DO NOT pick it because it is a destination you enjoy. 

If you work full time I would advise finding a good online provider for your state and cruising through it.

I.e. a college town that's also a summer destination, so secondary markets close to lakes, beach, etc.Good luck 

My name is Nate and I am an SF-based investor just starting off, but I am very interested in the Santa Cruz mountains area for starting either a glamping destination or purchasing an STR. 

It seems we all know the destination (the 50 door portfolio providing 15k - 20k per month in passive income that has a net worth of 15 million). 

However this isn't the only option, as I know there aren't too many 2-4 unit properties up in Destin.

If I want to go sailboat racing for a week, cruise the Caribbean for a few months, or do an Atlantic crossing I want that freedom.

Here are a few ideas that you might consider:Short-Term Rentals: Given Daytona Beach's popularity as a tourist destination, you could explore renting out a portion of your house (like a room or a guest suite) on platforms like Airbnb or VRBO.

Particularly in the Red River Gorge of Kentucky, a premier STR investor / vacationer destination.

Not only from the investment perspective but also as a vacational destination.