Using automation can certainly help at scale for easy things, but if you have one STR and can't be bothered to respond promptly to your guest, I can guarantee this business will not go well for you.

I can also send you a separate message on where to find other meetups as well.

You can consider the medium term route as a possbility as well so you can still occupy it for a few weeks a year.  

I actually like brush strokes in old houses as well.

Well I am a limited partner and retired on caah flow.

Well-maintained homes: Homeowners tend to spend more time and money maintaining their homes, which contributes to the overall quality of the neighborhood.

Hope all goes well.

According to your numbers, I would say to keep it as a STR but as a few others have said, look at different vacancy rates as well management fees.

I've done this with my properties because I'm well known in my small town and don't want people to know what I own.LEGAL PROTECTION: By placing your assets in an LLC, you are legally separating them from your personal assets.

If you are single or married with a small child, buying a duplex or 4plex should work well.