To have a successful STR I HIGHLY recommend listening to this episode of a podcast: https://podcasts.apple.com/us/podcast/on-the-market/id161508...Once you listen to this, and any highly involved STR operator will agree, you will find a lot of the fundamentals are lacking in Kissimmee or you have to have deep pockets to hit those.I won't spoil the episode, but if you listen to it (and anyone out there that does) feel free to DM me afterward and I'd be happy to talk details tailored to your situation on if you're on the right path or maybe I can help.

@Ryan Cousins it's really going to depend on YOUR analysis/projections of what you think the property will be worth in the future.You'll want to compare that to any capital gains tax-savings if you sell now.

Far too many get stuck in the "paralysis by analysis" stage, thinking they just don't know enough to get started.

This way, you can easily revisit details and pick up right where you left off.Avoid cutting corners to save money, as it often costs more in the end.

Feel free to send me your preferred contact details or schedule a time that works for you.Looking forward to connect! 

My goal is to gain a solid understanding of the process, master deal analysis, and ultimately close my first deal.Right now, I’m focused on learning the basics — from finding motivated sellers to building a strong network of cash buyers.

During your analysis did you include a percentage amount for vacancy, maintenance, and cap x?

The $80K from the HELOC used for personal debt won’t affect taxes but must be repaid upon sale if tied to the property.To minimize taxes, keep detailed records of your remodel expenses and selling costs to adjust your taxable gain.

Adding details and specifics can help get to the answer or direction you're looking for.

Thank you @Samuel Coronado for all the great detailed info!