Kissimmee, FL
Disney's backyard - world's most visited STR market
The Kissimmee/Orlando market surrounding Walt Disney World is the single largest STR market by booking volume in North America. Massive inventory, purpose-built vacation home communities, and family group demand create a high-volume, relatively lower ADR market. Performance hinges on proximity and resort amenities - pools, game rooms, and themed bedrooms convert at higher rates.
Across 123 active STR-viable listings analyzed this month, Kissimmee shows a 3.3% median cap rate at a $415K median list price, 58% occupancy, and $141/night. That ranks #27 of 57 markets in STRROI's live ranking. At typical prices, cash flow is tight: most listings only pencil out with a large down payment, a below-list purchase, or above-market nightly rates.
Kissimmee real estate market right now
As of October 16, 2026, STRROI is tracking 123 homes for sale in Kissimmee that could run as short-term rentals, at a median list price of $415,000. The middle half are priced between $317K and $634K. That works out to a median of $259 per square foot for a typical 1,681 square foot home. Homes here have been on the market 75 days on average, shorter than the 101 days typical across the 56 markets in STRROI's ranking, so well-priced homes here tend to go quickly. 50 of them were listed in the last 30 days.
These numbers cover the homes for sale STRROI analyzes as potential short-term rentals in Kissimmee, mainly ZIP 34747. They are not every home sale in the area, so they can differ from MLS-wide figures. Month-by-month price history starts Oct 2026 and fills in as the market is re-checked each month.
What's for sale in Kissimmee right now
Of the 123 homes for sale we analyzed in Kissimmee, 9 (7%) project positive monthly cash flow with 20% down at a 7.5% rate, and none rate Buy or better on STRROI's 1-10 scale. 3-bedroom homes are the most common (55 for sale, median $385K). Returns are strongest in 5+ bedroom homes at a 4.4% median cap rate, and weakest in 2-bedroom homes at 2.4%. By property type, townhouses lead at a 3.7% median cap rate across 41 listings.
- Weak: 62
- Avoid: 61
| Beds | For sale | Median price | Cap rate |
|---|---|---|---|
| 2 | 20 | $314K | 2.4% |
| 3 | 55 | $385K | 3.4% |
| 4 | 18 | $560K | 3.3% |
| 5+ | 28 | $585K | 4.4% |
| Type | For sale | Median price | Cap rate |
|---|---|---|---|
| Single-family homes | 41 | $750K | 2.2% |
| Townhouses | 41 | $395K | 3.7% |
| Condos | 41 | $329K | 3.4% |
Top-ranked homes for sale in Kissimmee this month
Scored 1-10 against real Airbnb comps. Addresses, photos and the full underwriting are in the app.
- #1Weak · 4/104 bd · 3 ba townhouseZIP 34747 · listed at $260K
- Cap rate
- 7.2%
- Cash flow
- +$111/mo
- Nightly
- $191 at 58%
- #2Weak · 4/107 bd · 5 ba single-family homeZIP 34747 · listed at $590K
- Cap rate
- 7.0%
- Cash flow
- +$132/mo
- Nightly
- $369 at 58%
- #3Weak · 4/105 bd · 5 ba condoZIP 34747 · listed at $359K
- Cap rate
- 7.0%
- Cash flow
- +$77/mo
- Nightly
- $245 at 58%
How Kissimmee compares
Kissimmee ranks #9 of 21 Southeast markets in STRROI's live ranking; St. Augustine leads the region with a median cap rate of 5.7%. Its 3.3% cap rate is 0.4 points above the 2.9% median across all 57 ranked markets, and its $415K typical list price is cheaper than the Southeast median of $633K.
| Rank | Market | Cap rate | Typical price |
|---|---|---|---|
| #15 | Myrtle Beach, SC | 4.4% | $315K |
| #21 | Gulf Shores, AL | 3.7% | $499K |
| #23 | Amelia Island, FL | 3.5% | $625K |
| #27 | Kissimmee, FL | 3.3% | $415K |
| #29 | Nashville, TN | 2.9% | $900K |
| #30 | Gatlinburg, TN | 2.7% | $575K |
| #33 | Pigeon Forge, TN | 2.6% | $450K |
Rank is national, by median cap rate across active STR-viable listings. Cash flow uses STRROI's default financing assumptions. See the full ranking
Estimated Annual Performance
* Estimates based on market averages. Individual property performance varies. Always run a full underwriting analysis.
Why Investors Choose Kissimmee
Kissimmee STR investing, answered
Is Kissimmee, FL a good short-term rental market?
Kissimmee is a Southeast STR market with a 3.3% median cap rate, 58% annual occupancy, and $141/night across STR-viable listings, based on 123 active listings. It ranks #27 of 57 markets by median cap rate in STRROI's live ranking. This month none of its 123 homes for sale rate Buy or better.
What is the average Airbnb occupancy rate in Kissimmee?
STR-viable properties in Kissimmee average about 58% occupancy across the year. Peak season is Year-round (peaks: school breaks, summer). Occupancy here reflects availability-adjusted booking performance, not raw calendar occupancy, so it represents what a full-time operated rental can realistically achieve.
How much do short-term rentals earn in Kissimmee?
At $141/night and 58% occupancy, a typical Kissimmee STR grosses roughly $29,901 per year before expenses, leaving an estimated $17,941 in net operating income. Across analyzed listings the median cap rate is 3.3%. Individual results depend on property, amenities, and management.
What types of properties work best for STR in Kissimmee?
Among homes for sale right now, 5+ bedroom homes post the strongest median cap rate by size (4.4%), and townhouses lead by property type (3.7%). With guests, the best-performing STR types here are Single Family, Vacation Home, Townhouse, Condo. Matching the local guest profile and the amenities that drive bookings matters more than raw square footage.
How many homes for sale in Kissimmee cash flow as an Airbnb?
9 of 123 STR-viable listings (7%) project positive monthly cash flow after the mortgage, assuming 20% down at a 7.5% rate on a 30-year loan. The top-ranked listing this month is a 4-bedroom townhouse in ZIP 34747 listed at $260K, projecting a 7.2% cap rate and +$111 a month.
What is the median home price in Kissimmee, FL right now?
The median list price of the 123 homes for sale STRROI tracks in Kissimmee is $415,000, and the middle half are priced between $317K and $634K. The median price per square foot is $259. These are homes that could run as short-term rentals, mainly ZIP 34747, not every sale in the area. Against a 3.3% median cap rate, that price level sets the return baseline you'd underwrite against.
How long do homes stay on the market in Kissimmee?
Homes for sale in Kissimmee have been listed 75 days on average, shorter than the 101 days typical across the 56 markets in STRROI's ranking, so well-priced homes here tend to go quickly. 50 of them were listed in the last 30 days.
Market averages, not guarantees. Cap rates, occupancy, and nightly rates are market-wide averages based on active STR listings and historical data. Individual property performance depends on location, amenities, management, and listing quality. Always run a full underwriting analysis before purchasing.Stats sourced from 123 active listings · last updated Oct 16, 2026
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