AirROI ranking · 202685 companies ranked

Best Airbnb Management Companies in Kissimmee (2026)

Source: AirROI Reviewed by , Founder @ AirROI

The short answer

Kissimmee Airbnb Management in Brief

A good manager can pay for itself in Kissimmee. Of the 28 companies with 10 or more year-round homes to compare, 10 out-earn similar homes by enough to cover a 20% fee.

In the 12 months to September 2026, Kissimmee's largest Airbnb and vacation rental management company was Master Vacation Homes, with 798 of the city's 10,800 active Airbnb listings; Holistays was next with 174. In all, 85 companies ran five or more Kissimmee listings.

"Similar owner-run homes" are homes whose owner runs only that one Kissimmee listing, with no co-host, the same bedrooms and room type, listed all year and open on 240+ nights, booked on 60+ of them, with 5+ reviews. Revenue is what each home earned on Airbnb, estimated from booked nights and rates; stays sold on other sites or direct aren't counted.

Revenue, occupancy and nightly rates across the whole market are in the Kissimmee Airbnb market report .

The ranking

Kissimmee Airbnb Management Companies, Ranked

Companies are ranked by the active Kissimmee listings they run, as host or as co-host on an owner's account. "Lead vs similar" shows how much more a company's homes earned than owner-run Kissimmee homes with the same number of bedrooms and room type, where they earned more, so a company of big houses isn't flattered by their size.

Of the ten at the top of this ranking, 9 grew over the past year.

Largest management companies in Kissimmee

Ranked by active Kissimmee listings run as host or co-host in the 12 months to September 2026.

Largest management companies in Kissimmee
# Company Listings
Master Vacation Homes+235 in a yearZIP 34747 · ZIP 32830★ 4.77 · +78% vs similar homes798
Holistays+81 in a yearKissimmee · ZIP 34742★ 4.62 · +8% vs similar homes174
UNE Homes+120 in a yearZIP 34742★ 4.72 · +19% vs similar homes135
4Florida Fun+98 in a yearKissimmee · ZIP 34742★ 4.76 · +52% vs similar homes129
5Wonder Vacation Homes+17 in a yearKissimmee · ZIP 34747★ 4.56107
6DecoNova Vacation Homes & SuitesKissimmee · ZIP 34741★ 4.61101
7Cupon Tours+21 in a yearalso GT Management Group100
8Evolve+26 in a yearKissimmee · ZIP 34742★ 4.60 · +9% vs similar homes81
9Stay Orlando+10 in a yearKissimmee · ZIP 34741★ 4.80 · +82% vs similar homes70
10Florida Vacation+24 in a yearZIP 34747 · ZIP 33896★ 4.5258
11Executive Villas FloridaKissimmee · ZIP 34742★ 4.52 · +34% vs similar homes55
12Vacation Homes 4u+14 in a yearKissimmee · ZIP 34741★ 4.78 · +56% vs similar homes54
13Tropical Villas PropertiesKissimmee · ZIP 34742★ 4.5742
14Alessandra DLuxx Vacation★ 4.8340
15Toplist Vacation RentalsCo-hosts · Kissimmee · Lake Buena Vista★ 4.76 · +13% vs similar homes39
16Vacation by The MouseKissimmee · ZIP 34742★ 4.5039
17Grand Welcome of Greater Orlando+29 in a yearKissimmee · ZIP 34747★ 4.72 · +38% vs similar homes38
18MV2 Hospitality+16 in a yearZIP 34747★ 4.7938
19Global Vacation Rentals+11 in a yearKissimmee · ZIP 34741★ 4.7037
20Fantasy Vacation+25 in a year★ 4.80 · +63% vs similar homes36
21Orange Vacation Homes+23 in a yearKissimmee · ZIP 34742★ 4.6136
22CND HospitalityZIP 34747★ 4.7835
23VacasaZIP 34741★ 4.6435
24World Vacation Homes+13 in a yearKissimmee★ 4.6835
25Dream Vacation OrlandoZIP 34741 · Kissimmee★ 4.85 · +67% vs similar homes30

Fastest-growing management companies in Kissimmee

Listings added over the past 12 months on each company's own Airbnb accounts, among companies running at least 10 today. Companies that mostly co-host on owners' accounts are left out, because Airbnb's co-host records from a year ago are incomplete.

