Many of the property managers talk to each other and compare notes and share marketing ideas and 'run comps' on each other.The other option would be the 'enemy method' to search for similar size home within your community and others close by with similar amenities and scour their calendars. 

-Homes that aren't falling apart/need major rehab on the property-Prices in six figures overall not seven figuresWhat 2-3 cities should I really pinpoint in terms of the Zillow map to get an idea of some great options?

Considering the option of tear down and build a new house, I was wandering if there's an average percentage difference in insuring a new home vs an older house?  

I have, but I have a say in the colour (ie they give me options to choose from) and it needs to be professionally done.

Have nearly the whole team baked out, right now just looking through different financing options. 

Ripping equity from people without them knowing the options is the complete opposite of that. 

We are looking for STR options in Lakeland now and looking around that West Coast area as well.

Not sure if there are other long term finance options (30 years preferably).

Are there more affordable options that are also good?

It's worth reaching out to multiple insurers to see what options are available.