Houses in Old Man Bay and Condos – Holiday Lettings - Holiday Rentals Old Man Bay

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

331 Holiday homes

(25) Very Good 

    23

    Holiday home in Old Man Bay

    Grand Cayman / Old Man Bay

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Swimming pool
    • Child friendly
    • Air conditioning

    from £607 / night

    £4,248 / week

    Book View

    from £607 / night

    (13) Excellent 

      31

      Home rental in Old Man Bay with swimming pool

      Grand Cayman / Old Man Bay

      4 8 min stay varies

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

      from £616 / night

      £4,308 / week

      Book View

      from £616 / night

      (44) Excellent 

        12

        Holiday apartment in Old Man Bay

        Grand Cayman / Old Man Bay

        3 6 5 nights min

        • 3 bedrooms
        • sleeps 6
        • 5 nights min
        • Beach / lakeside relaxation
        • Swimming pool
        • Child friendly

        from £196 / night

        £1,370 / week

        Book View

        Responds fast!
        avg. 2 hours 26 minutes

        from £196 / night

        (1) Excellent 

          23

          Holiday condo letting

          Grand Cayman / Old Man Bay

          3 6 4 nights min

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

          from £248 / night

          £1,736 / week

          Book View

          Responds fast!
          avg. 1 hour 52 minutes

          from £248 / night

          (13) Excellent 

            27

            Old Man Bay holiday home rental

            Grand Cayman / Old Man Bay

            5 14 min stay varies

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

            from £737 / night

            £5,158 / week

            Book View

            from £737 / night

              23

              Old Man Bay holiday home rental

              Grand Cayman / Old Man Bay

              3 6 min stay varies

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

              from £346 / night

              £2,421 / week

              Book View

              from £346 / night

                24

                Holiday condo in Old Man Bay

                Grand Cayman / Old Man Bay

                3 8 min stay varies

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

                from £195 / night

                £1,366 / week

                Book View

                from £195 / night

                (1) Average 

                  29

                  Holiday home in Old Man Bay

                  Grand Cayman / Old Man Bay

                  6 12 min stay varies

                  • 6 bedrooms
                  • sleeps 12
                  • min stay varies
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £690 / night

                  £4,824 / week

                  Book View

                  from £690 / night

                    24

                    Holiday home in Old Man Bay

                    Grand Cayman / Old Man Bay

                    3 6 min stay varies

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

                    from £346 / night

                    £2,421 / week

                    Book View

                    from £346 / night

                    (4) Excellent 

                      24

                      Holiday home with swimming pool in Old Man Bay

                      Grand Cayman / Old Man Bay

                      3 6 min stay varies

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

                      from £315 / night

                      £2,200 - £4,955 / week

                      Enquire View

                      from £315 / night

                      Great rentals within 20 miles that match your search

                      Distance approx 3.94 miles from Old Man Bay

                        31

                        Rum Point holiday home rental

                        Grand Cayman / Rum Point

                        3 8 min stay varies

                        • 3 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Child friendly

                        from £252 / night

                        £1,762 / week

                        Book View

                        from £252 / night

                        Distance approx 14.32 miles from Old Man Bay

                        (11) Excellent 

                          29

                          Holiday condo with shared pool in Seven Mile Beach

                          Grand Cayman / Seven Mile Beach

                          4 10 7 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 7 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 0.1 km
                          • Swimming pool

                          from £1,902 / night

                          £4,792 - £14,452 / week

                          Enquire View

                          from £1,902 / night

                          Distance approx 3.98 miles from Old Man Bay

                          (1) Excellent 

                            37

                            Rum Point holiday home rental

                            Grand Cayman / Rum Point

                            3 8 min stay varies

                            • 3 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Child friendly

                            from £348 / night

                            £2,433 / week

                            Book View

                            from £348 / night

                            Distance approx 14.67 miles from Old Man Bay

                            (8) Excellent 

                              21

                              Holiday guest house in Seven Mile Beach

                              Grand Cayman / Seven Mile Beach

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 0.1 km
                              • Child friendly

                              from £174 / night

                              £953 - £2,262 / week

                              Book View

                              from £174 / night

                              Distance approx 5.69 miles from Old Man Bay

                                24

                                Holiday apartment in Bodden Town

                                Grand Cayman / Bodden Town

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Nearest beach 0.1 km
                                • Child friendly
                                • Air conditioning

                                from £58 / night

                                £997 - £1,535 / week

                                Book View

                                Responds fast!
                                avg. 59 minutes

                                from £58 / night

                                Distance approx 6.47 miles from Old Man Bay

                                  37

                                  Holiday villa in Rum Point

                                  Grand Cayman / Rum Point

                                  5 15 5 nights min

                                  • 5 bedrooms
                                  • sleeps 15
                                  • 5 nights min
                                  • Child friendly