Fastest-growing management companies in Kissimmee
# Company Listings added
Master Vacation HomesZIP 34747 · ZIP 32830★ 4.77 · +78% vs similar homes+235
UNE HomesZIP 34742★ 4.72 · +19% vs similar homes+120
Florida FunKissimmee · ZIP 34742★ 4.76 · +52% vs similar homes+98
4HolistaysKissimmee · ZIP 34742★ 4.62 · +8% vs similar homes+81
5Grand Welcome of Greater OrlandoKissimmee · ZIP 34747★ 4.72 · +38% vs similar homes+29
6EvolveKissimmee · ZIP 34742★ 4.60 · +9% vs similar homes+26
7Fantasy Vacation★ 4.80 · +63% vs similar homes+25
8Florida VacationZIP 34747 · ZIP 33896★ 4.52+24
9Orange Vacation HomesKissimmee · ZIP 34742★ 4.61+23
10Cupon Toursalso GT Management Group+21
11Wonder Vacation HomesKissimmee · ZIP 34747★ 4.56+17
12MV2 HospitalityZIP 34747★ 4.79+16
13Love Rentals★ 4.74 · +11% vs similar homes+15
14Vacation Homes 4uKissimmee · ZIP 34741★ 4.78 · +56% vs similar homes+14
15World Vacation HomesKissimmee★ 4.68+13

Best-rated Airbnb management companies in Kissimmee

Average guest rating across each company's rated listings, weighted by reviews, among companies with at least 10 rated listings and 100 reviews.

Best-rated Airbnb management companies in Kissimmee
# Company Average rating
(Cristian) KINGDOM VACATION★ 4.934.93
EllitestayCo-hosts★ 4.864.86
Diamond Vacation HomesCo-hosts · Kissimmee · ZIP 34742★ 4.864.86
4Live Suite★ 4.864.86
5Dream Vacation OrlandoZIP 34741 · Kissimmee★ 4.85 · +67% vs similar homes4.85
6Suite Life★ 4.844.84
7Alessandra DLuxx Vacation★ 4.834.83
8Fantasy Vacation★ 4.80 · +63% vs similar homes4.80
9Stay OrlandoKissimmee · ZIP 34741★ 4.80 · +82% vs similar homes4.80
10MV2 HospitalityZIP 34747★ 4.794.79
11CND HospitalityZIP 34747★ 4.784.78
12Vacation Homes 4uKissimmee · ZIP 34741★ 4.78 · +56% vs similar homes4.78
13Master Vacation HomesZIP 34747 · ZIP 32830★ 4.77 · +78% vs similar homes4.77
14FunStay HomesCo-hosts · ZIP 34741 · ZIP 34742★ 4.764.76
15Florida FunKissimmee · ZIP 34742★ 4.76 · +52% vs similar homes4.76

Management companies whose homes most out-earn similar Kissimmee listings

Each company's year-round homes against owner-run Kissimmee homes with the same bedrooms and room type, among companies with at least 15 such homes.

