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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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:
- Part D out-of-pocket cap: $2,100 in 2026 and $2,400 in 2027. Once your covered drug spending hits that amount, you pay nothing for covered drugs the rest of the year.
- Part D deductible: No plan can charge more than $615 in 2026 or $700 in 2027.
- The "donut hole" is gone. As of 2025, Part D has three phases instead of four.
- Medicare Prescription Payment Plan: You can choose to spread your drug costs into monthly payments instead of paying at the pharmacy counter.
- IRMAA: Higher-income beneficiaries pay an extra premium amount. For a single filer in 2026, the surcharge kicks in above $109,000 in income.
Key dates to keep on the fridge
- October 15 – December 7: Annual Enrollment Period. This is when most people join, switch, or drop a Medicare Advantage or Part D plan.
- January 1 – March 31: Medicare Advantage Open Enrollment Period. If you're already in a Medicare Advantage plan, you get one chance to switch to another MA plan or return to Original Medicare.
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.
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
(MA penetration in Osceola County)
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.
Explore
When can you enroll? An interactive year
Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.
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The parts of Medicare
Good to know
Frequently asked questions
Why does Kissimmee have so many Medicare Advantage plans to choose from?
Are all 127 plans available to everyone in Kissimmee?
If there are no stand-alone Part D plans listed locally, how do I get drug coverage?
When is the best time to compare my options?
- 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.