Houses in Summerland Key – Holiday Lettings - Holiday Rentals Summerland Key

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129 Holiday homes

(1) Excellent 

    20

    Holiday home with swimming pool in Summerland Key

    Lower Keys / Summerland Key

    3 10 30 nights min

    • 3 bedrooms
    • sleeps 10
    • 30 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child friendly

    from £158 / night

    £1,103 / week

    Book View

    from £158 / night

    (1) Excellent 

      25

      Summerland Key holiday home rental

      Lower Keys / Summerland Key

      4 8 7 nights min

      • 4 bedrooms
      • sleeps 8
      • 7 nights min
      • Swimming pool
      • Child friendly
      • Air conditioning

      from £303 / night

      £2,116 / week

      Book View

      from £303 / night

        19

        Holiday home in Summerland Key

        Lower Keys / Summerland Key

        3 6 28 nights min

        • 3 bedrooms
        • sleeps 6
        • 28 nights min
        • Swimming pool
        • Child friendly
        • Air conditioning

        from £163 / night

        £1,137 / week

        Enquire View

        from £163 / night

          0

          Holiday home with swimming pool in Summerland Key

          Lower Keys / Summerland Key

          3 6 28 nights min

          • 3 bedrooms
          • sleeps 6
          • 28 nights min
          • Swimming pool
          • Child friendly
          • Car not necessary

          from £159 / night

          £1,111 / week

          Book View

          from £159 / night

            13

            Holiday home in Summerland Key

            Lower Keys / Summerland Key

            3 6 30 nights min

            • 3 bedrooms
            • sleeps 6
            • 30 nights min
            • Ask owner if suitable for children
            • Air conditioning
            • Pet friendly

            from £83 / night

            £575 / week

            Enquire View

            from £83 / night

              17

              Holiday home in Summerland Key

              Lower Keys / Summerland Key

              3 8 28 nights min

              • 3 bedrooms
              • sleeps 8
              • 28 nights min
              • Child friendly

              from £207 / night

              £1,444 / week

              Enquire View

              from £207 / night

                13

                Home rental in Summerland Key with swimming pool

                Lower Keys / Summerland Key

                5 8 30 nights min

                • 5 bedrooms
                • sleeps 8
                • 30 nights min
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £221 / night

                £1,543 / week

                Book View

                from £221 / night

                  22

                  Holiday home in Summerland Key

                  Lower Keys / Summerland Key

                  4 8 30 nights min

                  • 4 bedrooms
                  • sleeps 8
                  • 30 nights min
                  • Ask owner if suitable for children
                  • Air conditioning
                  • Ask about pets

                  from £154 / night

                  £1,078 / week

                  Enquire View

                  from £154 / night

                  (1) Excellent 

                    51

                    Summerland Key holiday home rental

                    Lower Keys / Summerland Key

                    3 8 30 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 30 nights min
                    • Swimming pool
                    • Child friendly
                    • Air conditioning

                    from £324 / night

                    £2,263 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 34 minutes

                    from £324 / night

                      13

                      Holiday home in Summerland Key

                      Lower Keys / Summerland Key

                      3 6 30 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 30 nights min
                      • Ask owner if suitable for children
                      • Air conditioning
                      • Pet friendly

                      from £167 / night

                      £1,168 / week

                      Enquire View

                      from £167 / night

                        21

                        Summerland Key holiday home rental

                        Lower Keys / Summerland Key

                        3 8 28 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 28 nights min
                        • Child friendly

                        from £344 / night

                        £2,409 / week

                        Enquire View

                        from £344 / night

                          27

                          Home rental in Summerland Key

                          Lower Keys / Summerland Key

                          5 10 30 nights min

                          • 5 bedrooms
                          • sleeps 10
                          • 30 nights min
                          • Beach / lakeside relaxation
                          • Child friendly
                          • Air conditioning

                          from £588 / night

                          £4,113 / week

                          Book View

                          from £588 / night

                            12

                            Holiday home in Summerland Key

                            Lower Keys / Summerland Key

                            2 4 30 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 30 nights min
                            • Ask owner if suitable for children
                            • Air conditioning
                            • Ask about pets

                            from £67 / night

                            £467 / week

                            Enquire View

                            from £67 / night

                              18

                              Holiday home in Summerland Key

                              Lower Keys / Summerland Key

                              3 6 30 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 30 nights min
                              • Ask owner if suitable for children
                              • Air conditioning
                              • Ask about pets

                              from £77 / night

                              £539 / week

                              Enquire View

                              from £77 / night

                                24

                                Holiday home rental

                                Lower Keys / Summerland Key

                                3 6 30 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 30 nights min
                                • Ask owner if suitable for children
                                • Air conditioning
                                • Pet friendly

                                from £206 / night

                                £1,437 / week

                                Enquire View

                                from £206 / night

                                  14

                                  Holiday home in Summerland Key

                                  Lower Keys / Summerland Key

                                  2 4 30 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 30 nights min
                                  • Ask owner if suitable for children
                                  • Air conditioning
                                  • Ask about pets