Management companies whose homes most out-earn similar Kissimmee listings
# Company Lead vs similar
Stay OrlandoKissimmee · ZIP 34741★ 4.80 · +82% vs similar homes+82%
Master Vacation HomesZIP 34747 · ZIP 32830★ 4.77 · +78% vs similar homes+78%
Dream Vacation OrlandoZIP 34741 · Kissimmee★ 4.85 · +67% vs similar homes+67%
4Vacation Homes 4uKissimmee · ZIP 34741★ 4.78 · +56% vs similar homes+56%
5Florida FunKissimmee · ZIP 34742★ 4.76 · +52% vs similar homes+52%
6Amazing Home GroupCo-hosts · Kissimmee · ZIP 34741★ 4.68 · +50% vs similar homes+50%
7Stars Vacation HomesKissimmee · ZIP 34742★ 4.60 · +40% vs similar homes+40%
8Grand Welcome of Greater OrlandoKissimmee · ZIP 34747★ 4.72 · +38% vs similar homes+38%
9Executive Villas FloridaKissimmee · ZIP 34742★ 4.52 · +34% vs similar homes+34%
10UNE HomesZIP 34742★ 4.72 · +19% vs similar homes+19%
11Toplist Vacation RentalsCo-hosts · Kissimmee · Lake Buena Vista★ 4.76 · +13% vs similar homes+13%
12EvolveKissimmee · ZIP 34742★ 4.60 · +9% vs similar homes+9%
13HolistaysKissimmee · ZIP 34742★ 4.62 · +8% vs similar homes+8%
14Quality VacationKissimmee★ 4.72 · +7% vs similar homes+7%
How to read this table

Shortlist

The Best Airbnb Management Companies in Kissimmee, by Home Size

A company that runs studios well may not suit a four-bedroom house. For each size, these are the Kissimmee companies whose homes of that size out-earn owner-run homes of the same size by enough to cover a 20% fee (25% or more), on at least five year-round homes of that size, rated 4.7 or higher over 100 or more reviews. Leads of 150% or more are left out: that's more than management usually explains.

Studios and 1 bedroom

  1. Val #Vacation Home 5 homes · rated 4.84 · small sample
    +39%

2 bedrooms

  1. Master Vacation Homes 34 homes · rated 4.77
    +74%
  2. Stay Orlando 16 homes · rated 4.80
    +65%

3 bedrooms

  1. Master Vacation Homes 105 homes · rated 4.77
    +100%
  2. Vacation Homes 4u 10 homes · rated 4.78
    +88%
  3. Grand Welcome of Greater Orlando 12 homes · rated 4.72
    +48%

4 bedrooms or more

  1. Stay Orlando 40 homes · rated 4.80
    +93%
  2. Master Vacation Homes 409 homes · rated 4.77
    +74%
  3. Dream Vacation Orlando 17 homes · rated 4.85
    +67%

Each figure is revenue against owner-run homes with the same bedrooms and room type, on the company's year-round homes of that size only. "Small sample" marks a figure on five to nine homes: a lead to follow up, not a result. It says what the company's homes earned, not what yours will.

Fees

What an Airbnb Manager Costs in Kissimmee

Few management companies publish their fees. Of the 81 companies AirROI checked in 6 US cities in September 2026, 9 publish a rate, from 10% to 30% of booking revenue with a median starting rate of 15%, and 49 quote only on request. Expect to ask each Kissimmee company you shortlist for a quote.

Get the rate in writing along with what it's charged on: some companies take their share of the nightly rate only, others of everything the guest pays, cleaning fee included. With the company-run median Kissimmee cleaning fee of $277, a 20% rate that also applies to cleaning takes another $55 from every stay. Ask too what's billed on top (linen, repairs, a setup fee) and how much notice ends the contract.

At the median starting rate, rounded to 15%, a manager has to lift revenue by 18% to leave an owner where they started, and 60% of company-run Kissimmee homes earned at least that much more than the owner-run median for their size, against 35% of owner-run homes with no manager at all.

What a fee costs a year on a median Kissimmee home

What a fee costs a year on a median Kissimmee home
Home Median revenue 15% fee 20% fee 25% fee 30% fee
1 bedroom $13,200$1,980$2,640$3,300$3,960
2 bedrooms $37,800$5,670$7,560$9,450$11,340
3 bedrooms $32,100$4,815$6,420$8,025$9,630
4 bedrooms $42,500$6,375$8,500$10,625$12,750
5+ bedrooms $64,600$9,690$12,920$16,150$19,380

The fee on the median booking revenue of entire homes listed all 12 months, at common rates. A company's quote for your home can differ; ask for the full rate card in writing.

The numbers

Is an Airbnb Manager Worth It in Kissimmee?

