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

Source: AirROI
Last updated: 2025-09-01

Is Airbnb profitable in Winter Haven in 2025? Explore comprehensive Airbnb analytics for Winter Haven, Florida, United States to uncover income potential. This 2025 STR market report for Winter Haven, based on AirROI data from September 2024 to August 2025, reveals key trends in the market of 270 active listings.

Whether you're considering an Airbnb investment in Winter Haven, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Winter Haven 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 Haven Airbnb Performance Metrics Overview

Avg. Daily Rate (ADR)(?)
$156
The average rental revenue earned for an occupied room per day in Winter Haven.
Occupancy Rate(?)
46.3%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$21,180
Typical annual income for an Airbnb listing in Winter Haven. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
6.5%
Positive growth (6.5%) vs. last year.
Peak Revenue Month(?)
March
The month with the highest average earnings, indicating peak season in Winter Haven.
Lowest Revenue Month(?)
September
The month with the lowest average earnings, indicating the low season in Winter Haven.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
270
Total number of active short-term rentals listed.

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

Understanding the monthly revenue variations for Airbnb listings in Winter Haven 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 Haven 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 Haven across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $4,900+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $3,332 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $1,899 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $907, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Winter Haven

Winter Haven Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Winter Haven STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Marchsees the highest demand (peak season occupancy), while August 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 Haven:

  • Best-in-class properties (Top 10%) achieve 84%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 68% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 49%.
  • Entry-level properties (Bottom 25%) average 29% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Winter Haven

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

Effective short term rental pricing strategy in Winter Haven involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Winter Haven 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 $271+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $185 or more.
  • Typical properties (Median) charge around $128 per night.
  • Entry-level properties (Bottom 25%) earn around $79 per night.

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

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Airbnb Seasonality Analysis & Trends in Winter Haven (2025)

Peak Season (March, February, July)
  • Revenue averages $2,980 per month
  • Occupancy rates average 59.1%
  • Daily rates average $157
Shoulder Season
  • Revenue averages $2,437 per month
  • Occupancy maintains around 48.4%
  • Daily rates hold near $157
Low Season (August, September, November)
  • Revenue drops to average $1,966 per month
  • Occupancy decreases to average 38.3%
  • Daily rates adjust to average $152

Seasonality Insights for Winter Haven

  • The Airbnb seasonality in Winter Haven 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 Haven's highest earning potential, with monthly revenues capable of climbing to $3,262, occupancy reaching a high of 66.5%, and ADRs peaking at $188.
  • 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 $1,695, occupancy could drop to 34.7%, and ADRs may adjust down to $139.
  • 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 Haven.

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 Haven seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Winter Haven (2025)

Exploring the top neighborhoods for short-term rentals in Winter Haven? 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
Lake Ruby
Beautiful lakefront area known for its scenic views and recreational activities. Popular for families and nature lovers looking for a relaxing getaway while staying close to Winter Haven's attractions.
Lake Ruby, Fishing, Kayaking, Nature Trails
Legoland Florida
Home to the famous Legoland theme park, this area attracts families and tourists looking for fun and adventure. Investing here benefits from the year-round visitors to the park.
Legoland Florida, Crayola Experience, The Gardens at the Museum, Pirate's Cove Adventure Golf
Downtown Winter Haven
Vibrant downtown area with shops, restaurants, and local events. A great spot for travelers wanting to experience local culture and cuisine, especially during seasonal events.
Winter Haven Historic District, Chain of Lakes Park, Restaurants and Cafes, Local Festivals
Cypress Gardens
Historic area known for its beautiful botanical gardens and outdoor activities. It's a peaceful area that attracts visitors looking for a nature retreat and family-friendly activities.
Cypress Gardens, Botanical Gardens, Water Sports, Picnic Areas
College Park
Charming neighborhood with a mix of residential homes and local businesses. Ideal for guests wanting a more laid-back environment while still having access to city amenities.
Scenic Park, Local Pubs and Shops, Community Events, Biking Trails
Chain O' Lakes
A picturesque series of lakes perfect for water sports and fishing. Draws nature enthusiasts and those looking for an active outdoor vacation.
Boating, Fishing, Water Sports, Scenic Views
Winter Haven Mall Area
Convenient area for shopping and dining, essential for families and travelers wanting easy access to retail and food options while visiting.
Winter Haven Mall, Restaurants, Bowling Alley, Cinemas
Poinciana
A developing area close to attractions in Winter Haven and provides a quieter living environment, perfect for vacationers wanting to escape the hustle and bustle.
Local Parks, Nature Trails, Community Pools, Shopping

