Lakeland Office (863) 701-7411

Lake Wales Office (863) 676-1700

Home And Auto Insurance In Lakeland, FL

Auto Insurance

Choosing the right auto insurance is the key to keeping you and your car safe on the road in the event of an accident or other vehicle damage.

Home Insurance

Look after your biggest investment and everything in it with a proper policy that ensures its protection in the event of an accident or natural disaster.

Business Coverage

We're committed to keeping your business protected so you can focus on your day-to-day operations.

We're A Locally Owned & Operated

We’re a locally owned and operated agency in Lakeland, Florida where we deliver insurance and risk management solutions for many different lines of insurance.  We’ve served individuals and businesses for many years and we believe in being a well-rounded agency.  Not only do we stay current on the ever-changing trends of insurance but also making sure that we understand the unique insurance opportunities that present themselves while living in Florida. These efforts help us give clients the best possible products and services for the right prices. 


Leave us a review and See What Our Clients Have To Say.


My Family And I Love Them

I can't say enough good things about Scott Headley and his great staff. I have multiple policies with Headley Insurance. I feel like they are part of my family. We have been able to depend on them for more than 15 years. They go above and beyond the call of duty without hesitation. If your looking for insurance, look no further than Headley Insurance. My family and I love them.

Rusty Longaberger

You Are A Lifesaver

Thank you to Scott Headley and the rest of the staff at Headley Insurance Agency, for making my life SOOOOO much easier. When the Mulberry Chamber of Commerce had to research new Insurance options, you told me you would take care of it. And that you did! I would love to be able to say that it was GREAT working with you...but, I hardly call a phone call to tell you what I needed, a return call when you had it taken care of, and the signing of some papers (and a lower premium)... WORK! I REALLY appreciate your customer are a lifesaver!!

Monica DiNicolantonio

Happy Customer

I sent a Facebook message to Scott Headley (Headley Insurance Agency) at 6pm, he drove to his office, wrote the policy then drove to Regal to hand deliver it so I could drive my newly purchased truck home. Other than my parents no one has ever gone completely out of their way to this extreme. Thank you guys, you have no idea how much you have done for me. You will forever have a loyal customer.

Erika Warren

He Made It Easy!

As a business owner, I was unaware of the risk that I was exposed to. Scott Headley was able to get easy homes 123, LLC a general liability policy for my business and he also has got my rental properties covered. The service at Headley insurance was way above that I have experienced with other agents. I have referred several people already and will continue.

Steve Mitchell

Our Insurance Products

We have a wide variety of insurance options, and in fact there is almost nothing that we can’t help our clients with. From personal lines that help keep you, your belongings, and your family safe like: Home, Auto, Life, and Health.

These policies are just a few among many of our options. These and all of our other options can be custom-tailored to fit your specific needs as well as combine policies to help you save money but still retain the best coverage possible.  Central Florida is a high-flood-risk area, due to potential hurricanes  so flood insurance is common among residents of the area.  We provide this insurance with attention to detail and with full consideration for clients’ needs. 

In addition to our personal lines, our business program keeps virtually any commercial enterprise secure for the right price. If you have a specific industry you work in that requires a more customized coverage, our specific industries program can help keep your business running so you can focus on the day-to-day and not the risks. The coverages contained in these programs are unique to different lines of work, and for this reason the specific-industry programs are important to a lot of businesses.  No matter where you are in The Sunshine State, if you run a business then we can protect you.

  • We Are A Locally Owned And Operated Agency 
  • We Have A Wide Variety Of Insurance Options
  • We Provide Insurance To Fit Your Needs

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