Monroe County, Florida Short-Term Rental Rules 2026

LawfulStay tracks short-term rental rules for 4 places in Monroe County, Florida. Each city and town sets its own rules, so select a place below for its permit, tax and other rules, or see all of Florida.

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Monroe County at a glance

Places tracked
4 places: 4 restricted
License or registration
Required in all 3 local places
Tax on stays
Applies in all 3 local places
County law
Unincorporated Monroe County (Key Largo, Tavernier, Big Pine Key, the Lower Keys, Stock Island and the other Keys outside the five cities) allows stays of less than 28 days only in certain zoning districts and only with…. County rules ›

Monroe County short-term rental questions

Are short-term rentals legal in Monroe County?

In all 4 places we track in Monroe County, short-term rentals are allowed, all with permit conditions or limits.

Do I need a license for a short-term rental in Monroe County?

All 3 local places we track in Monroe County require a license, permit or registration. Check your city's page for its rules.

Is there a countywide short-term rental law in Monroe County?

Unincorporated Monroe County (Key Largo, Tavernier, Big Pine Key, the Lower Keys, Stock Island and the other Keys outside the five cities) allows stays of less than 28 days only in certain zoning districts and only with….

Which places in Monroe County have the strictest rules?

On our records: Key West, Islamorada, Marathon.

Monroe County Airbnb & Vacation Rental Regulation Overview

The short-term rental regulatory landscape in Monroe County encompasses 4 tracked jurisdictions: 4 with restrictions. Hosts operating on platforms like Airbnb, VRBO, and Booking.com should verify local requirements before listing, as rules vary significantly between cities and regions.

All 4 tracked jurisdictions in Monroe County require some form of permit, license, or registration for short-term rental operations. Requirements range from simple online registration to comprehensive permit applications with inspections.

Tax obligations apply in 4 of 4 jurisdictions. Common taxes include occupancy taxes, tourist levies, and sales taxes. Many jurisdictions require hosts to register for tax collection, and some platforms like Airbnb collect and remit taxes automatically in select locations.

Cities with significant restrictions on vacation rentals include Key West, Islamorada, Marathon. These jurisdictions typically impose permit caps, zoning limitations, or primary residence requirements.

LawfulStay monitors Monroe County STR regulations daily and updates this page as rules change. Each city page includes detailed permit requirements, fee schedules, tax rates, zoning rules, and penalty information sourced from official government websites.

Islamorada
Islamorada licenses vacation rentals under rules adopted before June 1, 2011, so Florida's preemption does not stop it from capping them at 331 units, banning new units in Residential Medium areas and setting a 7-day…
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Key West
Key West issues no new residential transient licenses, so rentals of less than 28 days are legal only at a property that already holds a city transient license and medallion
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Marathon
Marathon requires an annual city vacation rental license, issued after a city fire inspection, for every unit rented for 7 to 28 nights, and prohibits renting any home for fewer than 7 nights
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Monroe County (unincorporated)
Unincorporated Monroe County (Key Largo, Tavernier, Big Pine Key, the Lower Keys, Stock Island and the other Keys outside the five cities) allows stays of less than 28 days only in certain zoning districts and only with…
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