If for some reason you didn't claim the income and didn't file a schedule E, then the government would have no idea you rented the space.

The HOA may have some fine print about rentals less than 30 days. 

Do your research on the rules governing this policy. 

In Florida, there is no statutory provision governing non-renewal notice except for when the landlord requires the tenant to give notice of intent to vacate, in which case, the landlord has a reciprocal duty.

There are 3 separate statutory codes governing wholesaling.

(h) Unpaid special taxes under the Mello-Roos Community Facilities Act of 1982 (Chapter 2.5 (commencing with Section 53311) of Part 1 of Division 2 of Title 5 of the Government Code) that are not satisfied as a result of the sale proceeds being applied pursuant to Chapter 1.3 (commencing with Section 4671) of Part 8, or that are being collected through a foreclosure action pursuant to Section 53356.1 of the Government Code.

Believe me.... with the way our government is operating, $100K in premiums paid today is going to seem a lot less ten years from now.

Mortgage Program will Exacerbate InflationU.S. federal government spending "is the biggest threat to disinflation and lower interest rates" (Piper Sandler).

But - the government is having a much harder time controlling the money supply than historically.  

Be thorough, be patient, and understand it's a government institution so things may take a while.