The market’s investment clusters are sharply defined by both bedroom count and geography. Larger homes drive the revenue story: 5BR properties average $44,429 annually at a $284 ADR and 56% occupancy, while 8BRs command $61,076 at a $467 ADR. For those seeking even higher gross, 10BRs average $70,262 at $584 ADR, though occupancy moderates to 45%. This scaling of revenue with size is a hallmark of Kissimmee’s supply, supported by robust demand for multi-family and group travel. Investors can explore these segments directly with a Chalet agent for tailored acquisition guidance.
Geographically, the 34747 zip code is the market’s core, with 7,176 listings and a median annual revenue of $45,155—outperforming the citywide average. Here, ADR sits at $237 with 53% occupancy and an 11.3% yield on a $400,800 median home value. The adjacent 34746 cluster, with 4,541 listings, posts a $40,829 median revenue, $199 ADR, and 55% occupancy, offering a slightly lower entry price ($358,952 median home) and a comparable 11.4% yield. For yield-driven investors, 34741 stands out with a 13.0% gross yield on lower-priced homes ($283,130 median), though annual revenue is more modest at $36,778. These clusters provide clear lanes for both appreciation and income-focused strategies.
Kissimmee’s investor case scales on the back of diversified demand, with 16.8% international guest share and strong drive-market pull from Miami, New York, and Atlanta. The average booking lead time is 59 days (median 32), and stays average 6.2 nights—both metrics that support stable, predictable cash flow for operators who can optimize calendar management. Institutional hosts are active, but the top-10 control only 11.5% of supply, leaving room for new entrants and portfolio builders. Investors can model acquisition scenarios and stress-test returns with the Chalet ROI calculator.
Risks are real and evolving. Most notably, Kissimmee’s revenue per listing surged +39.8% YoY (Mar–May 2026 vs prior year), with occupancy up +8.8% and ADR up +24.6%—a rare triple gain. However, median home values declined -5.4% YoY, and listing supply remained flat, suggesting a maturing market with potential for price volatility. September’s 46% occupancy and $2,419 revenue mark the seasonal trough, demanding careful cash flow management. Regulatory risk is present but navigable: short-term rentals are legal with state and county licensing, a 13.5% lodging tax, and generally lenient enforcement—though recent party crackdowns signal rising scrutiny. Full compliance details are available on Kissimmee STR regulations.
