Airbnb Market Analytics, Statistics and Data in Winter Park, Florida, United States
Last updated: 2025-01-31
Looking to make more money with hosting or rental arbitraging Airbnbs, short-term rentals, vacation rentals in Winter Park? AirROI have just the data insights! Over the last twelve months from February 2024 to January 2025, we've uncovered key trends and opportunities that successful hosts are leveraging in Winter Park:
How much do Airbnb hosts make on average per month in Winter Park?
The short-term rental market in Winter Park shows distinct revenue patterns across different property tiers. Our analysis reveals that successful properties combine strategic pricing with quality management to maximize earnings potential. Market data demonstrates clear revenue differentiation among properties:
- Typical properties (median) earn $1,994 per month
- Strong performing properties (top 25%) make $3,216 or more
- Best-in-class properties (top 10%) achieve $4,713+ monthly
- Entry-level properties (bottom 25%) typically earn around $833
Revenue Variations by Month
Occupancy Rates Throughout the Year in Winter Park
The market in Winter Park shows distinct occupancy patterns influenced by seasonal trends and local dynamics. Properties that maintain high guest satisfaction scores and implement strategic pricing consistently achieve stronger occupancy rates. Current market data shows:
- Typical properties (median) maintain 45% occupancy rates
- Strong performing properties (top 25%) achieve 70% or higher
- Best-in-class properties (top 10%) reach 89%+occupancy
- Entry-level properties (bottom 25%) average around 22%
Occupancy Variations by Month
Average Daily Rates Seasonal Trends in Winter Park
Daily rates in Winter Park vary based on seasonality, property quality, and market dynamics. Properties that effectively balance competitive pricing with strong amenities typically command higher rates. Market analysis shows the following rate structure:
- Typical properties (median) generate $119 per night
- Strong performing properties (top 25%) secure $181 or more
- Best-in-class properties (top 10%) pull in $285+ per night
- Entry-level properties (bottom 25%) earn around $84
Daily Rate Variations by Month
Get Live Winter Park Market Intelligence 👇
Explore Real-time Analytics
Seasonality patterns in Winter Park
Peak Season (February, March, June)
- Revenue peaks at $3130.52 per month
- Occupancy rates reach 59.24%
- Daily rates average $157.82
Shoulder Season
- Revenue averages $2408.46 per month
- Occupancy maintains 47.21%
- Daily rates hold at $153.05
Low Season (November, August, September)
- Revenue drops to $1675.67 per month
- Occupancy decreases to 41.72%
- Daily rates adjust to $143.58
Is it still profitable to do Airbnb in Winter Park in 2025?
Yes! Winter Park demonstrates highly seasonal trends requiring strategic adaptation, featuring a healthy occupancy rate of 47% and solid monthly revenue averaging $2408 and The market's 129 active listings indicate growing demand with plenty of opportunity for new properties. There's also room for profit through rental arbitrage strategies, if you can identify competitively priced properties. To maximize your return on investment, consider employing the following strategies:
Peak Season Strategy
- Implement premium seasonal pricing strategies
- Set longer minimum stay requirements during high-demand periods
- Enforce stricter cancellation policies
Shoulder Season Strategy
- Maintain competitive market-based pricing
- Offer moderate-length stay incentives
- Target a mix of leisure and business travelers with flexible booking terms
- Focus on weekend getaway packages and mid-week business traveler promotions
Low Season Strategy
- Adjust pricing to remain competitive in the market
- Target different guest segments (families on vacation, festival goers, adventure tourists, international visitors)
- Create targeted promotional campaigns to drive occupancy
Top Places to Start Airbnb in Winter Park
| Area | Why Choose This Area | Key Attractions |
|---|---|---|
| Downtown Winter Park | Charming downtown area filled with shopping, dining, and cultural experiences. Known for its historic architecture and beautiful parks, perfect for tourists seeking a quaint atmosphere. | Park Avenue, Winter Park Historical Museum, Central Park, Casa Feliz Historic Home Museum, Rollins College |