At the median, company-run Kissimmee listings earned 62% more than owner-run ones over the 12 months to September 2026. Much of that is the homes: companies run bigger places. Matched by bedroom count and room type, company-run listings earned 34% more than owner-run ones, with nightly rates 20% higher and occupancy 13% higher.

A company charging a share of revenue pays for itself on revenue alone when it lifts income by more than the share: a 20% fee needs a 25% lift, and 10 of the 28 Kissimmee companies with enough homes to compare clear it. The table shows how many company-run homes clear each bar:

Company-run homes that earn enough to cover each fee

  • Company-run
  • Owner-run
  • 15% fee needs +18% 60%
  • 20% fee needs +25% 55%
  • 25% fee needs +33% 50%
  • 30% fee needs +43% 45%
  • 35% fee needs +54% 39%

A home "earns it" when its revenue over the 12 months to September 2026 beat the owner-run median for homes of the same room type and bedroom count by at least the lift shown. Homes listed all year only.

How we compared

Read the 20% row. 55% of company-run Kissimmee homes earned at least 25% more than the owner-run median for their size, enough to pay that fee and still leave the owner ahead. 30% of owner-run homes cleared the same mark with no manager at all, so a company-run home is 25 percentage points more likely to clear the bar, beyond the ±5 points that chance alone could produce on these numbers. Ask any manager to show you homes of its own that clear it.

Company-run homes out-earn similar owner-run ones whichever account they sit on: those a company co-hosts on the owner's own Airbnb account earned 10% more than similar owner-run homes (on 68 co-hosted homes), and those on a company's own account 36% more. Of all 1,417 year-round company-run Kissimmee homes, 68 stay on the owner's own account, with the company as co-host. Owners who keep the listing on their own account keep its reviews if they change manager.

Results vary by company, and the ranking shows the companies whose homes lead similar ones. Managers also choose the homes they take on, so part of any lead reflects the homes, and the comparison matches homes by room type and bedrooms only, not by street or finish. It counts Airbnb bookings only.

Profiles

The Top-Ranked and Best-Performing Companies, Profiled

The six top-ranked companies; the four beyond them whose homes most out-earn similar ones (by the 25% or more a 20% fee needs, across 15 or more year-round homes, rated 4.7 or higher over 100 or more reviews): what each runs, where, and how its homes compare with similar owner-run Kissimmee homes. Each card's revenue, per-night and nights figures are medians across its homes, so the last two don't multiply to the first.

The six top-ranked

  • Master Vacation Homes

    #1 by listings ZIP 34747, ZIP 32830

    Largest in Kissimmee Out-earns similar homes by enough to cover a 20% fee

    Master Vacation Homes is Kissimmee's largest Airbnb management company, with 798 active listings, and guests rate its homes 4.77 over 43,500 reviews.

    Active listings
    798
    +235 in a year
    Guest rating
    4.77
    43,500 reviews
    Nightly rate
    $320
    median
    vs similar homes
    +78%
    revenue, 549 homes compared
    What it runs
    Results
    Account
    Master Vacation Homes in figures
  • Holistays

    #2 by listings Kissimmee, ZIP 34742

    Out-earns similar owner-run homes

    Holistays is Kissimmee's 2nd largest Airbnb management company, with 174 active listings.

    Active listings
    174
    +81 in a year
    Guest rating
    4.62
    1,370 reviews
    Nightly rate
    $270
    median
    vs similar homes
    +8%
    revenue, 37 homes compared
    What it runs
    Results
    Account
    Holistays in figures
  • UNE Homes

    #3 by listings ZIP 34742

    Out-earns similar owner-run homes

    UNE Homes is Kissimmee's 3rd largest Airbnb management company, with 135 active listings, and guests rate its homes 4.72 over 1,660 reviews.

    Active listings
    135
    +120 in a year
    Guest rating
    4.72
    1,660 reviews
    Nightly rate
    $330
    median
    vs similar homes
    +19%
    revenue, 59 homes compared
    What it runs
    Results
    Account
    UNE Homes in figures
  • 4

    Florida Fun

    #4 by listings Kissimmee, ZIP 34742

    Out-earns similar homes by enough to cover a 20% fee

    Florida Fun is Kissimmee's 4th largest Airbnb management company, with 129 active listings, and guests rate its homes 4.76 over 2,290 reviews.

