STR Investment Grade
Transparent ScoringSTR Regulations Apply
Transient license cap; no new licenses in most areas
Key West has a cap on transient rental licenses. Most areas are at capacity with no new licenses being issued. Existing licenses are highly valuable.
2. What permits or licenses are required?
3. Are there owner-occupancy requirements?
4. Any caps on rental nights per year or number of permits?
Why Key West?
Beach MarketWhat drives short-term rental demand here
Beach proximity drives premium nightly rates and strong seasonal demand from vacationers.
Strong traveler demand supports a competitive market with proven revenue potential.
Will This Deal Work?
This market has STR regulations to be aware of. Many hosts operate successfully with proper permits. Research local ordinances before committing.
Market estimates · Updated Feb 2026
📊 Income by Property Size
Monthly revenue estimates by bedroom count
🏠 Top Amenities for This Market
Add these to boost your revenue
🎯 Your Next Steps
📋 Regulation Status
Regulations vary by city and county. Always verify local STR ordinances, permit requirements, and zoning laws before purchasing.
Research Comparable Listings
See active short-term rentals in this market
Opens Airbnb.com in a new tab to view real listings and pricing in this market
Take the Next Step
Find homes, agents, and lenders in this market
Find a Home in Key West
Browse properties for sale on Zillow
Find an Agent to Buy Remotely
Top-rated real estate agents near Key West
Get Pre-Approved for a Loan
Compare lenders and get pre-approved today
Opens Zillow.com in a new tab
Want Jeff's Team to Help You Close?
Our coaching students get matched with vetted agents and STR-friendly lenders
More Markets in FL
Chokoloskee
$4,194/mo
Interlachen
$3,009/mo
Holiday
$2,871/mo
Cross Creek
$2,543/mo
Port Richey
$2,508/mo
Horseshoe Beach
$3,167/mo
Similar Markets Nationwide
Markets with similar grade and price range in other states
Run the Numbers on a Property
Free STR calculator with comp data for any address
Ready to Invest?
See how our students earn $2K–$4K/mo from rural Airbnbs — even as first-time investors.
Apply NowKey West, Florida is rated D for Airbnb investment with a score of 40/100 (CAUTION). The market has an average daily rate (ADR) of $385, 72% occupancy, and estimated monthly STR revenue of $8,316. Median home value is $1,000,283 with a cash-on-cash return of 0.4%. STR regulation status: Regulated. Data powered by Edge by Teeco using estimated market data.