Winter Garden Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Florida, United States

Source: AirROI
Last updated: 2025-08-01

Is Airbnb profitable in Winter Garden in 2025? Explore comprehensive Airbnb analytics for Winter Garden, Florida, United States to uncover income potential. This 2025 STR market report for Winter Garden, based on AirROI data from August 2024 to July 2025, reveals key trends in the niche market of 111 active listings.

Whether you're considering an Airbnb investment in Winter Garden, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Winter Garden Airbnb data is crucial. Leveraging the low regulation environment is key to maximizing your short term rental income potential. Let's dive into the specifics.

Key Winter Garden Airbnb Performance Metrics Overview

Avg. Daily Rate (ADR)(?)
$148
The average rental revenue earned for an occupied room per day in Winter Garden.
Occupancy Rate(?)
54.1%
High demand. Good booking frequency.
Median Annual Revenue(?)
$24,093
Typical annual income for an Airbnb listing in Winter Garden. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
32.0%
Strong growth (32.0%) vs. last year.
Peak Revenue Month(?)
March
The month with the highest average earnings, indicating peak season in Winter Garden.
Lowest Revenue Month(?)
September
The month with the lowest average earnings, indicating the low season in Winter Garden.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
111
Total number of active short-term rentals listed.

Monthly Airbnb Revenue Variations & Income Potential in Winter Garden (2025)

Understanding the monthly revenue variations for Airbnb listings in Winter Garden is key to maximizing your short term rental income potential. Seasonality significantly impacts earnings. Our analysis, based on data from the past 12 months, shows that the peak revenue month for STRs in Winter Garden is typically March, while September often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Winter Garden across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $4,762+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $3,457 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $2,200 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $1,189, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Winter Garden

Winter Garden Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Winter Garden STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Februarysees the highest demand (peak season occupancy), while September experiences the lowest (low season). Effective strategies, like adjusting minimum stays or offering promotions, can boost occupancy during slower periods. Here's how different property tiers perform in Winter Garden:

  • Best-in-class properties (Top 10%) achieve 89%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 78% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 60%.
  • Entry-level properties (Bottom 25%) average 36% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Winter Garden

Average Daily Rate (ADR) Airbnb Trends in Winter Garden (2025)

Effective short term rental pricing strategy in Winter Garden involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Winter Garden typically peaks in June and dips lowest during October. Leveraging Airbnb dynamic pricing tools or strategies based on this seasonality can significantly boost revenue. Here's a look at the typical nightly rates achieved:

  • Best-in-class properties (Top 10%) command rates of $246+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $169 or more.
  • Typical properties (Median) charge around $127 per night.
  • Entry-level properties (Bottom 25%) earn around $77 per night.

Average Daily Rate (ADR) Trend by Month in Winter Garden

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Airbnb Seasonality Analysis & Trends in Winter Garden (2025)

Peak Season (March, December, February)
  • Revenue averages $2,934 per month
  • Occupancy rates average 66.1%
  • Daily rates average $143
Shoulder Season
  • Revenue averages $2,579 per month
  • Occupancy maintains around 56.1%
  • Daily rates hold near $153
Low Season (August, September, November)
  • Revenue drops to average $2,061 per month
  • Occupancy decreases to average 47.1%
  • Daily rates adjust to average $131

Seasonality Insights for Winter Garden

  • The Airbnb seasonality in Winter Garden shows moderate seasonality with distinct peak and low periods. While the sections above show seasonal averages, it's also insightful to look at the extremes:
  • During the high season, the absolute peak month showcases Winter Garden's highest earning potential, with monthly revenues capable of climbing to $3,191, occupancy reaching a high of 68.6%, and ADRs peaking at $171.
  • Conversely, the slowest single month of the year, typically falling within the low season, marks the market's lowest point. In this month, revenue might dip to $1,796, occupancy could drop to 39.7%, and ADRs may adjust down to $130.
  • Understanding both the seasonal averages and these monthly peaks and troughs in revenue, occupancy, and ADR is crucial for maximizing your Airbnb profit potential in Winter Garden.

