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The highest-performing listings in Marathon.
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Challenging to Investors
STRs are explicitly allowed but subject to heavy permitting (dual licenses, mandatory training, Fire Marshal inspections), aggressive penalties (up to $500/day; suspension/revocation after strikes), strict occupancy/parking/noise/docking rules, and a minimum stay of 7–28 nights that caps revenue potential and reduces investor flexibility.
Local STR Agent
STR specialist · Marathon, FL
Marathon is a small coastal city in Monroe County, Florida, situated in the heart of the Florida Keys. With an approximate population of around 8,000, it carries the laid-back, sun-bleached character of a working island town that doubles as a popular vacation hub. The city stretches across Vaca Cut between Vaca Key and Knight's Key and serves as a natural midpoint for travelers exploring the Overseas Highway, the scenic route that links the mainland to Key West. Marathon sits roughly 50 miles north of Key West and about 100 miles south of Miami, with the drive from the mainland taking around two and a half hours depending on traffic.
One of the area's signature draws is Bahia Honda State Park, located southwest of Marathon on Bahia Honda Key. Long recognized as one of the best beaches in the continental United States, the park is known for its calm turquoise water, soft sand, and sweeping views of the Seven Mile Bridge, the iconic old railway span that arches across the water toward the Lower Keys. It is approximately a 30- to 40-minute drive from the city center.
History and natural beauty come together at the Crane Point Museum & Nature Center, a roughly 63-acre preserve and cultural complex within Marathon. Visitors can wander through tropical hardwood hammocks and mangrove wetlands along shaded nature trails while also exploring exhibits on Keys history, including the restored Adderley House, one of the oldest structures in the Florida Keys. Just off the Overseas Highway, the property is only a few minutes' drive from most local accommodations.
The Turtle Hospital is a working marine rehabilitation facility dedicated to the rescue and recovery of injured sea turtles. Open for educational tours, it offers visitors a close look at the animals in its care, from small hatchlings to large sub-adults, and has become a favorite stop for families traveling through the Keys.
For a dose of local heritage, Pigeon Key sits beneath the Old Seven Mile Bridge, about 15 minutes southwest of Marathon. The small historic island once housed workers who built the Key West Extension of the Florida East Coast Railway in the early twentieth century and now functions as a museum and educational center, giving visitors a window into the engineering feats that made life in the Keys possible.
Marathon's mix of natural beauty, marine wildlife, and central-Keys location makes it a compelling base for short-term rentals. Travelers are drawn by the proximity to world-class snorkeling and diving on nearby reefs, the convenience of a half-day's drive from Miami, and easy day-trip access south to Key West, all while enjoying a quieter, more residential pace than the busier end-points of the Overseas Highway.