    Active listings
    129
    +98 in a year
    Guest rating
    4.76
    2,290 reviews
    Nightly rate
    $390
    median
    vs similar homes
    +52%
    revenue, 45 homes compared
    What it runs
    Results
    Account
    Florida Fun in figures
  • 5

    Wonder Vacation Homes

    #5 by listings Kissimmee, ZIP 34747

    Wonder Vacation Homes is Kissimmee's 5th largest Airbnb management company, with 107 active listings.

    Active listings
    107
    +17 in a year
    Nightly rate
    $230
    median
    Year-round homes
    80
    listed all 12 months
    Instant book
    94%
    of its listings
    What it runs
    Results
    Account
    Wonder Vacation Homes in figures
  • 6

    DecoNova Vacation Homes & Suites

    #6 by listings Kissimmee, ZIP 34741

    Earns more per booked night than similar homes

    DecoNova Vacation Homes & Suites is Kissimmee's 6th largest Airbnb management company, with 101 active listings.

    Active listings
    101
    Guest rating
    4.61
    8,870 reviews
    Nightly rate
    $235
    median
    Year-round homes
    78
    listed all 12 months
    What it runs
    Results
    Account
    DecoNova Vacation Homes & Suites in figures

Top performers: homes that out-earn similar ones by enough to cover a 20% fee

  • 9

    Stay Orlando

    #9 by listings Kissimmee, ZIP 34741

    Best results in Kissimmee Out-earns similar homes by enough to cover a 20% fee

    Stay Orlando runs 70 active Kissimmee Airbnb listings, and guests rate its homes 4.80 over 9,470 reviews.

    Active listings
    70
    +10 in a year
    Guest rating
    4.80
    9,470 reviews
    Nightly rate
    $240
    median
    vs similar homes
    +82%
    revenue, 59 homes compared
    What it runs
    Results
    Account
    Stay Orlando in figures
  • 25

    Dream Vacation Orlando

    #25 by listings ZIP 34741, Kissimmee

    Out-earns similar homes by enough to cover a 20% fee

    Dream Vacation Orlando runs 30 active Kissimmee Airbnb listings, and guests rate its homes 4.85 over 2,120 reviews.

    Active listings
    30
    +6 in a year
    Guest rating
    4.85
    2,120 reviews
    Nightly rate
    $330
    median
    vs similar homes
    +67%
    revenue, 17 homes compared
    What it runs
    Results
    Account
    Dream Vacation Orlando in figures
  • 12

    Vacation Homes 4u

    #12 by listings Kissimmee, ZIP 34741

    Out-earns similar homes by enough to cover a 20% fee

    Vacation Homes 4u runs 54 active Kissimmee Airbnb listings, and guests rate its homes 4.78 over 2,020 reviews.

    Active listings
    54
    +14 in a year
    Guest rating
    4.78
    2,020 reviews
    Nightly rate
    $285
    median
    vs similar homes
    +56%
    revenue, 41 homes compared
    What it runs
    Results
    Account
    Vacation Homes 4u in figures
  • 17

    Grand Welcome of Greater Orlando

    #17 by listings Kissimmee, ZIP 34747

    Out-earns similar homes by enough to cover a 20% fee

    Grand Welcome of Greater Orlando runs 38 active Kissimmee Airbnb listings, and guests rate its homes 4.72 over 830 reviews.

    Active listings
    38
    +29 in a year
    Guest rating
    4.72
    830 reviews
    Nightly rate
    $200
    median
    vs similar homes
    +38%
    revenue, 23 homes compared
    What it runs
    Results
    Account
    Grand Welcome of Greater Orlando in figures

Checklist

Before You Sign: Seven Things to Check with a Kissimmee Manager

Benchmarks

What Kissimmee Airbnbs Earn: Benchmarks to Test a Manager's Pitch

A manager's projection is only as good as the homes it is compared with. These are the typical results for Kissimmee entire homes listed for all 12 months, by bedroom count, over the 12 months to September 2026.

