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Find Supplemental Insurance Agents in Kissimmee, FL

Looking for a supplemental insurance agent in Kissimmee? Review the directory below to compare your options.

20 agents listed
Updated May 2026
Kissimmee, FL
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Florida before hiring.
Showing 20 supplemental insurance agents in Kissimmee, FL Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Univista Insurance
2638 N Orange Blossom Trail, Kissimmee, FL 34741
(407) 964-1727 univistainsurance.com
Estrella Insurance
3309 S Orange Blossom Trail, Kissimmee, FL 34746
(407) 530-5300 agents.estrellainsurance.com
Estrella Insurance
612 W Vine St, Kissimmee, FL 34741
(407) 505-4045 agents.estrellainsurance.com
Access Community Center Poinciana
4543 Pleasant Hill Rd Suite F, Kissimmee, FL 34759
(407) 910-4045 accesscommunitycenter.com
Discovery Insurance Agency
1420 Celebration Blvd STE 105, Kissimmee, FL 34747
(407) 566-8600 discoveryinsuranceagency.com
Power Insurance Financial
111 E Monument Ave Suite 513, Kissimmee, FL 34741
(407) 753-7597 powerinsurancefinancial.com
Acceptance Insurance
2439 Pleasant Hill Rd, Kissimmee, FL 34746
(407) 586-7654 locations.acceptance.com
FAMILIA INSURANCE AGENCY
1423 Simpson Rd, Kissimmee, FL 34744
(407) 344-0700 familiainsuranceagency.com
All Floridian Insurance
1703 N Main St Suite A, Kissimmee, FL 34744
(407) 350-5988 floridianinsuranceservices.com
GreatFlorida Insurance: Kelvin & Charlene Taveras
1317 E Vine St, Kissimmee, FL 34744
(407) 931-3729 kissimmee.greatflorida.com
Insurance Pro
1112 John Young Pkwy, Kissimmee, FL 34741
(407) 847-7000 insuranceprofl.com
The Insurance Store USA
1906 W Vine St, Kissimmee, FL 34741
(407) 705-3605 theinsurancestoreusa.com
Best Health Insurance Care
2981 Old Dixie Hwy, Kissimmee, FL 34744
(407) 537-9097 besthealth-insurancecare.com
Alex Insurance Agency LLC
6 Broadway, Kissimmee, FL 34741
(407) 847-2539 alexinsuranceusa.com
Freedom Insurance Financial
1020 Osceola Pkwy, Kissimmee, FL 34744
(407) 344-1228 freedominsurancefinancial.com
Moorehead Professional Insurance Services
3145 W Vine St, Kissimmee, FL 34741
(407) 518-1111 mooreheadinsurance.com
The Health Insurance Store
1125 E Oak St, Kissimmee, FL 34744
(407) 932-0023 4insurancestore.com
Harrell Insurance
11 N Vernon Ave SUITE B, Kissimmee, FL 34741
(407) 846-6421 harrellagencyservices.com
Florida All Star Insurance
B.V.L.Professional Building, 106 Buenaventura Blvd, Kissimmee, FL 34743
(407) 344-2884 flallstarinsurance.com
CareWell Insurance
1627 E Vine St Suite 130, Kissimmee, FL 34744
(689) 278-1900 carewellins.com

Supplemental insurance agents in Kissimmee Florida help residents find Medigap and Medicare Supplement plans that cover costs not paid by Original Medicare. Florida law requires a six-month Medigap open enrollment period starting when you are both 65 and enrolled in Medicare Part B. Local agents can guide you through plan options like Plans A through N and explain how Florida rules affect your coverage choices.

What Does a Supplemental Insurance Agent in Kissimmee Cost?

Supplemental insurance agent services in Florida are typically free to consumers because agents earn commissions from insurance companies. Medigap plan premiums in Kissimmee vary widely from around $100 to over $300 per month depending on your age gender health and the plan type. Costs also differ by insurer and your zip code. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What is the best time to buy a Medigap plan in Kissimmee Florida?
The best time is during your six-month Medigap Open Enrollment Period which starts when you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap policy without medical underwriting. After this period you may face higher premiums or denial based on health.
Can a supplemental insurance agent help with Florida specific Medigap rules?
Yes. Florida has unique rules such as the birthday rule which allows you to switch Medigap plans within 60 days of your birthday without underwriting if you stay with the same or lesser coverage. A local agent can explain these rules and help you compare plans.