Once you have family and get a bit older, house hacking gets difficult. 

Winterizing Your Home: Tips for Draft-Proof Windows and Doors" – Offer seasonal advice."

If the house is older than 15 years old and n ADU is added, it can become rent controlled.

Whether you're looking for short-term rentals, long-term rentals, or fix-and-flips, Florida has something to offer.Favorable Tax Environment: Florida boasts no state income tax, making it an attractive option for investors looking to maximize their returns.Year-Round Appeal: Unlike seasonal markets, Florida offers consistent rental demand year-round.

That does not require employment or job seasoning instead it uses the rents to qualify and you can take out up to 80% LTV cash.Use the cash to put down on the next 1-2 or more properties as long as the other properties are debt servicing themselves it opens up more opportuities to buy more future assets and increase your passice income.  

Most STR markets have seasonality, and there are untold issues in the future that will effect cashflow. 

I've reached out to the gentleman that owns the large PM group in the area to see if he knows of any smaller PM that I can connect with and I also messaged my credit union to find out what my best options would be.

I have an outdoor pool that easily have 1k+ people using it every season and I never had single complaint due to the water quality.

My agent was a very nice older lady, but no idea about investing, it all worked out and once the first rent checks started coming in started gaining some confidence.

#1 they were uninterested in hearing about seasonal affects.#2 they were emphatic that it should only take 7-10 days from their own research!