
Airbnb Market Analytics & Investment Insights
Yes — Winter Haven, FL remains a reliable Airbnb market. The whole-market median is $23,724 in annual revenue at 52% occupancy and a $153 ADR. Review local regulation before purchase — see the rules section below.
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Score a specific Winter Haven address against revenue, occupancy, and yield benchmarks.
Winter Haven's ADR rises 58% from Sep ($122) to Jun ($193), but occupancy rises 1.4× 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.
| $157 |
| $29,837 |
3 Bedroom | 87 | 52% | $218 | $41,678 |
4 Bedroom | 44 | 50% | $259 | $46,938 |
5 BedroomRecommended | 8 | 52% | $409 | $78,296 |
Winter Haven 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 64% in March and dipping to 44% in May.
March, February, April are peak months, with ADR averaging $155 and occupancy reaching 64% in March.
$275,445, down 3.44% year-over-year.
1 Bedrooms are the most popular property type with 126 active listings — strong balance of acquisition cost and revenue.
Top guest origin cities are Miami, FL (5.02% of bookings), Winter Haven, FL (2.59% of bookings), Jacksonville, FL (2.38% of bookings).
226 active short-term rental listings — split across studio (7), 1 bedroom (126), 2 bedroom (49), 3 bedroom (87), 4 bedroom (44), 5 bedroom (8).