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Health Insurance Agencies and Offices Near Kissimmee, FL

121 agencies within 25 miles · plans for individuals, families and small businesses

121health insurance agencies within 25 miles of Kissimmee

Expect to see marketplace premiums around $666 a month for a 40-year-old's benchmark silver plan in Osceola County (2026 figure), and $738 as the 2027 Florida average, before subsidies. An agent can price plans after any tax credit you qualify for.

Some people want a face-to-face meeting before they pick a plan. Below are 8 walk-in health insurance offices around Kissimmee, FL, ordered by review count.

Health Insurance Agencies & Offices near Kissimmee

1701 W Oak Ridge Rd, Orlando, FL 32809
★ 4.9 (2,161 Google reviews)
Walk-in office
4540 Curry Ford Rd, Orlando, FL 32812
★ 4.9 (952 Google reviews)
Walk-in office
4543 Pleasant Hill Rd Ste F, Kissimmee, FL 34759
★ 4.9 (389 Google reviews)
Walk-in office
7700 Southland Blvd #200, Orlando, FL 32809
★ 4.7 (351 Google reviews)
Walk-in office
Shopping on price? A licensed agent can compare plans in one call. Call 866-645-8540
316 U.S. Hwy 17-92 N, Haines City, FL 33844
★ 5.0 (271 Google reviews)
Walk-in office
5575 S Semoran Blvd Ste 1, Orlando, FL 32822
★ 5.0 (254 Google reviews)
Walk-in office
122 W Pine St, Orlando, FL 32801
★ 5.0 (229 Google reviews)
Walk-in office
8615 Commodity Cir #7, Orlando, FL 32819
★ 4.9 (219 Google reviews)
Walk-in office
Talk to a licensed agent today

Licensed agents can compare plans available in Osceola County, check your doctors and estimate your premium tax credit. Free to you.

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Why a walk-in office

An in-person meeting helps when your situation has moving parts: a household with mixed coverage, self-employment income that changes, or a doctor you need to keep.

What to bring

Photo ID, Social Security numbers for everyone applying, a recent pay stub or income estimate, and a list of your doctors and prescriptions.

Call ahead

Office hours change around open enrollment, and many agencies book appointments during the busiest weeks. Calling ahead saves a wasted trip.

How to get ready

  1. Make a list of your doctors, hospitals and prescriptions before you call anyone.
  2. Ask each agent which carriers they can quote in your county.
  3. Compare total yearly cost (premiums plus deductible), not just the monthly premium.
  4. Write down the enrollment deadline and confirm your first premium payment.

Checking an agent's license in Florida

  • Florida's Department of Financial Services runs a free online Licensee Search. It shows an agent's contact details, valid licenses, active appointments and the insurers the agent can write with. Source

Frequently asked questions

Can I do everything by phone instead?

Yes. Licensed agents can quote, enroll and send documents electronically, which is how most people enroll today.

Do I need an appointment?

Not always, but many offices near Kissimmee book appointments during open enrollment (Nov 1 to January 15 on the HealthCare.gov). Calling first is the safest bet.

What if an office I visited won't renew my plan?

Any licensed agent certified with the marketplace can help you switch plans or renew at open enrollment.

Agencies & offices in nearby cities

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