
Airbnb Market Analytics & Investment Insights
Yes. Kissimmee, FL remains a strong Airbnb market in 2026, with a whole-market median annual revenue of $42,734, median occupancy of 52%, and median ADR of $258 (Chalet data). Short-term rentals are legal with moderate regulatory requirements—state and county licensing, a 13.5% lodging tax, and generally lenient enforcement.
Top operators achieve annual revenues up to $69,137. The market saw ADR move +5000.0% year-over-year. For compliance details, see [Kissimmee STR regulations](/rental-regulations/kissimmee-fl).
Information provided is for educational purposes only and does not constitute financial, legal, or investment advice.
Quarterly average across active listings
Score a specific Kissimmee address against revenue, occupancy, and yield benchmarks.
Kissimmee's ADR rises 48% from Sep ($184) to Feb ($272), but occupancy rises 1.5× in the same window. The revenue lever here is occupancy capture, not pricing — set rates competitively in shoulder months to maximize summer bookings, then push ADR aggressively in peak months when demand is inelastic.
3 Bedroom | 3,038 | 56% | $186 | $38,008 |
4 BedroomMost common | 3,123 | 57% | $235 | $48,472 |
5 BedroomRecommended | 1,898 | 57% | $304 | $62,718 |
Kissimmee is primarily a drive market — demand is regional and less exposed to airline disruptions or fuel-price spikes, which supports more stable occupancy year-round.
Annual average is 52%, rising to 70% in July and dipping to 45% in May.
July, March, February are peak months, with ADR averaging $207 and occupancy reaching 70% in July.
$359,393, down 4.29% year-over-year.
4 Bedrooms are the most popular property type with 3,123 active listings — strong balance of acquisition cost and revenue.
Top guest origin cities are Miami, FL (4.18% of bookings), New York, NY (2.03% of bookings), Atlanta, GA (1.63% of bookings).
11,781 active short-term rental listings — split across studio (119), 1 bedroom (1,388), 2 bedroom (1,391), 3 bedroom (3,038), 4 bedroom (3,123), 5 bedroom (1,898).