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

While Winter Haven, 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 Haven to ensure full compliance before hosting.

(Source: AirROI data, 2025, based on 2% licensed listings)

Top Performing Airbnb Properties in Winter Haven (2025)

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

Spectacular Waterfront Home in Winter Haven

Spectacular Waterfront Home in Winter Haven

Entire Place • 4 bedrooms

$173,680
Revenue
57.7%
Occupancy
$820.79
Daily Rate
The Lakeview Oasis Getaway!

The Lakeview Oasis Getaway!

Entire Place • 7 bedrooms

$109,089
Revenue
59.6%
Occupancy
$506.43
Daily Rate
Family Friendly Lake House W/ Pool Near Legoland

Family Friendly Lake House W/ Pool Near Legoland

Entire Place • 5 bedrooms

$103,197
Revenue
82.2%
Occupancy
$323.69
Daily Rate
Waterfront Winter Haven Home with Dock & Hot Tub!

Waterfront Winter Haven Home with Dock & Hot Tub!

Entire Place • 4 bedrooms

$93,302
Revenue
68.0%
Occupancy
$371.03
Daily Rate
Stunning Luxury House on the Chain of Lakes

Stunning Luxury House on the Chain of Lakes

Entire Place • 5 bedrooms

$90,694
Revenue
49.5%
Occupancy
$508.28
Daily Rate
Lake View, Game Room, 10 min Legoland

Lake View, Game Room, 10 min Legoland

Entire Place • 4 bedrooms

$89,284
Revenue
52.4%
Occupancy
$400.17
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 Haven (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Winter Haven 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
Anthony2$253,0591424.99/5.0
Evolve9$238,2611204.66/5.0
Cypress Inlet10$215,2369064.87/5.0
Laura6$206,4278924.92/5.0
Kim5$191,305964.87/5.0
Jin And Pedro8$161,33114654.77/5.0
Tania4$145,5821724.70/5.0
Brittany4$130,7071074.92/5.0
Ross1$109,089724.56/5.0
Matt1$103,197764.97/5.0

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 Haven.

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

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

Explore Advanced Metrics

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

Room Type Distribution

Property Type Distribution

Market Composition Insights for Winter Haven

  • The Winter Haven Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 77% of the 270 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Winter Haven, House properties are the most common (75.6%), reflecting the local real estate landscape.
  • Houses represent a significant 75.6% portion, catering likely to families or larger groups.
  • The presence of 11.1% Hotel/Boutique listings indicates integration with traditional hospitality.
  • Smaller segments like others, outdoor/unique, unique stays (combined 6.3%) offer potential for unique stay experiences.

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

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Winter Haven

  • The dominant room capacity in Winter Haven is 3 bedrooms listings, making up 28.1% of the market. This suggests a strong demand for properties suitable for families or small groups.
  • Together, 3 bedrooms and 1 bedroom properties represent 48.1% of the active Airbnb listings in Winter Haven, indicating a high concentration in these sizes.
  • A significant 46.6% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Winter Haven.

Winter Haven Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Winter Haven

  • The most common guest capacity trend in Winter Haven vacation rentals is listings accommodating 8+ guests (29.6%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 6 guests dominate the Winter Haven STR market, accounting for 45.5% of listings.
  • 51.1% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Winter Haven.
  • On average, properties in Winter Haven are equipped to host 4.8 guests.

