Holiday Villas in Cortona

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4,397 Holiday homes

(2) Excellent 

    24

    Farm by Tonino

    Cortona / Mercatale

    2 3 1 night min

    • 2 bedrooms
    • sleeps 3
    • 1 night min
    • Child friendly
    • Pet friendly
    • Private garden

    from £51 / night

    £352 / week

    Book View

    from £51 / night

      30

      La limonaia, romantic shelter laid on the hill.

      Province of Arezzo / Cortona

      1 2 7 nights min

      • 1 bedroom
      • sleeps 2
      • 7 nights min
      • Swimming pool
      • Child friendly
      • Air conditioning

      from £101 / night

      £704 - £804 / week

      Book View

      from £101 / night

      (2) Excellent 

        31

        Villa Diana's Garden

        Cortona / Montecchio

        6 12 7 nights min

        • 6 bedrooms
        • sleeps 12
        • 7 nights min
        • Swimming pool
        • Child friendly
        • Air conditioning

        from £287 / night

        £2,006 - £3,509 / week

        Book View

        from £287 / night

          22

          Villa del Cardinale

          Province of Arezzo / Cortona

          2 4 7 nights min

          • 2 bedrooms
          • sleeps 4
          • 7 nights min
          • Swimming pool
          • Child friendly
          • Air conditioning

          from £144 / night

          £1,005 - £1,608 / week

          Book View

          from £144 / night

            40

            Casa Melody pool with amazing view on the valley

            Province of Arezzo / Cortona

            3 6 7 nights min

            • 3 bedrooms
            • sleeps 6
            • 7 nights min
            • Swimming pool
            • Child friendly
            • Pet friendly

            from £144 / night

            £1,005 - £2,803 / week

            Book View

            from £144 / night

              21

              Casa Contadina, cozy villa among Cortona hills

              Province of Arezzo / Cortona

              2 4 7 nights min

              • 2 bedrooms
              • sleeps 4
              • 7 nights min
              • Swimming pool
              • Pet friendly
              • Private garden

              from £100 / night

              £698 - £1,301 / week

              Book View

              from £100 / night

                31

                Il Nido, quiet tuscan countryside

                Province of Arezzo / Cortona

                2 4 7 nights min

                • 2 bedrooms
                • sleeps 4
                • 7 nights min
                • Swimming pool
                • Air conditioning
                • Private garden

                from £122 / night

                £854 - £2,009 / week

                Book View

                from £122 / night

                  31

                  The Garden Villa Silvana

                  Province of Arezzo / Cortona

                  6 11 7 nights min

                  • 6 bedrooms
                  • sleeps 11
                  • 7 nights min
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £216 / night

                  £1,507 - £2,512 / week

                  Book View

                  from £216 / night

                    19

                    Villa The Squeegee: a cozy stone House in Cortona

                    Cortona / Mercatale

                    3 6 7 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 7 nights min
                    • Swimming pool
                    • Child friendly
                    • Pet friendly

                    from £134 / night

                    £934 - £1,864 / week

                    Book View

                    from £134 / night

                      25

                      Suite Laura Charming Apartment

                      Province of Arezzo / Cortona

                      Studio 2 3 nights min

                      • Studio
                      • sleeps 2
                      • 3 nights min

                      from £80 / night

                      £690 / week

                      Book View

                      from £80 / night

                        41

                        Villa Eugenio: Classic Tuscan Villa (7 people).

                        Province of Arezzo / Cortona

                        4 7 7 nights min

                        • 4 bedrooms
                        • sleeps 7
                        • 7 nights min
                        • Swimming pool
                        • Air conditioning
                        • Private garden

                        from £223 / night

                        £1,557 - £2,481 / week

                        Book View

                        from £223 / night

                          30

                          Borgo Delle Spighe: farmhouse with large pool in wonderful panoramic location

                          Cortona / Cignano

                          7 19 7 nights min

                          • 7 bedrooms
                          • sleeps 19
                          • 7 nights min
                          • Swimming pool
                          • Child friendly
                          • Air conditioning

                          from £285 / night

                          £1,992 - £4,268 / week

                          Book View

                          from £285 / night

                            61

                            Villa Eugenio: Classic Tuscan Villa (9 people)

