Airbnb Market Analytics & Investment Insights
Chalet Research Team
Kissimmee, FL — Market Intelligence Report
Researched by Chalet's Senior STR Analysts · Verified with local Kissimmee market partners
Kissimmee is not a typical Airbnb market — it is the vacation villa capital of the United States, home to the largest concentration of purpose-built 4–10 bedroom resort homes anywhere in the country. Sitting in Osceola County just minutes from Walt Disney World, this market exists because 75.3 million annual Orlando-area visitors need something hotels do not offer: multi-bedroom pool homes with full kitchens, game rooms, and private pools where extended families can stay together at a fraction of per-person hotel pricing. Chalet data shows the market generating average annual revenue of $41,144 at an 11.46% gross yield, with median home values around $359,000 and occupancy averaging 59%.
The vacation corridor splits into two dominant clusters. Zipcode 34747, anchoring ChampionsGate and Reunion Resort along the I-4 corridor, is the epicenter — 7,305 tracked listings producing $42,197 in average annual revenue at an 11% gross yield on $401,000 median home values. Zipcode 34746, home to Storey Lake, Solara Resort, and the US-192 corridor nearest Disney's main gates, mirrors that performance: 4,461 listings, $40,779 revenue, 11% yield, at a slightly more accessible $362,000 median entry price. Both clusters sit in unincorporated Osceola County within STR Overlay Districts zoned specifically for vacation rentals, with HOAs that explicitly permit short-term rental activity in their founding CC&Rs.
The investor case centers on the 5–8 bedroom segment. Chalet confirms revenue scales sharply with size: five-bedroom homes earn $55,972 annually versus $43,192 for four-bedrooms — 30% more revenue at nearly identical occupancy rates. July peaks at 69% occupancy and $280 ADR, spring break pushes April ADR to $285, and holiday weeks command $300 nightly rates. Florida's state preemption law prevents local STR bans, the regulatory framework requires a DBPR license plus Osceola County STR license with 13.5% total transient taxes remitted directly to the county, and DSCR loans at 5.875–6.75% qualify on rental income alone. Home values are down 5.4% year-over-year with 61% of properties selling below asking — favorable acquisition timing. Model returns through the Chalet ROI calculator or connect with a Chalet agent specializing in resort community acquisitions.
Risks require honest underwriting. Per-listing revenue has compressed from 2022 highs as new resort communities continue adding supply. September occupancy drops to 47%, creating lean cash-flow months. Florida insurance runs $5,000–$9,000 annually, property taxes on non-homesteaded investment properties run ~1.4% effective, and professional management claims 25–30% of gross revenue. Hurricane exposure, Disney attendance shifts, and the intensely competitive environment all factor into returns.
For investors who acquire in established resort communities, engage professional management, and target the 5–8 bedroom villa segment where hotels structurally cannot compete, Kissimmee offers the deepest demand moat in American short-term rental investing — 75 million visitors, proven family-travel demand, and gross yields north of 11% in a market purpose-built for exactly this thesis.
Get matched with top Kissimmee, FL realtors who specialize in short-term rentals — they know which neighborhoods actually cash flow and which to avoid.
Get matched with top Kissimmee, FL lenders who specialize in short-term rental financing — they understand STR underwriting and offer competitive rates for investment properties.
| 34741 |
| 14% |
| $39,527 |
| 330 |
| $287K |
| 3 | 34743 | 8% | $26,164 | 81 | $338K |
| 4 | 34744 | 7% | $27,199 | 143 | $382K |
| 5 | 34746 | 11% | $40,779 | 4,461 | $362K |
| 6 | 34747 | 11% | $42,197 | 7,305 | $401K |
| 7 | 34758 | 9% | $27,998 | 105 | $313K |
| 8 | 34759 | 8% | $22,070 | 26 | $281K |
For a complete breakdown, visit our guide to Airbnb laws in Kissimmee, FL