Performance indicators for the Monticello short-term rental market based on reliable data.
Listings
Reliable / Active
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Middle-Earners Gross Yield
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Middle-Earners Revenue
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Middle-Earners Occupancy
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The highest-performing listings in Monticello.
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Generally Investor friendly
Monticello has a permissive framework with STRs clearly permitted as a legitimate land use citywide, but requires moderate state-level licensing (DBPR) and tax compliance. The absence of specific city ordinances creates some compliance complexity, and potential HOA/deed restrictions add due diligence requirements, but no meaningful caps or prohibitive fees exist.
Local STR Agent
STR specialist · Monticello, FL
Monticello ( MON-tiss-EL-oh) is the only city and the county seat of Jefferson County, Florida, United States. The city is named after Monticello, the estate of the county's namesake, Thomas Jefferson, on which the Jefferson County Courthouse was modeled. The population was 2,589 at the 2020 census. Monticello is home to Indian mounds and many historic buildings, including the Perkins Opera House and Monticello Old Jail Museum.
