I saw your comments about not wanting to manage properties in two states, but perhaps you can find a great PM for the FL home.Regarding the numbers you mentioned above, it very much depends on the specific location.

We can go low depending on your unique credit profile.

Yes pretty common, minimum downpayment is generally 25% (occasionally that 20% will work) but just depends on your situation.  

It depends a lot on your risk profile and regular income.

Bedroom requirements can change depending on local code.

My goal for the team would be to have one project under-way by EOY.The exit-strategy of each deal will be dependent on location, market data, and ROI comparisons to determine the best route forward for the team and our goals at the time.

This totally depends on the state and many look at STR as hospitality and you don't need a license and all that jazz.

Anywhere from $500 - $2500+ depending on the insert you install and whether you run the vent and exhaust up the old flu or cap the flu and vent/exhaust through the side of the house/chimney.If you hire out the entire job, expect to be in the $1K - $1200 range.

This really depends on the entity, # of members, etc. 

Yes you can but it depends on the lender some lenders do not allow due to overlays and in house restrictions.