Quote from @Matt Stull: Hello, I am fairly new to this idea and have wanted to invest in a STR.

This plan will not make you rich in a year but I WILL HELP YOU GET STARTED.Good luck

This makes them ideal for investors with growing portfolios or those looking to take on larger projects.Portfolio lenders often offer more flexibility with their terms, allowing for creative deal structures and quicker closings.

You are possibly setting yourself up for immediate failure.....there are too many moving parts and too much money involved to mess up this facet of the project.

This way you are ready for the next time you have turnover.

Just some observations as I don't work in this space.

A licensed property manager should have access to the MLS which would put you on realtor.com, Zillow, and probably a dozen or more other websites.You don't need professional photographs, but they should be improved.

I handle St Augustine/Ponte Vedra/Palm Coast but can certainly help with Jacksonville and based on your goals there may be other opportunities to explore.To cover off insurance from previous comments, the market has changed and it is competitive with new carriers entering the market. 

Tips or tricks that would help make transactions go smoother.

I joined a mentor group earlier this summer also to help accelerate the process.A little about me...I joined the Marines out of high school and served for one enlistment.