Market suggestions: Rental property and Holiday Home

[Kusum Chanrai]

Hi folks, 

We are a family of 4. We currently live in San Francisco, however we are moving to Miami, Florida next year 

We would like to buy a holiday home that we could rent out when are not using it (for most of the year). 

We haven't decided on whether we are doing the short-term or long-term rental route. I don't want the hassle of AirBNB management, but might consider using a really strong local property management company.

What markets should we look at? We are thinking about: 

- San Diego, California

- Maui or Honolulu in Hawaii (it seems really expensive). We have the $$ but the rental yield seems poor. 

- Saint Petersburg? 

- Turks and Caicos? 

Anywhere you might suggest?