Note that I'm not asking this question looking for an excuse to give up on my dreams of real estate investing before I even start - I just want to go into things with my eyes wide open and adjust my strategies if necessary.Thanks in advance for your input guys (and gals!)

Similar to A, but with stipend inputRabbu (good for STR)AirDNA - another good STR outlookRentometer - area rent LTRZillow (area specific)- Housing Data Demand - LTR/General DemandPrice labs - set filters to 30 day stays / include utilities.

Sounds like you've been setting up your deals improperly already.

@Mike Morehead STR's are still profitable in Cape Coral, but there's a very specific criteria set that you will be needing to target to ensure you're able to compete in an already competitive market.

In addition to substantial job growth (29,400 new positions from 2022–2023), this 24.22% increase over the previous 12 years highlights the city's economic strength and the rising housing demand.I see Jacksonville's real estate market is set for more growth in the coming few years.https://www.noradarealestate.com/blog/jacksonville-real-esta...https://www.realtor.com/realestateandhomes-search/Jacksonvil...https://realwealth.com/?

Some people are dead set against it and sometimes your HOA may not allow it, but it you can add pets you WILL get more bookings. 

Looking at the comps of some other people that are doing it in Florida and California, adjusted for location, pricing in our market would be around $175 for the first day, and then pricing would go down from there depending on how long they were renting it for.  

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You can also set up templates.

So, all the fisherman gurus crawl out of the woodwork, telling people that it is better to go after them chasing them trying to hit them over the head (underwater) with a paddle, instead of setting a lure (what fishermen in their lingo call "bait") and let the fish come to them.It is hard.