Seasonal Strategies for Maximizing Profit

  • Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability.
  • Low Season: Offer competitive pricing, special promotions (e.g., extended stay discounts), and flexible cancellation policies. Target off-season travelers like remote workers or budget-conscious guests.
  • Shoulder Seasons: Implement dynamic pricing that balances peak and low rates. Target weekend travelers or specific events. Offer slightly more flexible terms than peak season.
  • Regularly analyze your own performance against these Winter Garden seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Winter Garden (2025)

Exploring the top neighborhoods for short-term rentals in Winter Garden? This section highlights key areas, outlining why they are attractive for hosts and guests, along with notable local attractions. Consider these locations based on your target guest profile and investment strategy.

Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Downtown Winter Garden
A charming area with historic buildings, shops, and restaurants. It's a popular destination for visitors looking for a quaint, small-town feel with modern amenities.
Winter Garden Village, Garden Theatre, West Orange Trail, Historic Downtown, Lake Apopka
Lake Apopka
A natural area perfect for outdoor enthusiasts, offering opportunities for fishing, hiking, and wildlife viewing. Attractive for families and nature lovers looking for peaceful retreats.
Lake Apopka Loop Trail, North Shore Birding Drive, Tilden Trails, Lake Apopka Wildlife Drive, Crane's Roost Park
Plant Street
Known for its local breweries, boutiques, and cafes. This area draws visitors who appreciate a vibrant community atmosphere combined with local businesses and events.
Crooked Can Brewing Company, Plant Street Market, Winter Garden Heritage Museum, Farmers Market, Various food events
Winter Garden Village
A shopping destination that offers a mix of dining, retail, and entertainment. Ideal for travelers seeking convenience and variety in a suburban setting.
Coffee Shops, Restaurants, Movie Theaters, Retail Outlets, Seasonal Events
West Orange Trail
A popular long-distance trail suited for biking, running, and walking, attracting fitness enthusiasts and those looking to enjoy the outdoors.
Scenic Trail Views, Parks Along the Trail, Trailheads with Amenities, Various Outdoor Activities, Community Events
Historic Garden Theatre
An iconic venue that hosts live performances and events, contributing to the cultural richness of the area, attracting art and theater lovers.
Live Performances, Film Screenings, Community Events, Theatre Workshops, Art Exhibitions
Lake Minneola
A beautiful lake surrounded by parks and walking paths, perfect for those looking for a serene natural escape while still being close to the city.
Water Activities, Parks Around Lake, Walking Trails, Beautiful Sunsets, Picnic Areas
Citrus Tower
A historic tower offering stunning views of the surrounding Orange County area, drawing visitors interested in sightseeing and local history.
Observation Deck, Historic Tours, Nearby Citrus Groves, Photography Opportunities, Scenic Views

Understanding Airbnb License Requirements & STR Laws in Winter Garden (2025)

While Winter Garden, Florida, United States currently shows low STR regulations, specific Airbnb license requirements might still exist or change. Always verify the latest short term rental regulations and Airbnb license requirements directly with local government authorities for Winter Garden to ensure full compliance before hosting.

(Source: AirROI data, 2025, finding no licensed listings among those analyzed)

Top Performing Airbnb Properties in Winter Garden (2025)

Benchmark your potential! Explore examples of top-performing Airbnb properties in Winter Gardenbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.

Eclectic Escape:Disney Proximity

Eclectic Escape:Disney Proximity

Entire Place • 5 bedrooms

$80,120
Revenue
75.4%
Occupancy
$277.62
Daily Rate
Waterfront EPIC views, Dock, wildlife Near Disney

Waterfront EPIC views, Dock, wildlife Near Disney

Entire Place • 4 bedrooms

$79,524
Revenue
48.1%
Occupancy
$441.02
Daily Rate
6 Bedroom Historic Home

6 Bedroom Historic Home

Entire Place • 6 bedrooms

$63,420
Revenue
38.3%
Occupancy
$704.99
Daily Rate
Large Studio Apartment Downtown

