That had been the case, for instance, in Southwest Florida.

Also, in researching the big shifts ahead from John Burns, I think the south and southwest are the long term future. 

I read Big ***** Ahead, and when I look at the demographic trends, it all moves toward the south--Florida, Texas, the Southeast and Southwest. 

Originally posted by @Jay Garrison:I am renting out a 3 bedroom apartment on Chicago's Southwest side.

As having 13 Vacation rental units on the SouthWest Coast of Florida , walking distance to the beach, I will have to say we love it and it so far has been very profitable.I have a couple of prerequisites when looking to purchase a property to use as a vacation rental property .One, is the area acceptable for vacation rental properties ?

I would rate this area as C to D as you move street to street.Kenmore is located in the southwest corner is is undergoing a ton of beautification projects from the city!

---------------------------------------------------I agree with finding safe neighborhoods near the L, brian, but you have a chronic case of "northsiderism" and are missing the whole southwest side opportunity.

You might want to consider Southwest Florida in Cape Coral Area.

Not sure what your market looks like, that goes pretty far here in Southwest Missouri.

Area is fairly large, West to Southwest Houston which is my backyard.