Jason's place: canal homes of the Upper Keys

Jason's raised house on the water, boat tied up behind, is the kind of canal home that fills Key Largo and Islamorada. You can't visit his, but you can see hundreds like it.

Likely matchLeonida KeysTrailer 2 (May 2025)Official screenshots
In the game
Jason's place in the Keys
Leonida Keys, Leonida
In real life
Key Largo and Islamorada canal homes
Key Largo, FL
Best time
November to April; early morning when the canals are glassy
Cost
Free from the road; $50-80 for a two-hour kayak or boat rental to see them properly
Time needed
1-2 hours
Getting there
Turn off US-1 anywhere between mile markers 90 and 105 on either side; the residential streets run straight to the water

In the game

Jason lives in the Leonida Keys, and Trailer 2 and the official screenshots show where: a modest house raised above the ground by the water, a boat on a lift behind it, palms, a dock, a porch and the general air of a place where sand gets into everything. It’s not a mansion. It’s the home of someone who works on the water and likes it.

Fans have matched it to the canal neighborhoods of Key Largo and Islamorada, and the match rests on the details rather than on one address: the concrete-block construction, the elevated ground floor that hurricane rules require, the canal out back with a seawall, the boat lift and the flat, treeless view out to the bay. There’s no single real house behind it, or if there is, Rockstar hasn’t said. The game has recreated a type of home, and the type is everywhere down here.

The real place

Most of the residential Keys were built between the 1950s and 1970s by dredging canals into the limestone and piling the spoil up into dry lots, so every house could have a boat behind it. That’s why, from the air, the Upper Keys look like a comb: straight canals, straight streets, a dock per house. Newer homes are built high on stilts because the county requires the living floor above the flood line; older ones are ground-level block houses with a hurricane story to tell.

Walking the streets today is quiet and a little nosy. The canals are private, the lawns are private, but the roads are public, and you’ll see the whole range from tin-roofed 1960s cottages to glassy rebuilds. Everyone has a boat. The detail a GTA fan will recognize is the boat lift: two posts with a cradle, holding a center-console or a flats skiff a couple of feet out of the water, exactly like the one behind Jason’s place.

Go there

The best way to see canal homes is from the water, because that’s the side they’re built to face. Rent a kayak or paddleboard from one of the outfitters along US-1 in Key Largo (John Pennekamp Coral Reef State Park at MM 102.5 rents them inside the park) and ask where to launch for a residential paddle. Go at dawn, when the water is glass and the manatees sometimes come in. Say good morning; people are friendly if you’re not on their dock.

Islamorada’s Venetian Shores, at the north end of town, is a good canal neighborhood to drive through, and the Key Largo side streets between MM 95 and 103 are the classic mid-century version. For lunch, Mrs. Mac’s Kitchen (MM 99.4) is a Key Largo institution with license plates on the walls and a line at noon.

One honest warning: these are people’s homes. Don’t walk down docks, don’t photograph into windows, and don’t fly a drone over the canals. Look from the road or the water, then move on.

Nearby

Updated September 12, 2026. Spotted an error? Tell us.

Pair it with

Running the mangroves of Florida Bay

Florida Bay backcountry, Islamorada, FL

Boats tearing through tunnels of mangrove in both trailers have been matched by fans to the Florida Bay backcountry behind the Upper Keys, a maze you should only enter with a guide.

Likely matchLeonida Keys

Islamorada's bayside tiki bars

Islamorada's bayside tiki bars, Islamorada, FL

The thatched waterfront bar at sunset in Trailer 2 has been matched by fans to Islamorada's bayside tiki bars, where the real thing is a rum drink, a dock and a very slow sunset.

Likely matchLeonida Keys

Card Sound Road and Alabama Jack's: the back road in

Card Sound Road and Alabama Jack's, Key Largo, FL

There are two roads into the Keys and the game's version looks like it draws on both; the quiet one crosses Card Sound past a bar on stilts where the weekend country band never stops.

Possible inspirationLeonida Keys