Large Studio Apartment Downtown

Entire Place • N/A

$59,439
Revenue
59.3%
Occupancy
$247.32
Daily Rate
Peace -Pie -Privacy * Proudly Maintained By Hosts*

Peace -Pie -Privacy * Proudly Maintained By Hosts*

Entire Place • 4 bedrooms

$58,825
Revenue
44.8%
Occupancy
$402.62
Daily Rate
Winter Garden Experience! Walkable Downtown I Pets

Winter Garden Experience! Walkable Downtown I Pets

Entire Place • 2 bedrooms

$54,322
Revenue
82.9%
Occupancy
$180.72
Daily Rate

Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.

Top Performing Airbnb Hosts in Winter Garden (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Winter Garden based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.

Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Jason8$288,6502544.83/5.0
Andrea10$267,0584424.96/5.0
Evolve6$188,1473714.81/5.0
William3$136,3971974.92/5.0
Mary Anne2$106,7751334.85/5.0
Epic Vacation Rentals2$101,157174.89/5.0
Karla2$84,2081484.99/5.0
Chelsey1$80,120104.90/5.0
Orion2$60,5717064.83/5.0
Vicky & Ray2$59,673604.91/5.0

Analyzing the strategies of top hosts, such as their property selection, pricing, and guest communication, can offer valuable lessons for optimizing your own Airbnb operations in Winter Garden.

Dive Deeper: Advanced Winter Garden STR Market Data (2025)

Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Winter Garden. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.

Explore Advanced Metrics

Winter Garden Short-Term Rental Market Composition (2025): Property & Room Types

Room Type Distribution

Property Type Distribution

Market Composition Insights for Winter Garden

  • The Winter Garden Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 78.4% of the 111 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Winter Garden, House properties are the most common (55.9%), reflecting the local real estate landscape.
  • Houses represent a significant 55.9% portion, catering likely to families or larger groups.
  • The presence of 9% Hotel/Boutique listings indicates integration with traditional hospitality.
  • Smaller segments like outdoor/unique (combined 1.8%) offer potential for unique stay experiences.

Winter Garden Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Winter Garden

  • The dominant room capacity in Winter Garden is 1 bedroom listings, making up 37.8% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 1 bedroom and 2 bedrooms properties represent 54.0% of the active Airbnb listings in Winter Garden, indicating a high concentration in these sizes.
  • A significant 21.6% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Winter Garden.

Winter Garden Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Winter Garden

  • The most common guest capacity trend in Winter Garden vacation rentals is listings accommodating 4 guests (30.6%). This suggests the primary traveler segment is likely small families or groups.
  • Properties designed for 4 guests and 2 guests dominate the Winter Garden STR market, accounting for 49.5% of listings.
  • 23.4% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Winter Garden.
  • On average, properties in Winter Garden are equipped to host 3.7 guests.

Winter Garden Airbnb Booking Patterns (2025): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Winter Garden

  • The most common availability pattern in Winter Garden falls within the 91-180 days range, representing 35.1% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 49.5% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 181-270 days range is most frequent in Winter Garden (40.5%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 55.8% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Winter Garden Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (36.7%)

1 Night

40 listings

36.7% of total

2 Nights (17.4%)

2 Nights

19 listings

17.4% of total

3 Nights (15.6%)

3 Nights

17 listings

15.6% of total

4-6 Nights (2.8%)

4-6 Nights

3 listings

2.8% of total

7-29 Nights (3.7%)

7-29 Nights

4 listings

3.7% of total

30+ Nights (23.9%)

30+ Nights

26 listings

23.9% of total

Key Insights

  • The most prevalent minimum stay requirement in Winter Garden is 1 Night, adopted by 36.7% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A significant segment (23.9%) caters to monthly stays (30+ nights) in Winter Garden, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 1 Night minimum stay, as 36.7% of Winter Garden hosts use this setting.
  • Explore offering discounts for stays of 30+ nights to attract the 23.9% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Winter Garden.

