One option - (looks like you've already taken this route) - Shack up with a local investor-minded realtor, they will be more than happy to set you up on a specific, filtered investment property drip campaign. 

There are lots of meet up groups around Orlando, you'll have to travel a bit for most of them, but if that is your goal...Also check out CFRI dot/net if you would like to network with other local investors and trades.

Get pricing from your local builders to make sure the build costs are current5.

It could also be that your rehab/finishes/curb appeal are not up to local standards to attract the buyers but price overcomes all objections.What can you do now and next time?

I don't plan on buying anytime really soon but I'd love to start connecting with more seasoned investors and local professionals within the area.

There have been a lot of restrictive laws passed in the past few years in Colorado.

OOS investing is a lot harder than advertised.if you pick a local or local-ish market you can spend time in it, walk properties, go to REIA meetings, build a network.

I'm a local real estate agent specializing in STR around the Yosemite area.

Is the India service provider going to know all of the US laws/regulations?

It was purchased from a local wholesaler, then repaired/reno'd, from a single family to a single family with a legal suite.