                                  from £93 / night

                                  £647 / week

                                  Enquire View

                                  from £93 / night

                                    12

                                    Holiday home in Summerland Key

                                    Lower Keys / Summerland Key

                                    3 6 30 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 30 nights min
                                    • Ask owner if suitable for children
                                    • Air conditioning
                                    • Pet friendly

                                    from £154 / night

                                    £1,078 / week

                                    Enquire View

                                    from £154 / night

                                      18

                                      Holiday home in Summerland Key

                                      Lower Keys / Summerland Key

                                      3 6 30 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 30 nights min
                                      • Ask owner if suitable for children
                                      • Air conditioning
                                      • Pet friendly

                                      from £130 / night

                                      £906 / week

                                      Enquire View

                                      from £130 / night

                                      Great rentals within 20 miles that match your search

                                      Distance approx 6.35 miles from Summerland Key Show on Map

                                        16

                                        Holiday home in Big Pine Key

                                        Florida Keys / Big Pine Key

                                        3 6 30 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 30 nights min
                                        • Ask owner if suitable for children
                                        • Air conditioning
                                        • Pet friendly

                                        from £77 / night

                                        £536 / week

                                        Enquire View

                                        from £77 / night

                                        Distance approx 2.15 miles from Summerland Key Show on Map

                                          15

                                          Holiday home in Ramrod Key

                                          Florida Keys / Ramrod Key

                                          3 6 30 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 30 nights min
                                          • Ask owner if suitable for children
                                          • Air conditioning
                                          • Pet friendly

                                          from £92 / night

                                          £644 / week

                                          Enquire View

                                          from £92 / night

                                          Distance approx 2.15 miles from Summerland Key Show on Map

                                            16

                                            Cudjoe Key holiday home rental

                                            Florida Keys / Cudjoe Key

                                            2 4 30 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 30 nights min
                                            • Ask owner if suitable for children
                                            • Air conditioning
                                            • Ask about pets

                                            from £71 / night

                                            £492 / week

                                            Enquire View

                                            from £71 / night

                                            Distance approx 5.19 miles from Summerland Key Show on Map

                                              16

                                              Little Torch Key holiday home rental

                                              Lower Keys / Little Torch Key

                                              3 6 30 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 30 nights min
                                              • Ask owner if suitable for children
                                              • Air conditioning
                                              • Pet friendly

                                              from £95 / night

                                              £664 / week

                                              Enquire View

                                              from £95 / night

                                              Distance approx 2.52 miles from Summerland Key Show on Map

                                                14

                                                Holiday home in Ramrod Key

                                                Florida Keys / Ramrod Key

                                                3 6 30 nights min

                                                • 3 bedrooms
                                                • sleeps 6
                                                • 30 nights min
                                                • Ask owner if suitable for children
                                                • Air conditioning
                                                • Pet friendly

                                                from £80 / night

                                                £556 / week

                                                Enquire View

                                                from £80 / night

                                                Distance approx 18.97 miles from Summerland Key

                                                  16

                                                  Holiday condo with shared pool in Stock Island

                                                  Florida Keys / Stock Island

                                                  2 4 1 night min

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

                                                  from £286 / night

                                                  £4,312 / week

                                                  Book View

                                                  from £286 / night

                                                  Distance approx 2.48 miles from Summerland Key Show on Map

                                                    17

                                                    Holiday home in Ramrod Key

                                                    Florida Keys / Ramrod Key

                                                    2 6 30 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 30 nights min
                                                    • Child friendly
                                                    • Air conditioning
                                                    • Private garden

                                                    from £103 / night

                                                    £719 / week

                                                    Book View

                                                    from £103 / night

                                                    Distance approx 5.48 miles from Summerland Key Show on Map

                                                      35

                                                      Holiday home in Big Pine Key

                                                      Florida Keys / Big Pine Key

                                                      2 9 28 nights min

                                                      • 2 bedrooms
                                                      • sleeps 9
                                                      • 28 nights min
                                                      • Child friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      from £76 / night

                                                      £530 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 40 minutes

                                                      from £76 / night

                                                      Distance approx 7.34 miles from Summerland Key

                                                        11

                                                        Holiday home in Sugarloaf

                                                        Florida Keys / Sugarloaf

                                                        5 9 28 nights min

                                                        • 5 bedrooms
                                                        • sleeps 9
                                                        • 28 nights min
                                                        • Child friendly
                                                        • Pet friendly

                                                        from £249 / night

                                                        £1,737 / week

                                                        Book View

                                                        from £249 / night

                                                        Distance approx 6.49 miles from Summerland Key

                                                        (1)  

                                                          16

                                                          Holiday home in Big Pine Key

                                                          Florida Keys / Big Pine Key

                                                          4 8 30 nights min

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • 30 nights min
                                                          • Ask owner if suitable for children
                                                          • Air conditioning
                                                          • Ask about pets

