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HomeMedicare AdvantageFloridaKissimmeeSorting Through Medicare in Kissimmee: What 127 Really Means

Medicare Advantage

Sorting Through Medicare in Kissimmee: What 127 Really Means

In Kissimmee, the 2027 Medicare shopping season isn't short on choices. For 2026, Osceola County residents had 127 Medicare Advantage plans available to consider, according to the Centers for Medicare & Medicaid Services (CMS) Medicare Advantage and Part D Landscape data. The 2027 lineup is spelled out in each plan's Annual Notice of Change (ANOC) and on Medicare.gov's Plan Finder. That's a lot of paperwork to wade through — but knowing what those numbers count (and what they don't) can make the decision feel a lot more manageable.

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Older couple talking with advisor in Kissimmee — illustrating this Medicare guide
Photo: Vitaly Gariev Photo by Vitaly Gariev on Unsplash

Key takeaways

  • Osceola County had 127 Medicare Advantage plans available for 2026, offered by 17 different carriers. The 2027 lineup is in each plan's ANOC and on Medicare.gov's Plan Finder.
  • CMS listed 0 stand-alone Part D drug plans in the area's landscape data for 2026, so drug coverage locally comes bundled inside Medicare Advantage plans. Check Medicare.gov's Plan Finder for the 2027 landscape.
  • The Annual Enrollment Period runs October 15 through December 7, and Medicare Advantage Open Enrollment runs January 1 through March 31.
  • The Part D out-of-pocket cap is $2,100 in 2026 and $2,400 in 2027. The Part D maximum deductible is $615 in 2026 and $700 in 2027, no matter which plan you choose.

What the "127" number actually counts

The 127 figure is the total number of Medicare Advantage plans available to someone living in Osceola County — the county Kissimmee sits in. It's not a Kissimmee-only number, because Medicare plan availability is set at the county level, not the city level. Someone in Kissimmee, St. Cloud, or Celebration is generally looking at the same menu.

That number also isn't a ranking or a "best of" list. It's simply how many distinct plan options CMS showed in the 2026 landscape file for this county; the 2027 lineup is on Medicare.gov's Plan Finder. Some are HMOs, some are PPOs, and some are Special Needs Plans (SNPs) designed for people with specific conditions or with both Medicare and Medicaid.

Who's offering coverage locally

Behind those 127 plans are 17 different carriers offering Medicare Advantage with prescription drug coverage (MA-PD) in the area. That mix is why two neighbors on the same street can end up with very different cards in their wallets — different networks, different formularies, different rules.

More carriers doesn't automatically mean a better fit for you. It means more homework. The plan that works well for a friend may not include your doctor, your pharmacy, or your specific medications.

What about stand-alone drug plans?

Here's a wrinkle worth understanding: the CMS 2026 landscape data showed 0 stand-alone Part D plans specifically listed in Osceola County's Medicare Advantage landscape file. In practice, most Kissimmee residents who want drug coverage get it built into a Medicare Advantage plan (an MA-PD). The 2027 landscape is on Medicare.gov's Plan Finder.

If you have Original Medicare and want a separate Part D plan, don't panic — stand-alone Part D plans are sold nationally by ZIP code, and you can compare them directly on Medicare.gov's Plan Finder. It's just a reminder that the local landscape here leans heavily toward bundled coverage.

Star Ratings, in plain English

You may notice "Star Ratings" next to plans on Medicare.gov. CMS rates Medicare Advantage and Part D contracts on a 1-to-5 scale based on things like customer service, member complaints, and how well the plan manages chronic conditions. It's a quality snapshot, not a personalized recommendation.

Ratings can shift year to year, and a high-rated plan isn't automatically the right fit if your doctor isn't in-network or your medication isn't covered. Use ratings as one signal among many.

The 2027 rules that apply no matter which plan you pick

Some things about Medicare don't change based on which plan you choose in Osceola County. For 2027:

Key dates to keep on the fridge

Where to get personalized help

With 127 plans to sort through, free help is worth using. Florida's State Health Insurance Assistance Program (SHIP), called SHINE in Florida, offers one-on-one counseling with trained volunteers who don't sell plans. Medicare.gov's Plan Finder lets you enter your prescriptions and preferred pharmacies to narrow the list. And 1-800-MEDICARE is available 24/7.

