The HOA can decide to do a special project or make a short 3 story elevator more hurricane proof ($800000) or have issues after a hurricane and then you are definitely not ahead of the game.Please connect with me and I can maybe point you in a better direction.

These properties are often easier and more affordable to manage.

Basically, the further you get away from the city the more potential for cashflow, but you're also dealing with a different tenant base that may be tougher to manage.

Have a frank conversation with the property manager. 

Id say the main question here to decide if there is a conflict of interest.....is the person saying buy rentals....are they buying rentals themselves?

I can recommend property management, realtor, vendors, if you need them.

Review Form 1065 yourself and decide whether you want to tackle it.The real dilemma here is that hiring a tax pro will definitely cost you, while it is unlikely to save you much (if anything).

Quote from @Jeff Roth: Hi Lina from Texas-Congratulations on your interest in investing in mid-term rentals and you are wondering how and where to get started.I get this question frequently from investors.Sometimes and investor is looking to keep their property cashflow positive as insurance and taxes have squeezed cashflow by turning units into mid-term or short-term rentals.First off, ideally, the property will cashflow as a long-term rental should something disrupt the mid-term rental model.You will also want to have the property be near where there would be a demand for mid-term rentals (hospitals, universities, research centers).Monthly rents for mid-term rentals are about 20% (+/-) higher than unfurnished similar long-term rentals.There are property managers that will manage mid-term rentals for you and I always advise my clients to use property managers to keep their investment as passive as possible and for compliance issues related to Fair Housing Laws and local regulations.To Your Success! 

I'm also having issue with no onsite manager, but in regards to insurance. 

,I have sold and been managing properties that are near the MIA and haven't had any complaints from residents who are living in them.