@Kenzer Hodgson For your STR, an umbrella policy can provide liability coverage, but an LLC offers additional asset protection by separating your personal and business assets, which can be valuable in case of lawsuits or audits.

In addition to being illegal, if we had not caught this, (thanks Diogo!)

This is accomplished with an excellent team around you including an investor friendly Realtor who ideally is an investor themselves, property inspector, property manager, insurance agent, and asset protection and business attorney.

Accessory Dwelling Units (ADUs) are an increasingly popular way to generate additional rental income on an existing property.

Second, I'd connect with some local hosts in your area also in addition to Airdna.

We rehabbed the entire property and added an additional bedroom to each of the units.

Great use of space and provides additional income to offset the monthly payment.Orlando, and many other cities, have a "missing middle" problem in regards to housing. 

Additionally, I’d appreciate advice on pricing.

I'm a big fan of value-add opportunities, whether it's buying something currently undervalued & fixing it up to my standards, or buying something that has additional income opportunities that have yet to be incorporated. 

So I disputed the additional charge.