                                  from £912 / night

                                  £6,382 - £8,774 / week

                                  Enquire View

                                  from £912 / night

                                  Distance approx 14.25 miles from Old Man Bay

                                    54

                                    Holiday condo rental

                                    Grand Cayman / West Bay

                                    4 10 min stay varies

                                    • 4 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Child friendly

                                    from £685 / night

                                    £4,792 - £14,452 / week

                                    Enquire View

                                    from £685 / night

                                    Distance approx 5.44 miles from Old Man Bay

                                      5

                                      Holiday villa with shared pool, golf nearby in East End

                                      Grand Cayman / East End

                                      1 4 7 nights min

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

                                      from £416 / night

                                      £2,910 / week

                                      Book View

                                      from £416 / night

                                      Distance approx 14.79 miles from Old Man Bay

                                        25

                                        George Town holiday villa rental

                                        Grand Cayman / George Town

                                        3 6 14 nights min

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

                                        from £5,427 / night

                                        £37,983 / week

                                        Enquire View

                                        from £5,427 / night

                                        Distance approx 13.78 miles from Old Man Bay

                                        (9) Excellent 

                                        Certificate of Excellence

                                          39

                                          Seven Mile Beach holiday apartment rental

                                          Grand Cayman / Seven Mile Beach

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Child friendly

                                          Certificate of Excellence

                                          from £248 / night

                                          £1,736 / week

                                          Book View

                                          Responds fast!
                                          avg. 42 minutes

                                          from £248 / night

                                          Distance approx 1.37 miles from Old Man Bay Show on Map

                                          (21) Excellent 

                                          Certificate of Excellence

                                            18

                                            Holiday villa in North Side

                                            Grand Cayman / North Side

                                            3 6 min stay varies

                                            • 3 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Child friendly
                                            • Air conditioning

                                            Certificate of Excellence

                                            from £248 / night

                                            £1,631 - £2,610 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 23 minutes

                                            from £248 / night

                                            Distance approx 14.27 miles from Old Man Bay

                                            (5) Excellent 

                                              37

                                              Holiday apartment with shared pool in Seven Mile Beach

                                              Grand Cayman / Seven Mile Beach

                                              4 10 7 nights min

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

                                              from £1,742 / night

                                              £5,487 - £16,548 / week

                                              Book View

                                              from £1,742 / night

                                              Distance approx 13.54 miles from Old Man Bay

                                              (8) Excellent 

                                                36

                                                Holiday guest house with golf nearby in Seven Mile Beach

                                                Grand Cayman / Seven Mile Beach

                                                6 17 min stay varies

                                                • 6 bedrooms
                                                • sleeps 17
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0 km
                                                • Child friendly

                                                from £2,352 / night

                                                £16,461 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 4 minutes

                                                from £2,352 / night

                                                Distance approx 13.78 miles from Old Man Bay

                                                (4) Excellent 

                                                  20

                                                  Holiday condo with shared pool in George Town

                                                  Grand Cayman / George Town

                                                  2 6 2 nights min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 2 nights min
                                                  • Nearest beach 0 km
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £240 / night

                                                  £1,675 / week

                                                  Book View

                                                  from £240 / night

                                                  Distance approx 15.75 miles from Old Man Bay

                                                  (2) Very Good 

                                                    21

                                                    Holiday apartment with shared pool, tennis court in West Bay

                                                    Grand Cayman / West Bay

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 2 km
                                                    • Swimming pool

                                                    from £174 / night

                                                    £1,127 - £2,097 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 30 minutes

                                                    from £174 / night

                                                    Distance approx 6.52 miles from Old Man Bay

                                                    (5) Excellent 

                                                      28

                                                      Holiday condo with shared pool in North Side

                                                      Grand Cayman / North Side

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £218 / night

                                                      £1,525 / week

                                                      Book View

                                                      from £218 / night

                                                      Distance approx 5.64 miles from Old Man Bay

                                                      (9) Very Good 

                                                        38

                                                        Condo rental in East End

                                                        Grand Cayman / East End

                                                        1 4 7 nights min

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

                                                        from £159 / night

                                                        £1,111 / week

                                                        Book View

                                                        from £159 / night

                                                        Distance approx 13.59 miles from Old Man Bay

                                                        (12) Excellent 

                                                        Certificate of Excellence

                                                          55

                                                          Holiday apartment with shared pool in Seven Mile Beach

                                                          Grand Cayman / Seven Mile Beach

                                                          1 4 3 nights min

                                                          • 1 bedroom
                                                          • sleeps 4
                                                          • 3 nights min
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child friendly

