05/25/2026
We were just going to hang out with friends. Totally spur of the moment. They were at their island house, we were heading out on the boat, and somehow the day turned into one of those moments where I immediately thought… wait, people need to see this.
Have you ever driven across the bridge from Anna Maria to Longboat Key and noticed that little island sitting out in the water?
Not too far away.
But just far enough that it’s only accessible by boat.
Right in the middle of that unreal turquoise water.
That’s Jewfish Key. A 38-acre private island with only 8 homes on it.
Our friends have owned a place there forever and we FINALLY got around to visiting them. And honestly… it’s one of the coolest little hidden pockets of Florida I’ve seen in a long time.
No cars.
No traffic.
Just docks, boats, water, and island houses tucked into the trees.
When we pulled up, the kids were splashing in the pool, my friend was outside reading, and the neighbor was hanging out smoking a cigar. Just one of those classic Florida moments that almost doesn’t feel real anymore.
Then somehow real estate came up in conversation. The neighbor found out I’m in real estate and immediately offered us a tour of his home… and honestly, who am I to turn that down???
So naturally, the work side of my brain kicked in for a second.
Which means lucky enough for you, this accidentally turned into your own private tour of TWO homes on Jewfish Key.
The quality of content is definitely lacking because I had already been on the boat all day 🍹 but you get the picture.
And if anyone is actually serious about buying a Florida vacation home, private island property, or a place that feels completely disconnected from reality in the best way possible… I could probably be persuaded to head back out there :)
Properties listed by and
Michelle Ward, Jessica Dunnam & Chase Moore