For your father you really should look at The Villages, an hour north of Orlando, right between Mt. Dora and Webster. It’s called Disney for Adults, and is the largest senior community in the world. There are big car shows once a month, club car shows weekly, and any activity you could think of from tennis to history classes. There are 70 something public pools kept at 84 degrees year round. There are close to 40 executive golf courses you play for free, and 18 country clubs where membership comes with your Villages card. I’m not sure it’s a great destination for the entire extended family for two weeks. There is free live entertainment on 3 different town squares every night 365 days a year if they are into dancing. I see all ages of folks on the putt and play mini golf and Himalayan putting greens. There are parks and lots of Multi Model paths for bikes and golf carts. If your Dad chooses to winter here he could get the younger one into Grandparent/grandkid camp activities. The teens might like learning archery or pickleball. But it is a retirement community, so there are a lot of older folks.