Your nightly rate will be influenced by proximity to the beach, interior design and amenities (ex game options, fire pit, pool, etc).

Look at other rentals in the area and see not only how they are advertising or promoting online but also the inside and outside of the rental so you can create a similar environment to try to replicate the same results.

I have looked around online, but haven't had any luck yet, i have local real estate agent there, but they are not expertised on those distressed properties.  

When the date came he said he wasn't going to submit it by the online app (stipulated in the lease) but would have it in cash and that we could come pick it up (we live 3 hours away). 

From what I’ve learned, focusing on properties with under-market rents can be a game-changer.

I mainly want a site that offers advertising the property, online payment options, maintenance requests & at least a basic accounting aspect.Thank you in advance!

is there a way for me to create an online STR guestbook for free? 

I'm always game to chat real estate.

If you know of any online forums or organizations where I can learn from others and expand my network and knowledge on wholesaling or getting my first deal, I’d really appreciate any recommendations Thanks in advance for your help!

It’s a long game so worrying about the short term is kind of pointless.