Selling long term rentals to acquire a short term vacation rental.

[Levi Crawford]

My family and I love going to Florida off Highway 30A and have been dreaming of owning a place here for years. I am considering selling my rentals in Arkansas to be able to buy a vacation rental where we love to go so much. I have zero experience with short term rentals or buying beach properties. Any help/advice would be GREATLY APPRECIATED. 
I don’t need this property to cash flow however this is a lot larger investment than I am use to and would have to have it paying for itself or very close to it. Again any and all help, advice, real world numbers, experiences, anything would be appreciated!