What Kissimmee entire homes earned a year, by bedroom count

What Kissimmee Airbnbs Earn: Benchmarks to Test a Manager's Pitch
Home Median Top quarter over To net the median after 20%
1 bedroom 403 homes $13,200$24,100$16,500
2 bedrooms 663 homes $37,800$52,600$47,250
3 bedrooms 1,430 homes $32,100$52,000$40,130
4 bedrooms 2,020 homes $42,500$66,800$53,130
5+ bedrooms 2,660 homes $64,600$102,000$80,750

Booking revenue of entire homes listed all 12 months. A quarter of homes earned less than the bottom-quarter figure and a quarter more than the top-quarter one. The last column is what a home has to earn for a 20% fee to leave its owner the median.

A projection above the top-quarter line for your size of home ($52,600 for a two-bedroom) should come with the comparable homes the company already runs. The fee changes the sum: on a two-bedroom earning the median $37,800, a 20% fee comes to $7,560 a year and leaves its owner $30,240, so to leave you with the median a manager has to bring in $47,250. The typical three-bedroom here earned no more than the typical two-bedroom ($32,100 against $37,800), because it booked fewer nights (50% occupancy against 58%). Location and finish count as much as size, so question a projection that prices the extra bedroom as a big premium.

Before comparing managers' fees, see what the home itself could earn: the Airbnb income calculator gives a revenue range for one Kissimmee address from comparable listings.

Estimate what your Kissimmee home could earn

Market structure

Who Runs Kissimmee's Airbnb Market

Hosts with a single listing run 19% of Kissimmee's Airbnbs. Accounts with 20 or more listings, companies, individuals and hotels alike, run 43%. These bands count Airbnb accounts, not brands, so a company with several accounts can sit in more than one. The share Airbnb flags as professionally managed rose from 20% to 30% over the year.

Accounts with 20 or more listings run 43% of Kissimmee's Airbnbs

Share of Kissimmee's 10,800 active listings, by how many listings their operator runs in the city

  • Hosts with one listing 19% · 2,060 operators
  • 2–4 listings 14% · 655 operators
  • 5–19 listings 24% · 324 operators
  • 20–99 listings 27% · 97 operators
  • 100 or more 16% · 10 operators

31% of Kissimmee's listings name at least one co-host. Many management companies work that way: the listing, its reviews and its payouts stay on the owner's account, and the company runs it as co-host. The profiles above show how much of each company's portfolio runs on owners' accounts. Airbnb's own "professional host" flag covers 30% of listings; it marks hosts who run several homes, companies or not, so it isn't the same measure as the company share.

Where they work

Where Kissimmee's Management Companies Operate

The share of each neighborhood's active listings run by management companies and other business accounts.

Where Kissimmee's Management Companies Operate
Neighborhood Active listings Share run by companies
Kissimmee (34746) 1,82027%
ZIP 34742 50013%
ZIP 34747 34050%
ZIP 34741 30131%
ZIP 34744 780%
Lake Buena Vista (32821) 6716%
ZIP 34758 6515%
ZIP 32830 40100%
ZIP 33896 3746%

Neighborhood · active listings · share run by management companies and other businesses

Rules

Rules a Kissimmee Manager Has to Follow

The rules follow the property, whoever runs it. Kissimmee hosts need Florida's state license plus the local rules: in unincorporated Osceola County, the county's short-term rental overlay map decides where rentals are allowed, and hosts need a DBPR license plus a Local Business Tax Receipt from the Osceola Tax Collector.

The Florida short-term rental regulations page covers the permit, fees, operating limits and taxes, each linked to its official source. A manager that takes on your home should handle the permit and tax filings, and the contract should say who does what.

Florida short-term rental regulations Permit, fees, limits and taxes

FAQ

Kissimmee Airbnb Management: Frequently Asked Questions

What is the largest Airbnb management company in Kissimmee?

