Hey, Meghann! Welcome to planDisney.
Disney's Old Key West Resort is one of the hotels I've not had the pleasure of staying at. However, the theming and vibe of this hotel is right up my alley. I've heard such wonderful things about
Olivia's Café and it's on my list of restaurants to visit. Also, I was once listening to the late Disney historian, Jim Korkis, and there's a fascinating story behind the name of
Gurgling Suitcase Libations and Spirits. It's worth looking up! I trust you'll have a splendid time, Meghann.
On the day you check out of Disney's Old Key West Resort, you can absolutely request a late checkout if you'd like your room beyond 11:00 AM. Simply ask a Cast Member at the front desk (you can even call them from your hotel room) and they'll do their best to accommodate your request. However, late checkouts are not guaranteed, Meghann. On my last visit, they were able to give me a late checkout, which was really helpful. It allowed us to have more time at the pool and still have a comfortable place to shower and get ready for the flight home.
I hope that's helpful, Meghann. Thanks so much for stopping by
planDisney. Have a great trip.
Mike