Updated 2026 · Based on median market data for Key West, FL
Not all neighborhoods in Key West are created equal for rental investors. The city-wide cap rate of 2.63% is a median — individual neighborhoods can range from 2-3% in premium areas to 8%+ in affordable pockets. Your strategy should target neighborhoods where the rent-to-price ratio exceeds the city median of 0.38%, tenant demand is strong, and the trajectory is positive. In a smaller market like Key West, neighborhood-level variation is more compressed, but the right street-by-street analysis still matters.
Focus your search on properties priced around $701,250 — roughly 25% below Key West's $935,000 median. These are typically found in working-class neighborhoods with solid fundamentals: low crime relative to peers, proximity to employment centers, and stable renter demographics. With 1.9% population growth, look for neighborhoods on the edge of gentrifying areas — these capture the most upside as growth radiates outward from city centers. Drive the neighborhoods at different times of day. Look for signs of owner investment (maintained lawns, home improvements) even in affordable areas.
Avoid neighborhoods with: (1) vacancy rates significantly above Key West's 5.2% average — visible vacancy (boarded windows, overgrown lots) signals deeper problems than data alone shows, (2) declining school ratings — even if you're renting to tenants without school-age children, school quality affects property values and the overall neighborhood trajectory, (3) high concentration of distressed properties without evidence of reinvestment, (4) distance from major employers without public transit access.
Use these benchmarks when evaluating specific Key West neighborhoods: (1) Target rent-to-price ratios above 0.43% (15% above the city median), (2) Look for neighborhood vacancy rates at or below the 5.2% city average, (3) Check crime data relative to city averages — some crime is expected in affordable neighborhoods, but rates should not be dramatically elevated, (4) Verify that comparable rents in the specific neighborhood support your projected income. The city median of $3,530/mo will be higher in some neighborhoods and lower in others — always use hyperlocal comps.
Research Key West neighborhoods using: county assessor records for recent sale prices and assessed values, local landlord associations for on-the-ground market intel, FL housing authority data for Section 8 fair market rents by zip code, and crime mapping tools. Connect with a local real estate agent who specializes in investment properties — they'll have neighborhood-level knowledge that no national dataset captures. Property managers who operate in Key West are another invaluable resource for understanding which neighborhoods attract quality tenants.
Key West vs Florida state average and national average across key investment metrics. Key West's cap rate is below both benchmarks — deal sourcing is critical here.