Best Airbnb Management Companies in Winter Park, United States

Updated October, 2026

Based on data from Airbtics, this page lists leading Airbnb management companies ranked by the Host Score, a score out of 100 combining guest reviews, Guest Favorite share, occupancy, and local operating experience. Verified operators with a public website include a link to their full profile.

Manage one of these companies? Claim your profile in Host Insights to verify ownership and update your listing.

Companies are ranked by the Host Score, a score out of 100 based on guest satisfaction, occupancy and operating scale.

How the score works

Factor Maximum points
Guest rating30
Guest Favorite share30
Occupancy30
Operating scale10

Guest ratings earn 0 points at 4.3 or below, increasing evenly to 30 points at 4.8 or above.

Guest Favorite share and occupancy each earn 0.3 points per percentage point. For example, 75% occupancy earns 22.5 points. The occupancy comparison against the median does not affect the score.

Operating scale

We add together the days each company’s listings were live in this market over the past 12 months, converted to listing-months (days / 30). For example, 10 listings live every day of the past year contribute 120 listing-months.

  • Small: fewer than 120 listing-months — 0 points.
  • Medium: 120–240 listing-months — 5 points.
  • Large: more than 240 listing-months — 10 points.

These labels reflect last-12-month portfolio activity, rather than the company’s age.

How to read the table

  • Occupancy and daily rate are listing-weighted averages for the company’s Airbnb listings in this market over the past 12 months.
  • Guest Favorites shows the percentage of its listings currently carrying Airbnb’s Guest Favorite badge.
  • The +/− occupancy figure shows the difference in percentage points from the median occupancy of the companies in this table.
  • Rating highlights identify scores of 4.8 or above as standouts and scores below 4.4 as low.

Which listings are included

We include listings in this market that have been listed for more than 90 days and received at least one booking in the past 12 months. These criteria mean our listing counts may differ from those on a company’s Airbnb host profile.

Switch market
Rank Host Scoreout of 100 Host Review Score Guest Favorites Occupancyvs median 47% Average Daily Rate Number of Listings Operating scale Portfolio analytics
#1 80 AvantStay 4.8 👑 100% 65% +18 $2,021 1 Small View portfolio →
#2 76 Erin Anne 5 👑 100% 53% +6 $351 9 Small View portfolio →
#3 75 Winter Park House 4.9 👑 80% 71% +24 $973 5 Small View portfolio →
#4 72 Winter Park Lodging Company 4.9 👑 53% 53% +6 $543 87 Large View portfolio →
#5 71 Visit Vacation Rentals 4.9 👑 56% 47% par $346 41 Large View portfolio →
#6 67 Kevin 4.9 👑 83% 41% -6 $227 6 Small View portfolio →
#7 67 SkyRun Vacation Rentals 4.9 👑 39% 51% +4 $356 37 Large View portfolio →
#8 67 Lynn 5 👑 83% 40% -7 $612 6 Small View portfolio →
#9 65 Winter Park Escapes 4.8 👑 34% 49% +2 $493 126 Large View portfolio →
#10 61 Winter Park Chateau 5 👑 40% 46% -1 $215 10 Medium View portfolio →

Data Seen By

Compare all 25 companies with full metrics

Occupancy, daily rate, reviews, and listing-level history for every manager in Winter Park in the Airbtics app.

Open in the app →

All 25 Airbnb management companies tracked in Winter Park

Ranked by Host Score, continuing from the table above.

  1. #11Evolve5865 listings
  2. #12Barry5714 listings
  3. #13Elevation Destinations By Portoro576 listings
  4. #14Winter park5534 listings
  5. #15Lisa536 listings
  6. #16Stay5279 listings
  7. #17Elysian Destination Properties5115 listings
  8. #18John And Kimberly511 listings
  9. #19RedAwning.com5071 listings
  10. #20VACASA371 listings
  11. #21RoomPicks347 listings
  12. #22Vacasa Colorado285 listings
  13. #23Vacasa Colorado2617 listings
  14. #24Vacasa167 listings
  15. #25Fairly155 listings

Advertisement

Promote your vacation rental management company here

Winter Park Airbnb management company FAQs

  • What does the Airbnb management market in Winter Park look like?

    This snapshot compares 25 Airbnb management companies managing 661 tracked listings in Winter Park. The table above ranks them by the Host Score and compares guest rating, Guest Favorite share, occupancy against the group median, ADR, size, and operating scale. Median market ADR is $317, median occupancy, the table benchmark, is 47%, and the top 5 operators manage 65% of tracked listings.

    Data note: These figures are estimates based on Airbtics' tracked Airbnb and short-term rental data. Actual occupancy, ADR, and revenue may differ from a company's internal PMS or owner reports. We have refined this methodology over 6 years and use our best effort to keep the data accurate and useful.

  • How can I correct a result on this page?

    If you are an employee of any of the companies on this page and would like to correct the result, please submit the form via this link. We can’t guarantee the timeline, but we do typically update this every quarter.

  • Who are the best Airbnb management companies in Winter Park?

    Of the 25 management companies we track in Winter Park, Erin Anne leads on Guest Favorites: 100% of its 9 listings carry Airbnb's Guest Favorite badge, against a 32% median across the city. It runs a 5.0 guest rating at 53% occupancy. Guest Favorite share is the clearest single read on consistent guest experience, but the table above lets you weigh it against occupancy, daily rate, and operating scale.
  • Which Airbnb management companies in Winter Park have the best guest reviews?

    Erin Anne (5.0), Lynn (5.0) and Winter Park Chateau (5.0) hold the highest guest ratings among Winter Park management companies with at least five active listings. Where ratings tie we rank by the share of listings holding Airbnb's Guest Favorite badge. Erin Anne ranks first because 100% of its listings are Guest Favorites.
  • Which Airbnb management company in Winter Park is the best one for me?

    It depends on what you are optimising for. Winter Park Escapes is the most established operator in Winter Park with 126 listings, and Winter Park House posts the strongest booking performance at 71% occupancy. Winter Park House earns the most per listing at $265,729 a year, Winter Park House positions highest on nightly rate at $973, and Winter Park Lodging Company has grown its portfolio fastest at +412% year on year. Treat these as starting points rather than a final recommendation: the VRM Index in the table above folds guest reviews, Guest Favorite share, occupancy and operating scale into a single score if you would rather compare on overall strength.

Explore vacation rental manager analytics on Airbtics

You can access detailed analytics on vacation rental managers, including their KPIs and their listings’ historical performance, on the Airbtics platform. Top operators use this data for benchmarking and to stay ahead of the market.

Airbnb property manager host insights dashboard in the Airbtics app, showing listings, average rating, revenue, occupancy, daily rate, inventory growth, and a map of managed listings

Explore managers in the app →