Key West, Key Largo, Marathon, and Islamorada draw year-round diving, fishing, and getaway travel against tightly limited supply, which keeps nightly rates and occupancy among the strongest in Florida.
Monroe County management
Airbnb & short-term rental management for Monroe County (Florida Keys) owners.
The Florida Keys are a licensing market — what determines your return is whether the property carries a transient license or fits the 28-day model. We help Keys owners run the right strategy and price for some of the highest demand in Florida. We handle pricing, guests, and turnovers end to end.
- Florida Keys local
- Licensing strategy
- Premium pricing
Market snapshot
What the Monroe County short-term rental market looks like.
Demand is healthy all year with winter and event peaks (fishing seasons, Fantasy Fest), and premium rates for waterfront and licensed transient properties.
In the Keys, the property’s license and zoning — not its photos — decide what’s possible. A transient license is what unlocks true short-term renting.
Rules & taxes
The local rules that decide what you can run.
This is where most Monroe County owners get tripped up. Here is the short version. It is general guidance, not legal advice, and we help you confirm the current details before you list.
The 28-day minimum is the default
Across much of Monroe County, rentals under 28 days are “special vacation rentals” allowed only in specific land-use districts with a permit, and prohibited in many residential districts. Without the right zoning, 28-day-and-longer stays are the model.
Key West’s transient-license cap
Key West allows transient (short-term) use only in certain zones and caps the number of transient licenses. They’re scarce, valuable, and hard to obtain — so a property’s license status is everything.
Permits & local contact
Where short-term use is allowed, a special vacation rental permit (renewed annually) and a designated local contact are typically required.
Taxes
Owners collect Monroe County tourist taxes plus state sales tax on short stays.
Submarkets
Demand isn’t the same across Monroe County.
Key West
A transient-license market where scarce licenses, not zoning alone, set the ceiling on short-term rental.
Key Largo & Islamorada
Diving and fishing demand where the 28-day model is common without a transient license.
Marathon
Family and boating demand in the Middle Keys.
Residential / offshore districts
Many areas restrict stays under 28 days — the longer-stay model usually applies.
Management focus
How we run a Monroe County home.
Pricing to the calendar
Rates and minimum stays move with the market’s real demand peaks and slow seasons instead of one flat price all year.
Guest communication
Fast, organized messaging with the arrival, access, and local details guests expect, so questions get answered and reviews stay high.
Turnovers & home care
Cleaning, inspection, and restocking on a consistent system, so the home is genuinely ready every time and small issues get caught early.
Compliance kept clean
Licensing, registration, zoning, and tax collection handled and documented from the start, so a profitable listing doesn’t become a code or tax problem later.
Cities and communities
Start with the city or community closest to your property in Monroe County.
Big Coppitt Key
Pricing, turnovers, and guest care.
Big Pine Key
Pricing, turnovers, and guest care.
Cudjoe Key
Local market know-how.
Duck Key
Dependable day-to-day care.
Islamorada
Hands-on, well-run homes.
Key Colony Beach
Guest-ready every stay.
Key Largo
Local market know-how.
Key West
Guest-ready every stay.
Layton
Hands-on, well-run homes.
Marathon
Dependable day-to-day care.
Stock Island
Hands-on, well-run homes.
Summerland Key
Pricing, turnovers, and guest care.
Tavernier
Guest-ready every stay.
Florida resources
See how this county compares with the rest of Florida and learn more about how we work.
Florida short-term rental management
See how management priorities change across coastal, urban, resort, and residential Florida markets.
Core services
Review the guest communication, turnover, maintenance, and pricing approach that shape how homes are run statewide.
Owner guidance
Read Florida owner articles on home care, insurance, peak seasons, and management decisions.
Talk through your property
Reach out if you want to discuss a home, county, or portfolio in more detail.
Owner guides
Florida owner guides.
Common questions
What Monroe County owners usually ask before handing off management.
Can I run a nightly Airbnb in the Florida Keys?
Only with the right license and zoning. Across much of Monroe County, stays under 28 days are restricted to specific districts with a permit, and Key West caps transient licenses tightly. Otherwise the 28-day-plus model applies. We help you understand what your property allows. (General information, not legal advice.)
What makes a Key West property able to rent short-term?
A transient license tied to the right zoning. These licenses are capped and scarce, which is why a property’s license status largely determines its short-term rental potential and value.
When is peak season in the Keys?
Demand is strong year-round with winter and event peaks; waterfront and licensed transient properties command premium rates.
Do you work with single-home owners in Monroe County?
Yes — single properties as well as owners building a portfolio across the Keys.
Next step
Want a local read on your Monroe County rental?
Tell us where the home is and what you want help with. We’ll give you a straight take on pricing, the local rules, and whether we’re a fit. No cost, no obligation.