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Key Largo, FL
Generally Investor Friendly
Local STR Agent

Yes, short-term rentals (less than 28 days) are allowed in specific areas of Key Largo, but they are heavily regulated and restricted by Monroe County. Key Largo is located in unincorporated Monroe County, and the county has strict zoning restrictions that determine where vacation rentals can operate. Short-term rentals are prohibited in certain residential districts but may be permitted in others with proper licensing and permits.
Key Point: In most residential areas of Key Largo, there is a mandatory 28-day minimum rental requirement. This fundamentally changes the traditional short-term rental model and effectively creates a monthly rental market rather than nightly/weekly rentals.
All properties require mandatory fire inspection:
Prohibited Areas: Short-term rentals are completely prohibited in:
Permitted Areas (with Special Vacation Rental Permit):
Address: 1100 Simonton Street, Key West, FL 33040
Main Phone: 305-294-4641
Key Largo Office: Murray Nelson Government Center, 102050 Overseas Highway, Key Largo, FL 33037
Key Largo Phone: 305-453-8800
Email: ballard-lindsey@monroecounty-fl.gov
Website: Monroe County Special Vacation Rental Program
Website: monroetaxcollector.com
Tourist Development Tax: jgil@monroetaxcollector.com or sroberts@monroecounty-fl.gov
Inspection Requests: Fire Safety Inspection Portal
Phone: 305-289-6018
Phone: 305-453-8800
Website: Code Compliance
Florida Department of Business and Professional Regulation: 850-487-1395
Florida Department of Revenue: 850-488-6800
Location is Critical: Many areas in Key Largo prohibit short-term rentals entirely. Verify zoning before purchasing property.
28-Day Minimum Rule: Most properties can only rent for 28+ days, creating a monthly rental model rather than traditional STR.
Dual Licensing Required: You need both a Special Vacation Rental Permit and a Manager License - budget $600+ for initial setup.
Annual Compliance: Fire inspections and permit renewals are required annually, adding ongoing operational costs.
Non-Transferable Permits: When purchasing existing rental properties, new owners must restart the entire permitting process.
Strict Enforcement: Monroe County actively enforces vacation rental regulations through code compliance actions.
Tax Complexity: Owners must handle both state sales tax (7.5%) and local TDT (5%) - total 12.5% tax burden.
Market Positioning: Target snowbirds, remote workers, and long-term vacationers rather than traditional short-stay tourists.
Pros of Key Largo STR Investment:
Cons and Challenges:
Best Practices:
The regulatory environment in Key Largo is complex and restrictive compared to many other Florida markets. Thorough due diligence on zoning compliance and acceptance of the 28-day rental model is essential before investing in this market.

Key Largo, Florida, is a popular tourist destination located in the Florida Keys archipelago. Known as the "Diving Capital of the World," this island community offers a rich blend of natural beauty, water activities, and a relaxed tropical atmosphere. Key Largo has a modest permanent population of approximately 10,000 residents, but this number swells with visitors throughout the year. The island is situated about 60 miles south of Miami, making it a convenient getaway from the city's hustle and bustle.
The city's prime attraction is its proximity to some of the best diving and snorkeling spots in the nation, particularly within the John Pennekamp Coral Reef State Park, the first underwater park in the United States. More information about the park can be found here.
Other notable landmarks include the African Queen Canal Cruise, where visitors can ride on the actual steamboat used in the 1951 Humphrey Bogart film "The African Queen"—details can be found here. For nature enthusiasts, the Dagny Johnson Key Largo Hammock Botanical State Park offers hiking trails and a glimpse of the region's native flora and fauna, more of which can be explored here.
Given its vibrant tourism-driven economy, short-term rentals are in high demand in Key Largo. The city is well-suited for these types of accommodations as they provide flexible, home-like environments for families, diving enthusiasts, or individuals seeking a tranquil retreat. The popularity of short-term rentals is bolstered by the abundance of activities, dining options, and the overall charm of the locale. Official information on Key Largo tourism can be found on the area's Chamber of Commerce website here.
Thus, Key Largo's unique blend of natural allure, accessible location, and abundant recreational options make it an ideal spot for short-term rentals, catering to a diverse range of visitors from around the globe.
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