                            Province of Arezzo / Cortona

                            5 9 7 nights min

                            • 5 bedrooms
                            • sleeps 9
                            • 7 nights min
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            from £223 / night

                            £1,557 - £3,200 / week

                            Book View

                            from £223 / night

                              28

                              Villa Topazio

                              Province of Arezzo / Cortona

                              5 10 7 nights min

                              • 5 bedrooms
                              • sleeps 10
                              • 7 nights min
                              • Swimming pool
                              • Air conditioning
                              • Private garden

                              from £328 / night

                              £2,294 - £3,664 / week

                              Book View

                              from £328 / night

                                27

                                Cottage I Frati

                                Province of Arezzo / Cortona

                                4 7 7 nights min

                                • 4 bedrooms
                                • sleeps 7
                                • 7 nights min
                                • Swimming pool
                                • Child friendly
                                • Air conditioning

                                from £184 / night

                                £1,286 - £2,411 / week

                                Book View

                                from £184 / night

                                  14

                                  apartment balance

                                  Province of Arezzo / Cortona

                                  1 5 3 nights min

                                  • 1 bedroom
                                  • sleeps 5
                                  • 3 nights min
                                  • Swimming pool
                                  • Child friendly
                                  • Pet friendly

                                  from £81 / night

                                  £562 / week

                                  Book View

                                  from £81 / night

                                    30

                                    Villa Valerie

                                    Province of Arezzo / Cortona

                                    4 8 7 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Private garden

                                    from £287 / night

                                    £2,009 - £3,516 / week

                                    Book View

                                    from £287 / night

                                      35

                                      San Martino, gracious panoramic villa in cortona

                                      Province of Arezzo / Cortona

                                      5 10 7 nights min

                                      • 5 bedrooms
                                      • sleeps 10
                                      • 7 nights min
                                      • Swimming pool
                                      • Air conditioning
                                      • Private garden

                                      from £258 / night

                                      £1,805 - £2,958 / week

                                      Book View

                                      from £258 / night

                                        15

                                        Staioro Luxury

                                        Province of Arezzo / Cortona

                                        2 4 7 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 7 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        from £129 / night

                                        £900 - £1,200 / week

                                        Book View

                                        from £129 / night

                                          13

                                          lion apartment

                                          Province of Arezzo / Cortona

                                          2 4 3 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 3 nights min
                                          • Swimming pool
                                          • Child friendly
                                          • Pet friendly

                                          from £101 / night

                                          £704 / week

                                          Book View

                                          from £101 / night

                                            18

                                            country house

                                            Province of Arezzo / Cortona

                                            2 4 1 night min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 1 night min
                                            • Swimming pool
                                            • Child friendly
                                            • Pet friendly

                                            from £121 / night

                                            £653 - £1,285 / week

                                            Book View

                                            from £121 / night

                                              38

                                              Villa Femar

                                              Province of Arezzo / Cortona

                                              2 5 7 nights min

                                              • 2 bedrooms
                                              • sleeps 5
                                              • 7 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £359 / night

                                              £2,510 / week

                                              Book View

                                              from £359 / night

                                                46

                                                Villa Eugenio (13 people)

                                                Province of Arezzo / Cortona

                                                6 13 7 nights min

                                                • 6 bedrooms
                                                • sleeps 13
                                                • 7 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning

                                                from £314 / night

                                                £2,195 - £3,630 / week

                                                Book View

                                                from £314 / night

                                                  14

                                                  apartment Sagittarius

                                                  Province of Arezzo / Cortona

                                                  2 6 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Child friendly
                                                  • Pet friendly
                                                  • Private garden

                                                  from £111 / night

                                                  £774 / week

                                                  Book View

                                                  from £111 / night

                                                    12

                                                    apartment twins

                                                    Province of Arezzo / Cortona

                                                    1 4 3 nights min

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • 3 nights min
                                                    • Child friendly
                                                    • Pet friendly
                                                    • Private garden

                                                    from £81 / night

                                                    £563 / week

                                                    Book View

                                                    from £81 / night

                                                      14

                                                      The Window on the Square, intimate nest

                                                      Province of Arezzo / Cortona

                                                      1 2 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 3 nights min
                                                      • Child friendly

