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Winter Garden, Florida short-term rental listings & supply

Updated By The AirDNA Data Team

Winter Garden, Florida has 749 active short-term rental listings, tracked across Airbnb, Vrbo, and Booking.com.

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Total active listings
749
+9.3% YoY
Most popular size
2BR
43.8% of all active listings
AirDNA tracks daily performance across 10M+ Airbnb, Vrbo, and Booking.com listings in 120K+ global markets. How we collect this data →10M+ listings across Airbnb, Vrbo & Booking.com in 120K+ markets. How we collect →

Winter Garden, Florida short-term rental listings

Winter Garden has 749 active short-term rental listings as of July 2026, tracked across Airbnb, Vrbo, and Booking.com. Active supply is up 9.3% from July 2025 to July 2026. Here's how the market breaks down:

  • By property type: 81.2% entire homes, 13.9% private rooms and 4.9% shared rooms.
  • By size: 43.8% 2-bedroom, 33.6% 1-bedroom, 15.8% 3-bedroom, 3.6% 5+ bedroom, and 3.2% 4-bedroom.
  • By channel: 43.3% cross-listed, 42.2% Airbnb-only and 14.6% Vrbo-only.
  • By availability: 54.3% full-time (271–365), 18.3% part-time (91–180 nights), 17.2% most of year (181–270), and 10.1% seasonal (1–90 nights).
  • By minimum stay: 29.2% 30+ nights, 26.7% 3 nights, 19.6% 2 nights, 13.6% 4–6 nights, 10.5% 7–29 nights, and 0.3% 1 night.
  • By cancellation policy: 38.7% moderate, 37.6% flexible, 18.6% strict, 4.7% super strict, and 0.4% no refund.
76
Rental demand score
Full Winter Garden market overview How Market Score is calculated
Analyst's take

Winter Garden's Rental Demand score: 76 out of 100.

Winter Garden's Rental Demand subscore is 76 out of 100, one of five inputs to its overall Market Score of 61.

Rental Demand combines two inputs: annual occupancy (51% in Winter Garden) and year-over-year listing growth (active supply up 9.3% from July 2025 to July 2026).

It is benchmarked against other short-term rental markets in the same country with at least 15 active listings.

The Market Score is a starting point, not an investment decision.

Market-level averages hide wide variation. Here's how to go deeper in the app:

  1. 1Narrow to a neighborhoodNeighborhood metrics give a far more accurate picture of the exact area you're considering.
  2. 2Apply filtersFilter by bedrooms, price tier, amenities, and reviews to reach properties that actually match yours.
  3. 3Estimate one addressProject what one specific property can earn with a custom comp set built from its exact specs.
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Key definitions

How AirDNA defines these metrics

Active listings
Active listings are the short-term rentals on Airbnb, Vrbo, and Booking.com that were available or booked in the trailing 12 months. AirDNA de-duplicates the same home across channels, and the count refreshes monthly.How AirDNA counts active listings →
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Active listings over timeIllustrative preview

How Winter Garden's active short-term rental supply has trended over the past year.

Oct '25Dec '25Feb '26Apr '26Jun '26Aug '26
See Winter Garden's month-by-month supply trend in the AirDNA app.

Listing mix

Four ways to slice Winter Garden's 749 listings

Property type

Entire home leads at 81.2%

  • Entire home81.2%
  • Private room13.9%
  • Shared room4.9%

Bedrooms

2BR leads at 43.8%

  • 1BR33.6%
  • 2BR43.8%
  • 3BR15.8%
  • 4BR3.2%
  • 5BR+3.6%

Channel

Multi-platform leads at 43.3%

  • Airbnb only42.2%
  • Vrbo only14.6%
  • Multi-platform43.3%

Availability

Full-time (271–365) leads at 54.3%

  • Seasonal (1–90 nights)10.1%
  • Part-time (91–180 nights)18.3%
  • Most of year (181–270)17.2%
  • Full-time (271–365)54.3%

Listings by minimum stay

Share of Winter Garden active supply by host-set minimum stay

1 night
0.3%
2 nights
19.6%
3 nights
26.7%
4–6 nights
13.6%
7–29 nights
10.5%
30+ nights
29.2%

Listings by cancellation policy

Share of Winter Garden active supply by host cancellation policy

Flexible
37.6%
Moderate
38.7%
Strict
18.6%
Super strict
4.7%
No refund
0.4%

This is the tip of the iceberg

Go deeper on Winter Garden supply in the app.

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Explore more Winter Garden data

Keep digging into Winter Garden

Winter Garden market overview

The full Winter Garden market: 749 listings, $16.8K average revenue, 51% occupancy, $185 ADR. Topline metrics and the AirDNA Market Score.

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Revenue

Annual earnings, revenue by property type, and daily rates by segment.

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Seasonality

Occupancy, RevPAR, peak and trough months, seasonality score.

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Property Managers

The largest property managers operating in Winter Garden.

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Explore more markets

Other short-term rental markets in Florida

Frequently asked

Common questions about Winter Garden

Get more in the app

There's a lot more inside the AirDNA app.

  • Custom comp sets
  • Neighborhood data
  • Deep filters
  • Heat maps
  • For Sale by yield
  • Export the data
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