
            • 4 BR
            • 3 BA
            • Sleeps 8
              NEW!
              • 3 BR
              • 2 BA
              • Sleeps 7
                NEW!
                • 3 BR
                • 3 BA
                • Sleeps 6
                  • 9 BR
                  • 6 BA
                  • 1 HF BA
                  • Sleeps 17
                    • 4 BR
                    • 4 BA
                    • Sleeps 10
                      NEW!
                      • 4 BR
                      • 3 BA
                      • Sleeps 8
                        • 4 BR
                        • 3 BA
                        • Sleeps 8
                        1 Review
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                              NEW!
                              • 8 BR
                              • 7 BA
                              • 4 HF BA
                              • Sleeps 18
                                • 5 BR
                                • 4 BA
                                • Sleeps 12
                                1 Review
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  4
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    5
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      5
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 3
                                        8
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 3
                                          2 Reviews
                                            Exceptional! 5.0/5
                                            (9 reviews)
                                            $75
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 3
                                            9
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                4
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  4
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    1 Review
                                                      NEW!
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        2 Reviews
                                                          Exceptional! 5.0/5
                                                          (30 reviews)
                                                          $71
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          30
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            6
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              3
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                1 Review
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    1 Review
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      11
                                                                        • 3 BR
                                                                        • 5 HF BA
                                                                        • Sleeps 8
                                                                        1 Review
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                            • 2 BR
                                                                            • 1 HF BA
                                                                            • Sleeps 4
                                                                              • 5 BR
                                                                              • 5 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 10
                                                                              1 Review
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                  • 6 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 12
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    5
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      7
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        6
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          3
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 6
                                                                                            3
                                                                                            • 1 - 50 of 252
                                                                                             

                                                                                            Recent Cortona Reviews

                                                                                            Quaint and comfortable with a beautiful view!

                                                                                            5 of 5
                                                                                            We were a family of 5 with 3 adult children, looking for a space to enjoy Cortona and the surrounding area in comfort and with a terrace to enjoy our morning coffee and evening aperitif. We found that place and more. The best part about this place, besides the cleanliness, newness (it was just remodeled with a classic, yet modern feel) and comfort, was that the people at Terretrusche, the vacation property which rents this unit, are fabulous! We asked Marta if she could help us arrange to have a photographer take our family photos throughout Cortona and she not only arranged it, she went with us in order to translate. She and her colleagues were entirely accommodating with every thing we could need
                                                                                            • Submitted: Sep 18, 2016
                                                                                            • Stayed: May 2016

                                                                                            Beautiful Family-Friendly Tuscan Farm Near Cortona

                                                                                            5 of 5
                                                                                            I cannot recommend this property enough! The farm is located in the Tuscan hillside, near Cortona and is great for families or anyone who wants to relax in the countryside. There's a pool, trampoline, swing-set, treehouse, and all other gear needed for kids with young kids. The surrounding area is absolutely beautiful and Margaret and Maurizio could not be nicer hosts. We recently stayed there with our five year old and 7 month old. Both kids were exhausted when we arrived after our long plane ride from the U.S. and we forgot to swing by a grocery store, which is a bit of a drive from the location. Maurizio actually went grocery shopping for us and Margaret brought a plate of dinner for them while they waited. The two of them and their family are so incredibly welcoming and generous - we can't wait to stay there again!
                                                                                            • Submitted: Aug 24, 2016
                                                                                            • Stayed: Aug 2016

                                                                                            Paradise

                                                                                            5 of 5
                                                                                            A 750-year old beautifully appointed Tuscan villa about 15 minutes east of the town of Cortona – with charming hosts Margaret and Maurizio who ensure you feel like a part of their family. Magnificent views of the Tuscan hills, absolute peace and quiet – does it get any better? Into the Cortona square to meet some locals and observe the passeggiata with our hosts. Cooking wood fired pizzas together, talking Brexit, EU and politics. This is why we came to Tuscany. We used the villa as a base to visit towns like Spello, Gubbio, Bagni San Filippo and many other places in between. There are a few small restaurants that are a short driving distance, great for dinner or a beer overlooking the spectacular valley. We self-catered for breakfast in the well-appointed kitchen, with supermarkets available in Camucia, just down the hill from Cortona. The Camucia market is also very well stocked with all kinds of local fresh produce. Having no TV meant that we could all do lots of reading, but fast WiFi is available for your use. I cannot recommend this rental highly enough. Thanks Margaret and Maurizo for all your guidance and advice.
                                                                                            • Submitted: Aug 21, 2016
                                                                                            • Stayed: Jun 2016