Real estate investment tends to go like that. 

They tend to appreciate a bit less but cash flow well.

I tend to analyze any SFH or multi that comes on the market and fits my price criteria.

Those 4 tend to be the most popular sites for mid term rental listings.

The only thing I don't like about them is they are quite hesitate to submit offer for me sometimes, because I tend to go lower too much on asking price.

Do they tend to have any special issues with vacancies, or more maintenance due to the type of renters?

In my opinion, some associations have way too much control and tend to take advantage of the out of state investors (not all of course).Is your preference to purchase another STR if a 1031 is the play?

It is a fact that low-income people tend to abandon things when they move.

Popular regional vacation destinations tend to have less rules, but not always the case.

I echo what others are saying on here that hiring someone from fiverr or upwork tends to not produce great results long term.