Unfortunately its the world we are operating in and I do not think Airbnb or VRBO care enough about us to change it. 

I'm only bringing this up because you mention 1) rent is always paid on time; 2) neighbors have no issues; 3) The tenant's are hardly there (which means less property wear and tear) and 4) I will also assume becuase of the first 3 here, that your property is also being cared for...... seems like picture perfect Tenants.... 

Please share any great data sources you have found or tips on evaluating areas.My 1-year goal is to purchase 3 multi-family properties, with 8 to 40 units, at least $5000/month of initial cash flow, and some opportunities to improve operations and increase cash flow.I am hoping to forge alliances with like-minded investors to fund Win-Win deals.I am so excited that I have officially started my RE Investing journey!

You bring up a good point about HOA reserves as it is a "top of the list" concern and should be researched carefully.

What are some tips for analyzing "rescue capital" investments as an LP?

Be careful back feeding with a generator.

are there any advice or tips on how can invest in STR properties in florida with bad credit?

As a Cap Rate is indicative of the risk involved in owning the property, you want to focus on doing things that make your investment less risky if a bank ever had to take over.You can make your investment less risky by doing some of the following things:- Convert all month-to-month tenants to annual leases- Implement strict minimum rental criteria- Add security cameras- Make large capital and preventative improvements (fix drainage issues, install water pressure regulators, replace old HVACs...you get the picture)- Essentially, prove with action that you are caring for the property on a long-term basisThe only way this is effective is if you document everything you are doing as well.

From what I know about Westchester County in NY, it's quite expensive.I think you need to determine whether you care more about strategy or location because it sounds like you're trying to fit a square peg in a round hole.

Definitely be careful, as most nationwide brokers will incorrectly rate you for traditional property management insurance, which almost always applies to LTRs and specifically excludes STRs in the fine print.