We aim for this magical destination called success, or financial freedom. 

Hoping to take some trips to Branson once we have some kiddos since it seems to be a popular family destination. 

Ill be looking primarily in the Fort Walton Beach and Destin area, with Destin being my area of choice!

I have enough cash for down payment on a small place in Tulsa, our next destination.

Side Note: A couple of family members have been buying in Destin, FL and are doing extremely well.

I can tell you last time we stayed in Destin the place didn't have a vacuum (which was ridiculous, there's sand everywhere and that alone would've changed our life during an 11 day stay) and one of those folding beach wagons (if they're allowed) would've been a game changer as well.

The most obvious vacation destinations being the Dells and Door county seem to be flirting with new restrictions and regulations that give me pause.

Hotels are definitely not going away, though.For the OP:  I am in a Tier 2 destination/vacation market. 

Currently in Gulf Shores, with expansion to Destin and Baltimore in the near future.

I've heard super rough figures tossed around that ~$30/sq ft gets you in the ballpark of full gut fixer upper (honestly haven't been cruising the rehab forums so feel free to correct me on this).