The way I finally found success was through repetition and then building systems as you repeat to help you scale...

Given all your data on historic pricing, average length of stay, and pricing at the 25th percentile, please let us know if you're able to push up the VRBO chain to speak to a Supervisor (or equivalent) and have them verify the data that supports your position.I can share that calling the VRBO support line: 877-202-4291, identifying yourself & property ID, and requesting a Supervisor politely and repeatedly, can lead to different outcomes.

I am based in Tampa but have frequently explored that area over the years. 

Many lenders will just focus on your ability to pay them back in the time and allow you to 'lather, rinse, repeat' as much as possible, without the same type of underwriting procedures. 

Hi Kyle, I recently moved from CLT, but frequently work within the market.

By repeating this process, you can scale your portfolio while working toward your desired monthly income goals.

Rinse and repeat.

I'd like to make it known here that in this instance we offered cash-for-keys three different times, and the offer was repeatedly turned down.

Unless you've done substantial improvements to the building or used a large down payment when buying, it's unlikely this will work.Perhaps your best move is to find a new primary residence that is 2-4 units and repeat the process.

The Triangle has been repeatedly voted one of the top places in the US.