If one of you wants to take out a second mortgage on it to secure his/her interest, that's fine because it keeps the deal clean and there's nothing to dissolve if/when the break up occurs. 

Best options for the win/win solution?

We are finishing renovation on our first rental property and want to do what we can to keep it clean. 

( I was thinking delray, boynton or lake worth) 2 - what are the added cost to take into account for str (hotel tax and cleaning and utilities right ?) 

If you delivered a clean / clear unit and the tenant has had a hand in creating a pest issue by living sloppily, leaving food out, etc. they should remediate the problem or you can leave a few traps, poison, close holes, etc. as a courtesy.If the problem is very severe, hire a professional and bill back to your tenant if they are unwilling to cooperate. 

I came up with a great solution.

Handling all bookings, maintenance, cleaning, tenants etc.

To be completely clean I need to buy at least at the price Im selling for and reinvest all of the proceeds.Here is is my question:If I buy spending less than what I sold for but put all of the proceeds toward the new purchases how does the taxes work?

I would clean out the crack and get rid of any spalls along the crack you can see.

I used license solutions real estate program.