You would have to consider the costs of doing this as opposed to changing your occupancy strategy (STR, MTR). 

Feel free to reach out if you need anything!

The market rent needs to be around $1,800 per side and no more than 2k a month (depending of finshes) I'm having a hard time getting someone to nail down a price on construction cost.

The actual cost to them is little to nothing.

Podcasts like Bigger PocketsBooks like Rental Property Investing by Brandon Turner are great startersGet to some events and meetups to gather free info and meet folksLet me know if I can be resource for you! 

Florida condominium associations are currently navigating significant challenges due to recent legislative changes and rising insurance costs.

Feel free to inquire about their staff qualifications if it's a larger organization.2.

You are new, so you don't have a pool of contractors, or know what things really cost, or what a scope of work truly entails and if you are getting fair bids or not.  

You’ll definitely want to dig into the zoning and permit requirements for your area to get a clear picture of what's allowed and what the associated costs might be.Also, don’t forget to factor in things like parking and whether you’d need to add a kitchenette to make it a viable short-term rental (STR).

This provides no tax savings and just increases your tax compliance cost.