Hey, maybe I have something to add here...
I was in a similar space. While searching for my parents, I stumbled upon a large retirement resort community that was really nice and way less expensive than where I lived. I figured I'd buy a place while they were being built, so I could get exactly what I wanted, then I'd rent it out until I hit FIRE and was old enough to actually move there. I opted for adding a "Casita", which I outfitted for myself and did not rent out. It became my sanctuary, the perfect escape from my stressful work life.
It was too far to drive for a weekend, but I figured out I could hop on the first flight* on Saturday morning and return on the first flight Monday morning and go straight to work refreshed. I found cheap fares on Southwest, and rental cars. I used affinity programs to earn rewards. Avoiding the typical Friday/Sunday crowds made it so much easier. The first flight on a Saturday is always on time and never full. I often got a whole row and slept the entire flight. I used Hertz Gold and went straight to my pre-assigned vehicle.
Once I arrived at my tiny hideaway, I was able to unplug from my demanding work life completely. I loved my perfect little haven. I made friends in the new community and learned some valuable life lessons. Yes, if you're lucky enough to live that long, there may come a time when you can't change a ceiling light bulb, replace a smoke alarm battery or dig something out of the cupboard under the sink, things a younger person (me) could do it without a moment's hesitation. I talked to everyone, learning about their paths to retirement. I got lots of great ideas and the complete break from work was utterly refreshing. There were times when I buckled up my sealtbelt prior to takeoff on a Saturday morning and thought to myself "No one I work with has any idea where I am." Bliss!
My first tenant stayed for nine years and he still has a place in my heart. Because I bought in 2003, I was never under water, but I also didn't see great ROI for a long time, but having a secret sanctuary to escape to saved my sanity during some very stressful years. Happily, the market improved and so have the numbers. It's now a sweet moneymaker and I still enjoy using the Casita.
*Please, no air travel hate. I'm FIRE now and have more time, so I drive. In my job, I was always a business traveler, hopping on a plane was no big deal then. I think differently now. I've flown less in ten years of retirement than I did in one year in my working days.
P.S. We own three houses there now. After we got married, DH and I snagged two more when the market was down, so they cash flow nicely. We wouldn't mind a couple more, but prices are insane now. No way would I buy 20 units right now.