Best Airbnb Management Companies in Key West, United States

Updated October, 2026

Based on data from Airbtics, this page lists leading Airbnb management companies ranked by the VRM Index, 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.

Companies are ranked by the VRM Index, 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.

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Rank VRM Indexout of 100 VRM Name Review Score Guest Favorites Occupancyvs median 71% Average Daily Rate Number of Listings Operating scale Portfolio analytics
#1 89 Kata 4.9 👑 100% 96% +25 $290 8 Small View portfolio →
#2 88 Marrero's Guest Mansion 4.9 👑 92% 84% +13 $379 12 Medium View portfolio →
#3 87 Naomi 4.9 👑 100% 91% +20 $553 11 Small View portfolio →
#4 87 Magen 4.9 👑 92% 98% +27 $541 12 Small View portfolio →
#5 85 Jenny 4.9 👑 92% 91% +20 $755 12 Small View portfolio →
#6 85 Devin And David 4.9 👑 100% 83% +12 $167 6 Small View portfolio →
#7 84 The Artist House 5 👑 80% 99% +28 $263 5 Small View portfolio →
#8 82 Izabella 5 👑 86% 86% +15 $381 7 Small View portfolio →
#9 81 Chris 4.9 👑 80% 89% +18 $500 5 Small View portfolio →
#10 75 Alan 5 👑 71% 80% +9 $433 7 Small View portfolio →
#11 75 Historic Key West Vacation Rentals 4.9 👑 33% 84% +13 $786 37 Large View portfolio →
#12 72 Rick 4.8 👑 30% 75% +4 $610 42 Large View portfolio →
#13 71 Aneta 4.9 👑 60% 78% +7 $277 10 Small View portfolio →
#14 70 Ieva 5 👑 60% 74% +3 $128 5 Small View portfolio →
#15 70 Alison 5 👑 43% 89% +18 $543 7 Small View portfolio →
#16 70 Julia 4.8 👑 40% 75% +4 $520 25 Medium View portfolio →
#17 69 Keys Vacation Rentals 4.8 👑 32% 65% -6 $671 39 Large View portfolio →
#18 69 Last Key 4.9 👑 16% 80% +9 $721 78 Large View portfolio →
#19 67 Key West Hideaways 4.8 👑 20% 71% par $684 90 Large View portfolio →
#20 66 Lisa 4.8 👑 17% 68% -3 $405 36 Large View portfolio →

Data Seen By

Compare all 53 companies with full metrics

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

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All 53 Airbnb management companies tracked in Key West

Ranked by the VRM Index, continuing from the table above.

  1. #21Jimmy657 listings
  2. #22Rent Key West Vacations6520 listings
  3. #23Chris648 listings
  4. #24AvantStay6258 listings
  5. #25Jenna6116 listings
  6. #26Corey615 listings
  7. #27Julia6018 listings
  8. #28Brightwild60106 listings
  9. #29Mark575 listings
  10. #30Everett Hudson575 listings
  11. #31Key West Luxury5410 listings
  12. #32Javier5319 listings
  13. #33The Cabana Inn5310 listings
  14. #34Raymond526 listings
  15. #35Steven505 listings
  16. #36Luk Stays4917 listings
  17. #37The Marker Resort Key West496 listings
  18. #38VACASA4567 listings
  19. #39Emily Gardner458 listings
  20. #40Key West Vacation Properties & Realty4518 listings
  21. #41Palm Desert Vacation4414 listings
  22. #42KEES Travel4432 listings
  23. #43RoomPicks4448 listings
  24. #44Blue Flamingo Resort Key West385 listings
  25. #45The Palms Hotel379 listings
  26. #46Chimera Vacations369 listings
  27. #47Parrot Key Hotel And Villas3612 listings
  28. #48Jesper Arnoldsson325 listings
  29. #49Kona Kai Oasis286 listings
  30. #50Beachside Resort2712 listings
  31. #51Roompicks2232 listings
  32. #52Evolve206 listings
  33. #53Southernmost Beach Resort & Guesthouses1816 listings

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Key West Airbnb management company FAQs

  • What does the Airbnb management market in Key West look like?

    This snapshot compares 54 Airbnb management companies managing 1,079 tracked listings in Key West. The table above ranks them by the VRM Index and compares guest rating, Guest Favorite share, occupancy against the group median, ADR, size, and operating scale. Median market ADR is $420, median occupancy, the table benchmark, is 71%, and the top 5 operators manage 37% 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 Key West?

    Of the 53 management companies we track in Key West, Naomi leads on Guest Favorites: 100% of its 11 listings carry Airbnb's Guest Favorite badge, against a 20% median across the city. It runs a 4.9 guest rating at 91% 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 Key West have the best guest reviews?

    Izabella (5.0), The Artist House (5.0) and Alan (5.0) hold the highest guest ratings among Key West management companies with at least five active listings. Where ratings tie we rank by the share of listings holding Airbnb's Guest Favorite badge. Izabella ranks first because 86% of its listings are Guest Favorites.
  • Which Airbnb management company in Key West is the best one for me?

    It depends on what you are optimising for. Brightwild is the most established operator in Key West with 106 listings, and Jenny posts the strongest booking performance at 91% occupancy. Steven earns the most per listing at $237,364 a year, Javier positions highest on nightly rate at $1,299, and Key West Hideaways has grown its portfolio fastest at +400% 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

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