                                                          Certificate of Excellence

                                                          from £392 / night

                                                          £2,744 / week

                                                          Book View

                                                          from £392 / night

                                                          Distance approx 13.6 miles from Old Man Bay

                                                          (1) Excellent 

                                                            26

                                                            Holiday home rental

                                                            Grand Cayman / Seven Mile Beach

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £305 / night

                                                            £3,349 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 15 minutes

                                                            from £305 / night

                                                            Distance approx 6.52 miles from Old Man Bay

                                                            (3) Average 

                                                              31

                                                              Holiday condo in Rum Point

                                                              Grand Cayman / Rum Point

                                                              2 5 3 nights min

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

                                                              from £344 / night

                                                              £2,408 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 1 minutes

                                                              from £344 / night

                                                              Distance approx 5.73 miles from Old Man Bay

                                                                27

                                                                Villa accommodation in East End

                                                                Grand Cayman / East End

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £218 / night

                                                                £1,196 - £2,153 / week

                                                                Book View

                                                                from £218 / night

                                                                Distance approx 6.45 miles from Old Man Bay

                                                                (31) Excellent 

                                                                  41

                                                                  Holiday apartment in Rum Point

                                                                  Grand Cayman / Rum Point

                                                                  2 6 6 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 6 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £261 / night

                                                                  £1,827 - £2,314 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 56 minutes

                                                                  from £261 / night

                                                                  Distance approx 13.53 miles from Old Man Bay

                                                                  (1) Excellent 

                                                                    19

                                                                    Holiday apartment in Seven Mile Beach

                                                                    Grand Cayman / Seven Mile Beach

                                                                    3 6 2 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 2 nights min
                                                                    • Nearest beach 0 km
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £349 / night

                                                                    £2,178 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 4 minutes

                                                                    from £349 / night

                                                                    Distance approx 13.62 miles from Old Man Bay

                                                                    (1) Very Good 

                                                                      39

                                                                      Holiday apartment with shared pool, golf nearby in Seven Mile Beach

                                                                      Grand Cayman / Seven Mile Beach

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0 km
                                                                      • Swimming pool

                                                                      from £260 / night

                                                                      £1,088 - £4,697 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 35 minutes

                                                                      from £260 / night

                                                                      Distance approx 13.69 miles from Old Man Bay

                                                                        46

                                                                        Seven Mile Beach holiday condo rental

                                                                        Grand Cayman / Seven Mile Beach

                                                                        3 8 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Nearest beach 0 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £348 / night

                                                                        £2,433 / week

                                                                        Book View

                                                                        from £348 / night

                                                                        Distance approx 15.06 miles from Old Man Bay

                                                                          10

                                                                          West Bay holiday home rental

                                                                          Grand Cayman / West Bay

                                                                          3 10 4 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 10
                                                                          • 4 nights min
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £392 / night

                                                                          £2,744 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 15 minutes

                                                                          from £392 / night

                                                                          Distance approx 14.66 miles from Old Man Bay

                                                                            6

                                                                            West Bay holiday home rental

                                                                            Grand Cayman / West Bay

                                                                            8 16 7 nights min

                                                                            • 8 bedrooms
                                                                            • sleeps 16
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £4,349 / night

                                                                            £30,444 / week

                                                                            Book View

                                                                            from £4,349 / night

                                                                            Distance approx 14.4 miles from Old Man Bay

                                                                              37

                                                                              Seven Mile Beach holiday apartment rental

                                                                              Grand Cayman / Seven Mile Beach

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Nearest beach 0.02 km
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £339 / night

                                                                              £2,305 - £3,393 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 43 minutes

                                                                              from £339 / night

                                                                              Distance approx 14.05 miles from Old Man Bay

                                                                              (1) Excellent 

                                                                                16

                                                                                Holiday condo in Seven Mile Beach

                                                                                Grand Cayman / Seven Mile Beach

                                                                                2 4 3 nights min

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

                                                                                from £304 / night

                                                                                £2,128 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 45 minutes

                                                                                from £304 / night

                                                                                Distance approx 14.36 miles from Old Man Bay

                                                                                  7

                                                                                  Holiday villa in West Bay

                                                                                  Grand Cayman / West Bay

                                                                                  1 3 3 nights min

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

                                                                                  from £217 / night

                                                                                  £1,276 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 39 minutes

                                                                                  from £217 / night

                                                                                  Also consider