| Lake Knowles | Scenic neighborhood surrounding Lake Knowles offering beautiful views and recreational activities. A peaceful location popular with families and outdoor enthusiasts. | Lake Knowles, Carpenter Park, Knowles Chapel, Winter Park Golf Course |
| Lake Virginia | Picturesque area by Lake Virginia, known for waterfront properties and serene nature. Great for visitors who enjoy water activities and nature walks. | Lake Virginia, Virginia Drive, Canoe and kayak rentals, Birdwatching, Nature trails |
| Panorama Heights | Quaint residential area with a mix of modern and historical homes, offering a suburban feel while being close to the vibrant downtown. Ideal for those looking for a homey environment. | Winter Park Village, Full Sail University, Nearby parks, Local cafes and shops |
| Craftsman District | Up-and-coming area with a mix of artsy boutiques and local eateries. Great for visitors seeking a unique, local feel away from the more touristy spots. | Arts and Crafts shops, Local galleries, Food festivals, Outdoor events |
| Winter Park Chain of Lakes | Beautiful series of lakes that attract nature lovers and those looking for outdoor recreation. A stunning location for water activities and leisurely strolls. | Lake Osceola, Lake Minnehaha, Lake Killarney, Scenic boat tours, Fishing and kayaking |
| Cultural Corridor | Home to museums, art galleries, and theaters, making it a prime spot for art and culture enthusiasts visiting Winter Park. | Alfond Inn, Rollins College Museum of Art, Winter Park Playhouse, Knowles Memorial Chapel |
| Resort Area | Proximity to luxury resorts and hotels attracts visitors looking for upscale experiences and relaxation. Ideal for tourists seeking pampering and leisure activities. | The Alfond Inn, Ritz-Carlton Orlando, Spa and wellness centers, Golf courses |
Do you need a license for Airbnb in Winter Park?
We recommend checking directly with Winter Park's local government regarding short-term rental licensing requirements. Current market data shows limited licensing information (0% of listings), making it essential to verify current regulations before starting your Airbnb business.
Top Performing Airbnb Properties in Winter Park
Stunning Luxury Oasis + Nintendo-themed Game Room
Entire Place • 4 bedrooms
A Rare Jewel in the heart of Winter park. Can walk
Entire Place • 3 bedrooms
Best Winter Park Home by Rollins, Hosp & Park Ave!
Entire Place • 4 bedrooms
Walk to Park Ave & The WP Village!
Entire Place • 3 bedrooms
3 BR minutes walk to Park Avenue
Entire Place • 3 bedrooms
Spacious & lovely 3 bedroom Winter Park home
Entire Place • 3 bedrooms
Top Performing Professional Hosts in Winter Park
| Host Name | Properties | Grossing Revenue | Stay Reviews | Avg Rating |
|---|---|---|---|---|
| Christopher | 10 | $285,243 | 859 | 4.94/5.0 |
| Caitlin | 1 | $191,124 | 45 | 5.00/5.0 |
| Patricia & Frank | 6 | $132,489 | 168 | 4.85/5.0 |
| Richard | 6 | $105,948 | 304 | 4.15/5.0 |
| Shuoyan | 2 | $84,200 | 105 | 4.82/5.0 |
| Virago Management | 7 | $80,205 | 206 | 4.80/5.0 |
| Mina | 1 | $76,004 | 114 | 4.93/5.0 |
| 154674654 | 4 | $74,414 | 304 | 4.84/5.0 |
| Jay | 1 | $72,072 | 86 | 4.97/5.0 |
| Andrea | 3 | $62,573 | 160 | 4.84/5.0 |
Additional analytics on vacation rental, real estate, short term rental data in Winter Park
AirROI also have other key metrics and comprehensive data for your vacation rental, real estate needs. Go explore the advanced metrics that can help you make informed decisions:
Room Type Distribution
Property Type Distribution
Key Insights
- Market dominated by entire home listings (86%), with house and apartment & condo properties comprising 84.5% of inventory
- Untapped potential in outdoor & mobile segments (0.8% combined)
Room Capacity Distribution
Analysis of 129 properties in Winter Park shows that 2 bedrooms properties are most prevalent, making up 33.3% of the market. The market tends to favor smaller properties, with 2 bedrooms and 1 bedroom together representing 64.3% of all listings.
Key Insights
- Most common: 2 bedrooms (33.3%)
- Least common: 4 bedrooms (7%)
- Market concentration: 64.3% in top 2 sizes
- Market skew: Favors smaller properties
Guest Capacity Distribution
Analysis of 129 properties in Winter Park reveals that 4 guests properties dominate the market, representing 27.1% of all listings. The average property accommodates 3.9 guests, with a clear trend towards larger guest capacities. Properties accommodating 4 guests and 2 guests make up 46.5% of the market.
