It's crazy to think some RE agents are suggesting owners to put their houses up cause fed funds reduced, they completely misunderstand but I let the market do what it does-- market.

Try and get some equity and then figure out funding options for property #2 (which I definitely want to do).I question why you are looking at this property at all.

Quote from @Stuart Udis: @Satyajeet Dodia  You are the latest to pay for their alarmist asset protection service provider's  holiday vacations and children's college funds.

Turning your Florida home into a short-term rental could give you steady cash flow and help fund the builds.

The cash I make from this is going to fund the first of many house hacks, BRRRs, mid-term rentals, and whatever other markets I find myself in.

However, I'm not sure how to do that with limited funds saved up. 

Many nationwide lenders can fund deals regardless of location and often have competitive terms.

My vision includes developing the land into a destination with features like driveways, walking paths, utilities, and unique lodging structures.Here’s my tentative plan1.Place the existing STR in an LLC2.Apply for an SBA small business loan to fund the next steps, including a feasibility study (~$10k+), land clearing, and infrastructure development.While this direction excites me, I’m torn between pursuing this venture and continuing with a more traditional approach—buying one home per year using conventional loans.I’d love to hear your thoughts:•Has anyone transitioned from STRs to glamping or similar ventures?

These big-ticket items will still need replacement eventually, and having a reserve fund helps avoid financial surprises.

There is a potential scenario where an outside rescue fund (marketed as preferred equity to new investors) could come into play in many of the projects that appear to be performing especially if they have been paying the pref (via a reserve account stockpiled by over raising funds in the beginning).