What makes you think there is a better time than others to buy a property?  If you see something that suits your needs, GRAB It.  It might not be available next week.  

When you have the funds.

In Florida, when many see a seasonal cycle, it is offset by external factors such as tourist, snowbirds, cash fat 401Ks and spring training season. 

Locations like the Florida Keys, Miami and Fort Lauderdale have an additional benefit of incredible foreign buyer segments.

Buying is Key West? Pay attention when next at Captain Tony's or Margaritaville and listen for someone complaining of the tourists, regulations, restrictions and traffic. I expect they will son ban SUNSCREEN in the next few years. That is the right time to buy your oceanfront cottage in the Florida Keys. The moment you uncover one and have the credentials to take controlling action.

Of course you can always time your next trip to be close in time to a Hurricane evacuation.  Perhaps you will identify someone who is "Done with all that!"

Where is Bello Marco!

Call Gary Thomas and follow his advice!

There is no better time than  ... when one is ready, willing and able. 

For who(or whom)?

Why (as an investment,  as a personal property) ?

When (now or in the future) ?

Your question prompts more questions. 

well, since they don't make oceans anymore, I'd say as soon as possible.... supply and demand.... always with oceanfront... but that's just my humble opinion...I'm sure you'll read many comments from Florida agents...

In my case right after I win the lottery!

Yesterday, or in the midst of a bad hurricane. 

Probably right after the hurricane season...

During hurricane season?

After the hurricace season, especially if there are damages.

Late Fall ?

Any time between now and November 30th. Hurricane season begins tomorrow.

Any time is a good time when you are ready, able, and willing.

I would say any time that there is no hurricane headed toward the keys.

 Ask   Gary Thomas   or   Kelly Willey 

Like with buying any property.  When you are ready, willing, and able.

You have many great answers here.

So many factors, including having the funds, where you are looking, and the local market. I suspect there is no BEST time

When the prices go down.

When the time is right for you.

When you want to and are ready to buy.

Your best deals are probably available during the peak of hurricane season.  If you have the guts to make a move at that time.

I don't know but, I'll bet Fred Griffin will have an answer for you!

Some bargains may be found during Hurricane season.

When I have the Money Honey!

Hots day of the year.

When you are ready to buy.

You mean that there is a bad time?

December

I can only guess not in hurricane season...

Good luck.

When the buyer is ready

I would think anytime you have the money to do so. One day I may buy one, than can let everyone know

If it is a vacation rental then the sellers are flush with rental income during the rental season which makes them reluctant to negotiate. After the rental season they become more open to negotiations as their rental funds dry up.
On the other end, buying a vacation rental home just before the rental season starts means you walk into the rental cash flow.

Lane Yates - buy when you feel like!

I would guess after a hurricane and if not then, any day of the year. 

well not in the height of hurricane season.

Never, West is Best! 

When yo uwnat to move or invest.