                                                          from £154 / night

                                                          £1,076 / week

                                                          Enquire View

                                                          from £154 / night

                                                          Distance approx 4.93 miles from Summerland Key Show on Map

                                                            10

                                                            Holiday home in Big Pine Key

                                                            Florida Keys / Big Pine Key

                                                            2 4 30 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 30 nights min
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £101 / night

                                                            £704 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 36 minutes

                                                            from £101 / night

                                                            Distance approx 2.33 miles from Summerland Key Show on Map

                                                              11

                                                              Holiday home in Cudjoe Key

                                                              Florida Keys / Cudjoe Key

                                                              3 6 30 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 30 nights min
                                                              • Ask owner if suitable for children
                                                              • Air conditioning
                                                              • Ask about pets

                                                              from £103 / night

                                                              £719 / week

                                                              Enquire View

                                                              from £103 / night

                                                              Distance approx 3.62 miles from Summerland Key Show on Map

                                                                16

                                                                Big Pine Key holiday home rental

                                                                Florida Keys / Big Pine Key

                                                                1 4 30 nights min

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • 30 nights min
                                                                • Child friendly
                                                                • Air conditioning
                                                                • Ask about pets

                                                                from £125 / night

                                                                £876 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 2 minutes

                                                                from £125 / night

                                                                Distance approx 2.05 miles from Summerland Key Show on Map

                                                                  62

                                                                  Home rental in Cudjoe Key

                                                                  Florida Keys / Cudjoe Key

                                                                  2 6 28 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 28 nights min
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £111 / night

                                                                  £771 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 42 minutes

                                                                  from £111 / night

                                                                  Distance approx 2.42 miles from Summerland Key Show on Map

                                                                    19

                                                                    Holiday home in Cudjoe Key

                                                                    Florida Keys / Cudjoe Key

                                                                    2 4 30 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 30 nights min
                                                                    • Ask owner if suitable for children
                                                                    • Air conditioning
                                                                    • Pet friendly

                                                                    from £73 / night

                                                                    £512 / week

                                                                    Enquire View

                                                                    from £73 / night

                                                                    Distance approx 5.49 miles from Summerland Key

                                                                      19

                                                                      Holiday home in Sugarloaf

                                                                      Florida Keys / Sugarloaf

                                                                      3 6 30 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 30 nights min
                                                                      • Ask owner if suitable for children
                                                                      • Air conditioning
                                                                      • Ask about pets

                                                                      from £145 / night

                                                                      £1,015 / week

                                                                      Enquire View

                                                                      from £145 / night

                                                                      Distance approx 5.28 miles from Summerland Key Show on Map

                                                                        13

                                                                        Home accommodation in Big Pine Key

                                                                        Florida Keys / Big Pine Key

                                                                        3 10 30 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 10
                                                                        • 30 nights min
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        • Private garden

                                                                        from £133 / night

                                                                        £925 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 41 minutes

                                                                        from £133 / night

                                                                        Distance approx 2.47 miles from Summerland Key Show on Map

                                                                          14

                                                                          Holiday home in Cudjoe Key

                                                                          Florida Keys / Cudjoe Key

                                                                          3 6 30 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 30 nights min
                                                                          • Ask owner if suitable for children
                                                                          • Air conditioning
                                                                          • Pet friendly

                                                                          from £82 / night

                                                                          £575 / week

                                                                          Enquire View

                                                                          from £82 / night

                                                                          Distance approx 18.98 miles from Summerland Key

                                                                          (3) Excellent 

                                                                            9

                                                                            Holiday yacht rental

                                                                            Florida Keys / Key West

                                                                            3 6 3 nights min

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

                                                                            from £308 / night

                                                                            £1,718 - £2,335 / week

                                                                            Book View

                                                                            from £308 / night

                                                                            Distance approx 9.55 miles from Summerland Key

                                                                              8

                                                                              Holiday home in Sugarloaf

                                                                              Florida Keys / Sugarloaf

                                                                              3 6 30 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 30 nights min
                                                                              • Ask owner if suitable for children
                                                                              • Air conditioning
                                                                              • Pet friendly

                                                                              from £111 / night

                                                                              £772 / week

                                                                              Enquire View

                                                                              from £111 / night

                                                                              Distance approx 2.81 miles from Summerland Key Show on Map

                                                                                13

                                                                                Holiday home in Cudjoe Key

                                                                                Florida Keys / Cudjoe Key

                                                                                3 6 28 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 28 nights min
                                                                                • Ask owner if suitable for children
                                                                                • Air conditioning
                                                                                • Ask about pets

                                                                                from £151 / night

                                                                                £1,058 / week

                                                                                Enquire View

                                                                                from £151 / night

                                                                                Distance approx 5.91 miles from Summerland Key Show on Map

                                                                                  28

                                                                                  Holiday home in Big Pine Key

                                                                                  Florida Keys / Big Pine Key

                                                                                  4 12 30 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 12
                                                                                  • 30 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £221 / night

                                                                                  £1,542 / week

                                                                                  Book View

                                                                                  from £221 / night

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