The property I will be purchasing is a condo with a HOA that has a 1 month minimum rental period.

As to the HOA you should have been provided or allowed to purchase the HOA documents prior to submitting your offer or obtained them during the study period.

My plan is to have a nest egg of money for each property in case things go wrong- long period of vacancy, roof/water heater/furnace replacement.

You could read 100 books and still not know enough because certain things must be learned through trial and error.

OP said they're outside of the warranty period.

Not because you are in foreclosure does it mean you are going to accept an offer below market value, or even GOING to sell your house period.

Period.

Our lease prohibits overnight guests [7+ consecutive days] and [more than 30 days within a 90 day period].

They have raised their prices double over a few months period we have been using their platform.

This is in part why most of the funds would be invested into this area.Typical syndications would yield anywhere from 6-10% cash on cash annually, and 15+% IRR over the course of the holding periods.