Loved our month in July. Our family has been coming to Cudjoe for 20 years and I've stayed in a variety of homes. We have a large family (sleep 8) and a 30 foot center console boat.
The home - clean, spacious, fully equipped kitchen, plenty of TVs/media if you like that. I could easily screen mirror my pictures from the day's activities (fishing and snorkeling) onto the large screen TV in the living room for others to see. Loved the wrap around balconies on the second and third floors. We congregated on the second floor southwest balcony in the morning for coffee and conversation - out of the rising sun and caught the breezes well. You can see Cudjoe Bay from the top floor. At night, the Milky Way spans the horizon from south to north - the ambient light is low enough that you can literally see the heavens.
Downstairs - plenty of room to spread out all my fishing gear (~20 rods) depending on the type of fishing. Pool was delightful, slightly bigger than the usual "bath tub" pool. Adult kids and g'kids loved it. There was almost a constant breeze downstairs, and with the overhead fan, was quite comfortable. Also, the grill was full size and the push buttons all worked first try to start the flame.
If you are a boat owner, you can squeeze up to 30-32 foot boat into canal. We had to manually turn the boat around as the canal is tight for bigger boats, but this worked out well.
Caught lobster during miniseason like usual, plenty of mangrove snapper, scattered muttons (one was 24"), lots of small red and occasional gag grouper. If the Atlantic is too rough, try this: take the cut through from the Cudjoe Channel (like you're going south to American Shoals) west to east across to Kemp channel. You don't need to go all the way out Cudjoe Channel and around to Kemp - take the short cut. I could do this with 2 foot draft in my larger CC boat. Get into Kemp channel (green channel marker #17 I think) and go north, under US 1 bridge, then north to where Niles channel joins Kemp just before emptying into the Gulf. Fish on the north side of Niles channel just before it joins Kemp. There is a large flat that is super skinny at low-tide - fish just off the flat.
We fished in 8-12 foot of water and caught lots of fish. This was the first place we started catching grouper regularly - granted, most are underslot, but when your pole bends over double, it is fun to bring these bigger fish to the boat.
Hope you enjoy your stay.