Some transport companies have house kats that can get off the road and onto the site for an additional charge or you can hire a third party if the access from the road is limited.  

Based on limited information that is provided, I recommend saving longer, since you are unable to house hack. 

I personally think #2 limits your audience.

They bring higher tenant turnover, limited cash flow, and attract traditional tenants who aren’t your ideal long-term buyers.

As an appraiser I’ve appraised a handful of properties recently that are outside of city limits and operating successfully as STR’s that don’t have the same regulations as the city of St Pete.

It just feels like I’ve been making a lot of short term sacrifices for long term gains and I have to be really diligent with money management. or I could also just try to borrow money for the renovation, and pay off the line of credit over time, but I feel like that really would limit me and if the stock market(my collateral) went down I could also see some trouble. 

If you finance conventionally you don't have that limitation, but you can set your own goal. 

Military & Government Worker Investment Fund for Overseas Real EstateWhy limit yourself to U.S. real estate when there’s a huge, untapped opportunity to help U.S. military personnel, expats, and government workers invest in overseas properties?

Third: even if your new toy qualifies for a huge depreciation deduction, your allowable deduction may be limited, and may even be zero.

For Chase, they seem to have the edge in this category, but I don’t like their business credit card options.Business Credit Cards: I prefer to keep all my accounts (personal and business) in one place, but the options are limited.