Master Vacation Homes runs 798 active Kissimmee Airbnb listings, more than any other company in AirROI's data for the 12 months to September 2026, ahead of Holistays (174) and UNE Homes (135).

How many Airbnb management companies operate in Kissimmee?

In the 12 months to September 2026, 54 management companies ran 10 or more active Kissimmee listings, and 85 ran 5 or more. Many smaller managers work as co-hosts on owners' accounts; they are counted on every listing they co-host.

What share of Kissimmee Airbnbs are professionally managed?

Airbnb's own "professional host" flag, which also covers individuals who run several homes, is on 30%, against 20% a year earlier. 31% list at least one co-host.

Do professionally managed Airbnbs earn more in Kissimmee?

Yes, on average. In the 12 months to September 2026, Kissimmee homes run by companies with 10 or more listings earned 34% more than owner-run homes with the same number of bedrooms and room type (1,416 company-run and 564 owner-run year-round homes), according to AirROI. Company by company, 20 of the 28 with 10 or more year-round homes to compare out-earned similar homes, and 10 by the 25% or more that a 20% fee needs. Company-run homes also charge 20% more a night than owner-run homes of the same size. Managers also choose which homes they take on, so part of any gap reflects the homes themselves.

Is it worth hiring an Airbnb manager in Kissimmee?

Often: the typical company-run Kissimmee home earned 34% more than a similar owner-run one in the 12 months to September 2026, enough to cover a fee of up to about 25%. 10 of the 28 Kissimmee companies with 10 or more year-round homes out-earn similar owner-run homes by the 25% or more a 20% fee needs, led by Stay Orlando (+82%), Master Vacation Homes (+78%) and Dream Vacation Orlando (+67%). 55% of company-run Kissimmee homes earned 25% or more above the owner-run median for their size, enough to cover a 20% fee, against 30% of owner-run homes with no manager. A manager also buys back the time hosting takes: guest messages, cleaning, pricing and upkeep.

How much do Airbnb management companies charge in Kissimmee?

Few management companies publish their fees. Of the 81 companies AirROI checked in 6 US cities in September 2026, 9 publish a rate, from 10% to 30% of booking revenue with a median starting rate of 15%, and 49 quote only on request. So ask each Kissimmee company for its rate in writing, and whether it's a share of nightly revenue only or of cleaning fees too. What a fee has to earn is fixed: a 20% fee needs a 25% lift in revenue to leave you where you started, and a 30% fee needs 43%. In Kissimmee, the typical company-run home's lead over similar owner-run ones would cover a fee of up to about 25%.

What are the best Airbnb management companies in Kissimmee?

On AirROI's data for the 12 months to September 2026, the Kissimmee companies whose homes most out-earn similar owner-run homes are Stay Orlando (+82% across 59 homes, rated 4.80), Master Vacation Homes (+78% across 549 homes, rated 4.77) and Dream Vacation Orlando (+67% across 17 homes, rated 4.85). That counts companies with 15 or more year-round homes, an average guest rating of 4.7 or higher over 100 or more reviews, and a lead of at least 25%, enough to cover a 20% fee. No single measure makes a company best for your home: check that it runs homes like yours, in your area, before you sign.

How much does a 2-bedroom Airbnb make in Kissimmee?

The median 2-bedroom entire home in Kissimmee earned $37,800 in the 12 months to September 2026, and the top quarter earned $52,600 or more, at a median 58% occupancy.

Which Kissimmee Airbnb management companies have the best guest ratings?

Among Kissimmee management companies with at least 10 rated listings and 100 reviews, (Cristian) KINGDOM VACATION (4.93), Diamond Vacation Homes (4.86) and Live Suite (4.86) had the highest average guest ratings in the 12 months to September 2026.

Which Airbnb management companies are growing fastest in Kissimmee?

Master Vacation Homes (+235 listings), UNE Homes (+120 listings), Florida Fun (+98 listings) added the most listings on their own Airbnb accounts over the past year.

What is an Airbnb co-host, and how common are they in Kissimmee?

