Make sure that your property manager is a licensed Realtor or Broker, look them up on DBPR, the department of business & professional regulation.2.

I am very handy but have never tackled flooring, cabinetry, countertops, minor plumbing etc.  

I have been wanting to do this since the early 2000's, but life kinda got in the way, plus the late 00's were not too great for new construction (my main plumbing gig at the time) Which is when I lost my first nest egg... 

Typically it is achieved via zoning regulations, like R1 (single family homes) vs R2 ( MFUs). 

My neighbor advised me to go for a plumbing company in Toronto, Advanced plumbing drains and heating.

@Chris Blount..I  perform basic estimates, but If it's a major problem, I get contractor in after house under contract(only)..Basically, during  inspection period...I also work with some good handymen for pricing...HVAC, Roof, Plumbing, Electrical(licensed unless it's minor)...If moving forward with deal most will come out, but might charge a small fee...Once your'e doing deals, no fee...

The rented room shall not contain more than three (3) plumbing facilities nor a kitchen.

2 - Are there any rent control/ stabilization regulations making the eviction impossible, like in NYC?

After a long drawn out eviction of a SFH on Long Island NY, we needed to have some work done (painting, new light fixtures, patch some holes, and basic plumbing, such as a new toilet, install vanities with faucets, and new shower fixtures.

Remember, whenever you hire someone on a regular basis (W2), you face State Employment Regulations: { ssi, workmans comp, tax withholding }.