Kissimmee Airbnb Market Data
& Investment Analysis

Kissimmee is the vacation home capital of Central Florida, minutes from the Walt Disney World gates, where purpose-built resort communities in Osceola County and the Davenport corridor on the Polk County line make up most of the whole-home rental supply. Its short-term rental market holds 28,140 active entire-home listings across 16 neighborhoods that Surge tracks. Over the twelve months ending September 2026, the average listing earned $52,068 in gross revenue at a $263 average nightly rate and 60% occupancy, for revenue per available night of $160. Revenue per listing is up 4.2% year over year.

Kissimmee suits investors who want large pool homes in communities designed for short-term rental, with demand that follows the theme-park calendar rather than business travel. The main things to underwrite are the parcel's county and overlay status, Osceola versus Polk tax registration, HOA dues and CDD assessments, resort rental rules, and steady new supply that keeps nightly rates competitive.

Spring break and the summer school holidays stack theme-park demand into March and June through July, and holiday weeks command the top nightly rates, while late August through September, after schools reopen and during hurricane season, is the slow stretch. The average Kissimmee listing earned $5,569 in July against $3,167 in September, a 1.8x swing between the best and worst month. Gated resort communities built for vacation rental (ChampionsGate, Reunion, Encore, Windsor Hills, Storey Lake, Solara) hold the steadiest occupancy because their amenities, rental-friendly rules, and park proximity sell in every season.

This page covers the Kissimmee side of the Orlando metro: every Orlando-market neighborhood south of the Disney and Meadow Woods line. That includes the US-192 corridor (Storey Lake, Compass Bay, Kissimmee View, Celebration), the I-4 and ChampionsGate resort corridor (ChampionsGate, Reunion and Encore, Windsor Hills, Four Corners), the Davenport side along Highway 27 (Windsor and Bahama Bay, Highlands Reserve), and the older residential areas around Downtown Kissimmee, Buena Ventura Lakes, Campbell, and St. Cloud. International Drive, Disney itself, and the rest of the metro are on the Orlando market page.

By gross revenue the strongest neighborhoods are Championsgate, Storey Lake, and Indian Ridge / Encore, averaging $60,959, $59,787, and $57,107 a year. Nightly rates span $121 in Celebration to $349 in Championsgate. On the Surge Score, which also weighs demand consistency and regulatory risk, Storey Lake, Championsgate, and Bella Vida / Terra Verde rank highest. For value, Four Corners, Buena Ventura Lakes, and Compass Bay pair below-median nightly rates with above-median occupancy. The full ranking is on the Kissimmee neighborhoods page.

Short-term rentals are allowed in unincorporated Osceola County inside the county's rental overlay (the STRPD district and resort communities) with a Florida DBPR license, a $30 Osceola Local Business Tax Receipt, and a self-remitted 6% Tourist Development Tax on top of 6% state sales tax and a 1.5% county surtax, 13.5% combined. Homes inside City of Kissimmee limits add a city Business Tax Receipt, and Davenport-area addresses on the Polk County side pay Polk's 12% combined rate instead. Read the full Kissimmee STR regulations, including every suburb's rules and the tax filing requirements.

Revenue scales with size. A one-bedroom in Kissimmee averages $29,655 a year at $152 a night, while a four-bedroom averages $45,735 at $219. Larger homes earn more per booking but usually run lower occupancy, so compare revenue per available night, not just nightly rate, when you choose a floor plan. Among tracked amenities, listings with a indoor fireplace earned about 28% more than the Kissimmee baseline; the Insights tab ranks every amenity by revenue, rate, and occupancy lift.

Model a specific purchase with the Kissimmee investment analysis and calculator. Data on this page comes from Surge market data on entire-home listings and was last refreshed 2026-10-28.