So right now if someone wants to book 26/27 Apr we can upcharge 100% of the Thursday rate so essentially they pay for the 3rd night without realizing it, and it leaves that day open to be booked. 

I buy my leads from a friend offshore with a 80-90% contact rate.

Beyond rate, is there any cost difference between the two? 

How you proceed will depend on a few factors:- financing will depend on your exit strategy - you'll be best off if you can decided the exit plan (LTR, MTR, or STR) before buying- Since you're not employed and living on savings, what is your burn rate and your cash runway?

Are there any resources where you can put your income, purchase price, down payment and credit score and see potential rates and which lenders do it?

People's debt, tax rates and situations vary greatly. 

Also insurance rates are cheaper in SC than FL.

@Cillian KellyI never do because my rate is 3%.

The property I've set my sights on is a 9-plex where the owners are willing to carry 70% of the loan at a 5.5% rate for a $1,800,000 building.

Should they choose to move over a refrigerator, they will continue to owe rent, at the rate we set in the lease until we replace them with another tenant.