Kissimmee, Florida
Medicare agents in Kissimmee, FL
Find a licensed agent with an office in Kissimmee, and see what Medicare looks like locally: how many people have it, how many are in Medicare Advantage, and how many plans are offered for 2027.
Last reviewed October 27, 2026. General information, not advice about any plan.
Agents in Kissimmee
No agents with an office in Kissimmee are listed yet. Agents licensed anywhere in Florida can help by phone or video: see agents in Florida.
Before you meet anyone, check their Florida license. Agents in nearby towns are on the Osceola County page.
Medicare in Osceola County
- People with Medicare
- 76,825
- In Medicare Advantage or another Medicare health plan
- 72% (55,087)
- With both Medicare and Medicaid*
- 28% (21,603)
Source: CMS Medicare Monthly Enrollment, July 2026, for all of Osceola County; Kissimmee itself has about 84,756 residents (Census, 2024). Medicare health plans include Medicare Advantage, cost plans and PACE, not Medigap or drug plans. *Includes people who get help only with Medicare costs from a Medicare Savings Program.
2027 plans offered in Osceola County
- Medicare Advantage with drug coverage
- 35 plans, 31 with a $0 plan premium
- Medicare Advantage without drug coverage
- 10 plans
- Special Needs Plans
- 67 plans: 35 for people with both Medicare and Medicaid; 25 for people with certain chronic conditions; 7 for people who live in, or need the care of, a nursing home. Only people who qualify can join.
- Companies offering these plans
- 17
Standalone drug plans in Florida: 11 plans, with monthly premiums from $5.30.
Source: CMS 2027 plan landscape (updated October 2026), which lists plans by county. A $0 plan premium doesn't mean $0 costs: you still pay the Part B premium, plus copays, and plans differ in their yearly limit and in which doctors and drugs they cover. How to compare.
Free local help
- SHINE (Serving Health Insurance Needs of Elders)
- Florida's free, unbiased Medicare counseling program. 1-800-963-5337 · Website
- The Florida Department of Financial Services
- Licenses agents and takes complaints. 1-877-693-5236 · How to check a license
- 1-800-MEDICARE
- 1-800-633-4227 (TTY 1-877-486-2048), 24 hours a day, 7 days a week, except some federal holidays.
Florida rules to know
- Switching Medigap plans
- Florida doesn't add a yearly Medigap switching right. Outside your 6-month Medigap Open Enrollment Period (which starts when you're 65 or older and have Part B) and certain federal protections, such as losing other coverage, insurers can usually ask health questions and turn you down. States with switching rights.
- Medigap under 65
- Required. Florida requires Medigap insurers to let Florida residents under 65 with Medicare due to disability or ESRD enroll in a Medigap policy without health screening during the 6 months starting the first month they are enrolled in Part B (and for 2 months after losing group health coverage); the law does not say which plans must be offered.
- Agent licenses
- Agents must be licensed for health insurance in Florida. Look one up.
Dates to know
- October 15 to December 7
- Open Enrollment: change Medicare Advantage or drug plans for the next year.
- January 1 to March 31
- Medicare Advantage Open Enrollment: one change for people already in a Medicare Advantage plan.
- Turning 65
- A 7-month window around your birthday month. The checklist.
Moving to Kissimmee from another state opens a special enrollment period for Medicare Advantage and drug plans. It doesn't by itself let you buy Medigap without health questions. What to do.
Common questions
How many people in Kissimmee have Medicare?
In Osceola County, 76,825 people had Medicare in July 2026, according to CMS. About 72% were in Medicare Advantage or another Medicare health plan; the rest had Original Medicare.
How many Medicare Advantage plans are offered in Kissimmee for 2027?
CMS lists 35 Medicare Advantage plans with drug coverage in Osceola County for 2027 (31 with a $0 plan premium; you still pay the Part B premium), 10 without drug coverage, and 67 Special Needs Plans for people who qualify, from 17 companies. Medicare.gov's Plan Finder shows which ones cover your address, doctors and drugs.
Where can I get free Medicare help in Kissimmee?
Florida's free counseling program, SHINE (Serving Health Insurance Needs of Elders) (1-800-963-5337), gives unbiased one-on-one help. You can also call 1-800-MEDICARE (1-800-633-4227) any time.
Will I pay more for a plan if I use an agent?
No. A plan's premium is set by the plan, and you pay the same whether you enroll through an agent, the plan, or Medicare.gov. Agents can't charge a fee to enroll you in a Medicare Advantage or drug plan.
Other cities in Florida
Keep reading
- How to find a good Medicare agent near youWhere to look for a local Medicare agent, how to narrow the list to one or two, and the five-minute checks to do before you share anything.
- Medicare Open Enrollment checklist: what to check before December 7A step-by-step checklist for the October 15 to December 7, 2026 Open Enrollment Period: what to read in your plan's letter, what's changing for 2027, what you can switch, and what happens if you do nothing.
- Medicare Advantage or Medigap? The questions that decide itNeither is better for everyone. How the two common Medicare set-ups differ, the questions that point to one or the other, and why the first choice is the hardest to undo.
Ready to talk to someone local?
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