If I try to combine everything into one, ol would that be viewed negatively to any potential client? 

To attract investors, offer incentives like high cash flow potential and tax benefits, and structure the deal with clear legal terms and contingencies to minimize risk.Good luck!

Younger buyers are still eager to enter the market, and as the economy shifts, there is potential for conditions to become more favorable.

Most STR markets have seasonality, and there are untold issues in the future that will effect cashflow. 

I would also check median home prices vs. rent potential, landlord-friendly laws, and supply vs. demand trends.

Make sure to research lenders, get pre-approved, and calculate your potential ROI before bidding. 

Fees seem high but could potentially be worth it.

The game plan would be to keep this structure for 1-2 years with future full sale.

Understanding the market enables you to spot good bargains and steer clear of potential loss-making regions.

This would apply to your unit.Your biggest concern with setting the rent should be the near future. 1) Your insurance is guaranteed to go up, probably dramatically.  2) You may get an insurance assessment bill to cover the CA Fair Plan losses.