In about 1960 my grandparents bought a tiny house, in the fishing village of Istachatta Florida (Google it) to spend winters in. I think this was taken in 1962 or 1963. That is my oldest brother on the porch, with my sister who is almost 2 years older than I am. The white car was my father's, the blue car was my grandfathers. When my grandfather replaced the blue car, my father bought the blue one, it is the car we drove to Arizona twice.
The first little house in Florida, didn't have an indoor bathroom when they bought it, the bathroom was installed just before we visited that winter.
Did your family have a vacation home?