Winter Garden Airbnb Cancellation Policy Trends Analysis (2025)

Flexible (23.4%)

Flexible

25 listings

23.4% of total

Moderate (36.4%)

Moderate

39 listings

36.4% of total

Firm (29%)

Firm

31 listings

29% of total

Strict (11.2%)

Strict

12 listings

11.2% of total

Cancellation Policy Insights for Winter Garden

  • The prevailing Airbnb cancellation policy trend in Winter Garden is Moderate, used by 36.4% of listings.
  • There's a relatively balanced mix between guest-friendly (59.8%) and stricter (40.2%) policies, offering choices for different guest needs.

Recommendations for Hosts

  • Consider adopting a Moderate policy to align with the 36.4% market standard in Winter Garden.
  • Using a Strict policy might deter some guests, as only 11.2% of listings use it. Evaluate if potential revenue protection outweighs possible lower booking rates.
  • Regularly review your cancellation policy against competitors and market demand shifts in Winter Garden.

Winter Garden STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Winter Garden

  • The overall average booking lead time for vacation rentals in Winter Garden is 32 days.
  • Guests book furthest in advance for stays during December (average 43 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in July (average 21 days), indicating more last-minute travel plans during this time.
  • Seasonally, Winter (40 days avg.) sees the longest lead times, while Summer (24 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (32 days) as a baseline for your pricing and availability strategy in Winter Garden.
  • For December stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 43 days out to capitalize on advance planning.
  • Target marketing efforts for the Winter season well in advance (at least 40 days) to capture early planners.
  • Monitor your own booking lead times against these Winter Garden averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Winter Garden (2025)

Amenity Prevalence

Amenity Insights for Winter Garden

  • Essential amenities in Winter Garden that guests expect include: TV, Wifi, Air conditioning, Smoke alarm. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Free parking on premises, Heating, Hot water are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Winter Garden: TV, Wifi, Air conditioning, Smoke alarm.
  • Prioritize adding missing essentials: Air conditioning, Smoke alarm.
  • Consider adding popular differentiators like Free parking on premises or Heating to increase appeal.
  • Highlight unique or less common amenities you offer (e.g., hot tub, dedicated workspace, EV charger) in your listing description and photos.
  • Regularly check competitor amenities in Winter Garden to stay competitive.

Winter Garden Airbnb Guest Demographics & Profile Analysis (2025)

Guest Origin: Domestic vs. International
Top 5 Cities of Origin
Top 5 Countries of Origin
Top 5 Languages Spoken
Guest Age Distribution (Birth Decade)

Guest Profile Summary for Winter Garden

  • The typical guest profile for Airbnb in Winter Garden consists of primarily domestic travelers (86%), often arriving from nearby Miami, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
  • Domestic travelers account for 86.2% of guests.
  • Key international markets include United States (86.2%) and Brazil (2.8%).
  • Top languages spoken are English (64.9%) followed by Spanish (20%).
  • A significant demographic segment is the Post-2000s (Gen Z/Alpha) group, representing 50% of guests.

Recommendations for Hosts

  • Target domestic marketing efforts towards travelers from Miami and Orlando.
  • Tailor amenities and listing descriptions to appeal to the dominant Post-2000s (Gen Z/Alpha) demographic (e.g., highlight fast WiFi, smart home features, local guides).
  • Highlight unique local experiences or amenities relevant to the primary guest profile.
  • Consider seasonal promotions aligned with peak travel times for key origin markets.

Nearby Short-Term Rental Market Comparison

How does the Winter Garden Airbnb market stack up against its neighbors? Compare key performance metrics like average monthly revenue, ADR, and occupancy rates in surrounding areas to understand the broader regional STR landscape.

MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
Sailfish Point21$19,828$1659.6762%
Anna Maria island618$6,618$774.9441%
Reunion12$6,339$563.9641%
St. Augustine Beach10$5,813$399.8946%
Melbourne Beach244$5,266$469.5744%
Vilano Beach177$5,002$409.4445%
Indian Rocks Beach855$4,938$401.7848%
Bradenton Beach50$4,762$548.0147%
Siesta Key1,114$4,729$494.6043%
Thonotosassa17$4,394$329.6053%

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