It usually starts with a thorough walkthrough of the property to list all repairs and improvements.  

As I addressed in another discussion, most money in real estate is made by long term appreciation and by improving, repositioning, and stabilizing the property, NOT thru purchasing at a discounted price.  

Improve the property2.

Out-of-pocket capital improvements and repairs anticipated during the first year12. 

For my short term rentals I am really going to focus on adding improvements that will increase my daily rate and guest experience.

Quote from @Pete Galyon: Your profile lists around 30 markets.

I recommend looking outside your area and review who fits your profile the best.

To improve your business going forward, it is important that you recognize how you created the problem.There are a portion of residents that if you give them an inch, they will take mile. 

Love the drive you have to continue to improve your portfolio and don't let a NO deter you from asking elsewhere.

This could improve your margins.Occupancy Rate: A 60% occupancy rate seems low for Jax Beach, but that is a reasonable conservative baseline.