                                                      from £111 / night

                                                      £653 / week

                                                      Book View

                                                      from £111 / night

                                                        19

                                                        Alley Papascello

                                                        Province of Arezzo / Cortona

                                                        4 8 3 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 3 nights min
                                                        • Child friendly
                                                        • Air conditioning
                                                        • Pet friendly

                                                        from £181 / night

                                                        £1,266 / week

                                                        Book View

                                                        from £181 / night

                                                          14

                                                          Vicolo Boccadoro

                                                          Province of Arezzo / Cortona

                                                          3 6 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Child friendly
                                                          • Air conditioning
                                                          • Pet friendly

                                                          from £161 / night

                                                          £1,125 / week

                                                          Book View

                                                          from £161 / night

                                                            39

                                                            Dafne 3000

                                                            Province of Arezzo / Cortona

                                                            1 4 1 night min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 1 night min
                                                            • Child friendly
                                                            • Private garden

                                                            from £101 / night

                                                            £704 / week

                                                            Book View

                                                            from £101 / night

                                                              40

                                                              Appartamento del Capitano: you'll be just in Town!

                                                              Province of Arezzo / Cortona

                                                              3 6 3 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Pet friendly

                                                              from £151 / night

                                                              £754 / week

                                                              Book View

                                                              from £151 / night

                                                                57

                                                                Cortona / Creti

                                                                6 14 7 nights min

                                                                • 6 bedrooms
                                                                • sleeps 14
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Private garden

                                                                from £359 / night

                                                                £2,512 - £3,817 / week

                                                                Book View

                                                                from £359 / night

                                                                  61

                                                                  Cortona / Creti

                                                                  5 14 min stay varies

                                                                  • 5 bedrooms
                                                                  • sleeps 14
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £358 / night

                                                                  £2,507 - £3,810 / week

                                                                  Book View

                                                                  from £358 / night

                                                                  (1) Excellent 

                                                                    31

                                                                    Province of Arezzo / Cortona

                                                                    2 4 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 3 nights min
                                                                    • Child friendly

                                                                    from £108 / night

                                                                    £754 - £935 / week

                                                                    Book View

                                                                    from £108 / night

                                                                    (1) Excellent 

                                                                      20

                                                                      Cortona / Fratta Santa Caterina

                                                                      2 3 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 3
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 15 km
                                                                      • Swimming pool

                                                                      from £67 / night

                                                                      £504 - £699 / week

                                                                      Book View

                                                                      from £67 / night

                                                                      (2) Excellent 

                                                                        54

                                                                        Cortona / Montecchio

                                                                        2 4 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £122 / night

                                                                        £854 - £2,009 / week

                                                                        Book View

                                                                        from £122 / night

                                                                          59

                                                                          Province of Arezzo / Cortona

                                                                          4 10 7 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 10
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child friendly

                                                                          from £215 / night

                                                                          £1,506 - £3,162 / week

                                                                          Book View

                                                                          from £215 / night

                                                                          (10) Excellent 

                                                                            26

                                                                            Cortona / Montecchio

                                                                            6 12 7 nights min

                                                                            • 6 bedrooms
                                                                            • sleeps 12
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £287 / night

                                                                            £2,009 - £3,516 / week

                                                                            Book View

                                                                            from £287 / night

                                                                            (4) Excellent 

                                                                              39

                                                                              Province of Arezzo / Cortona

                                                                              1 6 4 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 6
                                                                              • 4 nights min
                                                                              • Child friendly
                                                                              • Car not necessary
                                                                              • Pet friendly

                                                                              from £86 / night

                                                                              £598 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 37 minutes

                                                                              from £86 / night

                                                                                31

                                                                                Province of Arezzo / Cortona

                                                                                4 8 min stay varies

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £252 / night

                                                                                £1,507 - £3,164 / week

                                                                                Book View

                                                                                from £252 / night

                                                                                (3) Very Good 

                                                                                  19

                                                                                  Cortona / Fratta Santa Caterina

                                                                                  1 4 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 4
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Nearest beach 15 km
                                                                                  • Swimming pool

                                                                                  from £74 / night

                                                                                  £561 - £790 / week

                                                                                  Book View

                                                                                  from £74 / night