By the numbers

Medicare Part B premium, 2006–2026

The standard monthly Part B premium has climbed from $88.50 in 2006 to $202.90 in 2026. Hover any point for that year’s premium.

$0$50$100$150$200200820122016202020242026

Source: CMS. Standard premium shown; in some hold-harmless years many existing enrollees paid less. Confirm at Medicare.gov.

By the numbers

How people get Medicare in Osceola County

72% are on Medicare Advantage
(MA penetration in Osceola County)
72%
28%
Medicare Advantage Medicare Supplement (Medigap) Original Medicare only
U.S. average

MA penetration from CMS enrollment data; Medigap share is an estimate. U.S. average is about 54% Medicare Advantage. These are area-level figures, not plan-specific.

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Medicare Advantage companies in Osceola County

By local enrollment size · informational, not a ranking
CompanyLocal enrollmentPlans offeredLocal agentsAction
HumanaNational—Yes
Elevance Health (Anthem)National—Yes
UnitedHealthcareNational—Yes
Centene (WellCare)National—Yes
Devoted Health IncRegional—Yes
Aetna (CVS Health)National—Yes
Enrollment data: CMS Medicare Advantage enrollment by company (county level). Figures shown are illustrative sample data pending the current CMS file. Listed by enrollment size, largest first — this is not a ranking, recommendation, or endorsement of any company or plan.

Provided by licensed insurance partners; MyMedicarePlans.org may be compensated. Not a ranking or endorsement of any plan.

Explore

When can you enroll? An interactive year

JFMAMJJASOND
October 15 – December 7 — anyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan. Changes take effect January 1.

Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.

Explore

The parts of Medicare

Part A covers inpatient hospital stays, skilled nursing facility care, hospice, and some home health care. Most people pay no premium for Part A.

Good to know

Frequently asked questions

Why does Kissimmee have so many Medicare Advantage plans to choose from?
Osceola County is part of the greater Orlando metro area, which is a large and competitive Medicare market. With about 57,262 residents age 65 and older in the county and 17 carriers competing for 2026, insurers offered a wide range of plan designs — HMOs, PPOs, and Special Needs Plans — which added up to 127 available options for 2026. The 2027 lineup is in each plan's ANOC and on Medicare.gov's Plan Finder.
Are all 127 plans available to everyone in Kissimmee?
Most Medicare Advantage plans in the county are open to anyone with Medicare Parts A and B who lives in the service area. Special Needs Plans (SNPs), however, are limited to people who meet specific criteria — for example, having both Medicare and Medicaid, or living with a qualifying chronic condition. Plan Finder on Medicare.gov will filter for what you're eligible for.
If there are no stand-alone Part D plans listed locally, how do I get drug coverage?
Most Kissimmee residents get drug coverage through a Medicare Advantage plan that already includes it (an MA-PD). If you prefer Original Medicare, you can still shop for a stand-alone Part D plan on Medicare.gov using your ZIP code — national and regional Part D plans are available to Florida residents.
When is the best time to compare my options?
The Annual Enrollment Period from October 15 to December 7 is the main window each year to review and change your coverage for the following year. Even if you're happy with your current plan, it's worth a quick check — plans can change their networks, drug lists, and costs from one year to the next. ## The bottom line A menu of 127 Medicare Advantage plans in Osceola County sounds overwhelming, and honestly, it can be. But you don't have to look at all of them. Start with your doctors, your prescriptions, and your pharmacy — then let Medicare.gov's Plan Finder, SHINE counselors, or 1-800-MEDICARE narrow the list to what actually fits your life.
Sources & further reading
  • CMS — MA/Part D Landscape & Plan Finder data

For personalized answers, contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.

Also for Kissimmee

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This page was last updated: September 29, 2026.

Medicare plans in your area changing for 2027 — check yoursCall