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

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Winter Haven

  • The most common availability pattern in Winter Haven falls within the 181-270 days range, representing 38.1% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 72.9% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 91-180 days range is most frequent in Winter Haven (38.1%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 28.9% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Winter Haven Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (30.9%)

1 Night

82 listings

30.9% of total

2 Nights (24.5%)

2 Nights

65 listings

24.5% of total

3 Nights (10.2%)

3 Nights

27 listings

10.2% of total

4-6 Nights (7.9%)

4-6 Nights

21 listings

7.9% of total

7-29 Nights (4.5%)

7-29 Nights

12 listings

4.5% of total

30+ Nights (21.9%)

30+ Nights

58 listings

21.9% of total

Key Insights

  • The most prevalent minimum stay requirement in Winter Haven is 1 Night, adopted by 30.9% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A significant segment (21.9%) caters to monthly stays (30+ nights) in Winter Haven, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 1 Night minimum stay, as 30.9% of Winter Haven hosts use this setting.
  • Explore offering discounts for stays of 30+ nights to attract the 21.9% 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 Haven.

Winter Haven Airbnb Cancellation Policy Trends Analysis (2025)

Flexible (35.1%)

Flexible

92 listings

35.1% of total

Moderate (24.4%)

Moderate

64 listings

24.4% of total

Firm (20.2%)

Firm

53 listings

20.2% of total

Strict (20.2%)

Strict

53 listings

20.2% of total

Cancellation Policy Insights for Winter Haven

  • The prevailing Airbnb cancellation policy trend in Winter Haven is Flexible, used by 35.1% of listings.
  • There's a relatively balanced mix between guest-friendly (59.5%) and stricter (40.4%) policies, offering choices for different guest needs.

Recommendations for Hosts

  • Consider adopting a Flexible policy to align with the 35.1% market standard in Winter Haven.
  • Regularly review your cancellation policy against competitors and market demand shifts in Winter Haven.

Winter Haven STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Winter Haven

  • The overall average booking lead time for vacation rentals in Winter Haven is 33 days.
  • Guests book furthest in advance for stays during February (average 47 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in September (average 21 days), indicating more last-minute travel plans during this time.
  • Seasonally, Winter (41 days avg.) sees the longest lead times, while Fall (27 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (33 days) as a baseline for your pricing and availability strategy in Winter Haven.
  • For February stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 47 days out to capitalize on advance planning.
  • Target marketing efforts for the Winter season well in advance (at least 41 days) to capture early planners.
  • Monitor your own booking lead times against these Winter Haven averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Winter Haven (2025)

Amenity Prevalence

Amenity Insights for Winter Haven

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

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Winter Haven: Wifi, Free parking on premises, Air conditioning, TV, Smoke alarm.
  • Prioritize adding missing essentials: Wifi, Free parking on premises, Air conditioning, TV, Smoke alarm.
  • Consider adding popular differentiators like Hot water 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 Haven to stay competitive.

Winter Haven 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 Haven

  • The typical guest profile for Airbnb in Winter Haven consists of primarily domestic travelers (95%), 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 94.5% of guests.
  • Key international markets include United States (94.5%) and Canada (1.5%).
  • Top languages spoken are English (71%) followed by Spanish (19.4%).
  • 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 Winter Haven.
  • 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 Haven 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 Point22$19,902$1802.4158%
Anna Maria island615$6,647$785.3140%
St. Augustine Beach10$6,573$402.5447%
Reunion13$5,874$561.0942%
Melbourne Beach247$5,527$475.1045%
Vilano Beach174$5,510$425.1746%
Bradenton Beach52$5,383$547.9148%
Indian Rocks Beach848$5,054$404.9048%
Siesta Key1,143$4,700$493.1743%
Thonotosassa17$4,616$332.2555%

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