I have rented a private beach house that allows events and have hired a wedding planner who is whipping up a nice private beach ceremony for just 15 people! Totally private and family oriented so no masked needed!
Heads up: most Airbnb/VRBO hosts don't allow for parties--I'd imagine that rule would especially ring true during these times.
Also, sorry, I have to ask that you reconsider doing this. In the last few months, two of my FH's family members have passed away as a direct result of super-small (under 10 people), law-abiding, outdoor get-togethers. Not requiring masks is really not a good idea, especially in a state that's been hit as hard as Florida. I'd suggest eloping and postponing the "larger" celebration for next year. I'm a professional in the wedding industry and I'm imploring people to reconsider hosting their weddings within the next few months.
We're having our destination wedding in Islamorada. While the county is mandating masks both indoors and outdoors, I've read that weddings have some exceptions and they will not harass or cite weddings for non-compliance.
I highly recommend the Naples Princess. It's a yacht that has a 2 hour sunset cruise. It is gorgeous!!! The staff wore masks but none of the guests had to. You can rent the 2nd floor out. It's PERFECT for 25 people. You can have whatever decorations you want. You can go big, or keep it simple because the views are amazing already. DM me if you want more info. All of my vendors were amazing! 😊 The pictures on WeddingWire are pre-covid and they renovated everything during that time. Here are a few pictures from my wedding last week to help you get an idea of how it looks now! By the way, they have air conditioning!! Good luck with everything!
The Keys say that masks are required both indoors and outdoors, but have also stated they are not really enforcing it with weddings if that helps. I only know that because our wedding is planned for the Keys this October and have been monitoring the situation almost daily.