There aren't any good wholesalers in the Cleveland market.

The STR market here has become way more saturated and competitive especially in San Juan. 

It's a good market with year-round demand that peaks in both winter (ski season) and summer (beach / lake / hiking / etc) season. 

All these properties were purchased for under 100k (not possible now, we got lucky with the downswing of the market at that time).

Any marketing should always be based on the information provided by sellers in a deal. 

I'd recommend looking at costs. your build cost is going to be well over other homes because of the fixed costs like slab, Hvac, roof, etc. check the market drivers and weight the benefits of short term versus long term. long term is no furniture and help pays mortgage but at this size it doesn't really cover everything. we didn't find a lot of economies of scale in single family detached. can you build more than one unit?

(Whatever is required by your local market.). 

Quote from @Kyle Carter: What about if I already have a rental, not with the home buyers program.

Are they at market rent, or locked into below-market rates?

SEO is a commitment did your not dedicated to that type of marketing use a basic website.