A co-host helps run a listing that stays on the owner's Airbnb account, from messaging guests to pricing and cleaning, so the listing, its reviews and its payouts stay with the owner if the manager changes. A listing on a company's own account belongs to the company, and its reviews usually don't move with the home. 31% of Kissimmee's active listings name at least one co-host, and several of the companies above run most of their homes that way.

Do I need a permit if a company manages my Kissimmee Airbnb?

Yes: the rules apply to the property whoever runs it. In unincorporated Osceola County, the county's short-term rental overlay map decides where rentals are allowed, and hosts need a DBPR license plus a Local Business Tax Receipt from the Osceola Tax Collector. The Florida short-term rental regulations page has the permit steps, fees and taxes.

How are these Kissimmee management companies ranked?

By the number of active Kissimmee Airbnb listings each company runs, as host or co-host, in the 12 months to September 2026. Individual hosts who don't trade as a business are not named.

Method

How This Ranking Works

The ranking counts active Airbnb listings in Kissimmee over the 12 months to September 2026, on the same definition as AirROI's Kissimmee market report, so the totals match. A listing counts toward its host account and toward every co-host named on it, because many companies run homes on the owner's own account. A company that runs several Airbnb accounts under one brand appears once, with the accounts combined.

The full method: classification, comparisons and fees

Accounts are classified from their names, and the Kissimmee accounts with the most listings were checked by hand. Only property-management businesses are ranked, under the name they trade as; individual hosts who don't trade as a business count in every market figure but are never named, and neither are accounts with a generic name, such as "Property" or "Concierge", that can't be tied to a company. Hotels and serviced-apartment operators that list their own rooms are left out, and so are companies that mostly take stays of a month or more, because they compete with rentals rather than holiday lets.

"Lead vs similar" compares each of a company's homes with the median owner-run Kissimmee home of the same bedroom count and room type, and reports the median of those comparisons. The figure is shown where a company's homes earn more than similar ones. A lower figure isn't shown: on Airbnb data alone it mostly reflects listings that are new or re-listed and still building reviews, or homes that differ in ways a bedroom count misses, rather than the management. Only homes listed for the whole 12 months and open to bookings on at least 240 nights, booked on 60 or more, with 5 or more reviews count, on both sides, so a company that added homes mid-year isn't marked down for their short first year, a listing that sits idle or is too new to have reviews doesn't stand for its company, and an owner who rents out their own home a few weekends a year doesn't set the benchmark. Companies with fewer than five such homes show a dash, and those with fewer than ten show "few": too few to compare fairly, so their figures are never quoted. The ranking by revenue needs at least 15. The shortlist by home size needs five homes of a size and marks a figure on fewer than ten as a small sample. The ± bands treat homes as independent; homes run by one company resemble each other, so the true uncertainty is somewhat wider. The profiles split revenue into revenue per booked night and nights booked, on the same homes, each against the owner-run median for that measure. A home's revenue is the one times the other, but the three medians don't multiply: among owner-run homes, the ones that charge more tend to book fewer nights, so the median rate times the median nights isn't the median revenue. A company's rating averages its listings' overall Airbnb ratings, weighted by their reviews. Revenue is gross Airbnb booking revenue, estimated from booked nights and rates, before any management fee. Stays a company or owner sells on other sites or direct aren't counted, so a company that sells much of its calendar elsewhere can look weaker here than it is; that applies to owner-run homes too. A home counts toward the company named on it now, so a home that changed manager during the year brings months run by its previous one.

The fee figures pool the rates management companies publish on their own websites, checked by hand in September 2026 in the 6 US cities AirROI researched. No company's rate is shown on its own: most quote each home on request, so the page gives the spread of the published rates instead.

Growth counts the listings a company hosts on its own Airbnb accounts now against 12 months earlier. Companies that mostly co-host on owners' accounts show no growth figure, because Airbnb's co-host records from a year ago are incomplete, and accounts with no listings a year ago are marked new rather than ranked for growth.

The page is rebuilt each quarter from the latest listing data. A company that thinks its figures are wrong can write to AirROI, and corrections are checked against the listing data.