Usually local banks only, usually conventional unless you have a different kind of business model from strict BRRRR.

@Aaron Garbade let me shed some clarity for you...Conventional max financing: 15% down for a 2-unit, 20% down for a 3-4 unitConventional max loan amount in Tampa: 2-unit $702,000, 3-unit $848,500, 4-unit $1,054,500FHA max financing: 3.5% down for 2-4 unitFHA max loan amount in Tampa: 2-unit $456,275, 3-unit $551,500, 4-unit $685,400The max loan limits will be increasing SIGNIFICANTLY for 2022, if you're not in a hurry.Best of luck!

Should I still try to write multiple offers with different types of financing options for a better likelihood of getting under contract or should I just go with full price, 21 day close conventional financing like my Realtor recommends?

It's a bit higher than most conventional loans, but it also doesn't go on your credit report and the loan can go as a LLC for liability protection. 

Hey Gabe,You wouldn’t finance it with an LLC with conventional financing.

Most lenders are going to require 20% down on a Jumbo second home.  10% down is allowed on a loan that is within the conventional loan limits.

There isn't any conventional lenders that will do a new mortgage with a forbearance that hasn't been repaid yet. 

Because of this estimated payment my debt to income ratio isn’t working out to push the conventional loan through.

Hardwood floors, old wooden staircases.

I'm not sure what property values are in your area, but you may also be able to go the conventional route and put 20% down on a multi-family and not have the requirement of living on one side.