How to find the best short term vacation rental?

[Christina Colon]

Hello BP! Recently my husband have been discussing the idea of investing in a beachy vacation rental (VRBO or Airbnb) investment. Short term, we would like to use it once a year when we visit family in Florida and rent out through the remaining year. Long term we would like to have it as a"landing pad" half of the year once we retire (10yrs). Travel and real estate are 2 things we love! (Hoping they can go together hand in hand for a good investment!)

I have been searching at mostly condos etc...(for a lower maintenance property)but find that most HOA's dont allow short term.

Does anyone have recommendations on websites or other sources to find these hidden gems?

Pros and cons?

Pointers?

Thanks BP fam!