Your best bet might be to find a private fund that aggregates money and lends it back out to real estate investors.It is worth adding that this is not a tax-efficient way to get involved with real estate.  

There’s plenty of opportunity to charge higher rates if you can build a brand, find the right clientele, and of course deliver results.

In the ideal scenario, we picture keeping the property as a cash flowing asset forever and letting our kids deal with it after we die.BUT, if that doesn't happen, and we decide to sell in 7 years or 10 years, I'm going to kick myself for losing out on the capital gains tax exclusion of $500k.  

Taxes, Insurance, Vacancy, Repairs, CapExp add up to $615 (insurance may be a little high until i get it quoted).

Buying an investment here also gives you a reason to vacation here and use it as a tax deduction. 

Benefit: No capital gains tax on profit up to the exclusion amount.1031 Exchange: Deferral of Capital Gains Tax on Investment Properties What it is: Defers capital gains tax when selling an investment property if you buy another investment property. 

Anyone know a way to get a loan to pay the taxes?

As the home sits right now it will cash flow about $100.00 to $150.00 a month if I self manage it due to tax hikes and the homestead tax credit not applying after it becomes a rental.

We have also started building a base of past guests, where we market discounts during the week (they opted in), and have had a couple bookings from that.

But you are not building any equity renting your current place.Just keep a few things in mind: make sure the rental market can support your income goals, be prepared for the time needed to manage multiple rentals while working full-time, and stay aware of any lease terms that could affect your plans.