Key Insights
- Most common capacity: 4 guests (27.1% of market)
- Least common capacity: 1 guest (1.6% of market)
- Average guest capacity: 3.9 guests per property
- Market concentration: 46.5% in top 2 capacity sizes
- Market segmentation: Predominantly larger guest capacities
Booking and Availability Patterns
Available Days Distribution
Booked Days Distribution
Among 129 properties in Winter Park, the most common availability pattern is 271-366 days (41.1% of properties). For actual bookings, properties most frequently secure bookings for 91-180 days (31.8% of properties).
Key Insights
- Most common availability window: 271-366 days (41.1%)
- Most common booking duration: 91-180 days (31.8%)
- Properties with high availability (180+ days): 72.1%
- Properties with long-term bookings (180+ days): 29.5%
Minimum Stay Distributions
1 Night
10 listings
9.2% of total
2 Nights
15 listings
13.8% of total
3 Nights
8 listings
7.3% of total
4-6 Nights
4 listings
3.7% of total
7-29 Nights
12 listings
11% of total
30+ Nights
60 listings
55% of total
Key Insights
- Short stays (1-2 nights) dominate the market at 23.0%
- Mid-length stays (4-6 nights) represent 3.7% of listings
- Monthly+ stays (55%) suggest a stable extended-stay market
- High market flexibility with 30.3% accepting 3 nights or less
Recommendations
- Set minimum stays between 2-3 nights to align with market standards
- Adjust minimum stays seasonally based on demand patterns
- Consider monthly stay discounts to capture the growing extended-stay market
- Implement different minimum stays for weekends vs. weekdays
Cancellation Policy Distribution
Flexible
17 listings
15.5% of total
Moderate
31 listings
28.2% of total
Firm
32 listings
29.1% of total
Strict
30 listings
27.3% of total
Key Insights
- Firm is the preferred policy at 29.1% of listings
- The market shows a balanced distribution between guest-friendly (43.7%) and strict (56.4%) policies
- Flexible policies are least common at 15.5% of listings
Recommendations
- Market supports various policies - choose based on your property type and target guests
- Diverse policy distribution indicates an opportunity to differentiate through policy choice
Booking Lead Time Trends
Key Insights
- Peak booking lead times occur in Jan, Feb, Mar, averaging 67 days
- Shortest booking windows are in Sep, Oct, Aug, averaging 36 days
- Winter shows the longest average booking window at 63 days, while Summer has the shortest at 41 days
Recommendations
- Implement dynamic pricing strategies for Winter bookings at least 63 days in advance
- Consider early bird discounts during Summer to encourage longer lead times
- Focus on last-minute booking promotions during Sep-Aug when lead times are shortest
Popular Airbnb Amenities in Winter Park
Every property in Winter Park comes standard with Wifi, and Air conditioning. Below shows the distribution of other amenities:
Traveler Demographics
Key Insights
- Domestic travelers make up 91.8% of total guests, indicating a dominant local market share.
- Primary international markets: United Kingdom (1.2%) and Canada (1.2%)
- English is the top language at 72.4%, followed by Spanish (19.5%)
- Notable demographic segment in <=1950s (Pre-1950s (Silent Gen)) at 5.8%
Recommendations
- Target marketing campaigns for Orlando and Tampa markets
- Develop localized content for United Kingdom and Canada
- Prioritize English and Spanish language support
- Tailor experiences for Pre-1950s (Silent Gen) while maintaining broad age appeal
- Implement seasonal promotions aligned with key market travel patterns
Nearby Markets
Explore short-term rental performance in markets surrounding Winter Park. These nearby markets offer diverse opportunities for property investors and hosts:
| Market | Properties | Monthly Revenue | Daily Rate | Occupancy |
|---|---|---|---|---|
| Sailfish Point | 20 | $22,015 | $1319.36 | 63% |
| Reunion | 11 | $8,436 | $555.22 | 48% |
| Anna Maria island | 615 | $6,313 | $698.78 | 42% |
| Thonotosassa | 14 | $5,659 | $330.77 | 50% |
| Vilano Beach | 140 | $5,482 | $394.11 | 47% |
| Melbourne Beach | 227 | $5,145 | $400.40 | 44% |
| St. Augustine Beach | 10 | $4,965 | $370.78 | 44% |
| Indian Rocks Beach | 869 | $4,890 | $354.76 | 49% |
| Siesta Key | 1,147 | $4,189 | $426.73 | 43% |
| Kenneth City | 17 | $4,019 | $236.51 | 51% |
How is your STR performing?
Your vacation rental may be amazing, but is it better than your competition? Enjoy the best-in-class AI-powered analytics for free!
Discover Insights