Roofing Contractorin Kissimmee, FL
Kissimmee has one of the highest concentrations of vacation rentals and investment properties in Florida, which means more roofs owned by people who aren't around to catch problems early. JA Edwards of America handles roofing in Osceola County with the documentation and communication that absentee and remote owners actually need.
President's Club 3-Star
CCC1334804
Since 2004
Last 12 Months
Licensed, insured, and permit-compliant on every Kissimmee project
Kissimmee, FL
The Vacation Rental Market Creates a Different Kind of Risk
Kissimmee and the broader Osceola County area have a roofing challenge that most Central Florida cities don't face at the same scale. A significant portion of homes here are vacation rentals or investment properties, which means the owner often isn't local, the property turns over guests frequently, and nobody is consistently watching for early signs of roof deterioration. A slow leak that a primary homeowner would catch in a week can go unnoticed for months in a rental that's managed by a third party. By the time it shows up on a property manager's radar, the damage has usually spread well beyond the roof itself.
On top of that, Kissimmee sits in the heart of Central Florida's storm corridor. The area gets consistent summer thunderstorm activity and sits within the track of tropical systems that move up from the Gulf or across from the Atlantic. Osceola County has its own building department and permit requirements that are separate from Orange County, which catches some homeowners off guard when they hire a contractor who isn't familiar with the local jurisdiction. JA Edwards of America operates out of our Orlando office and covers Kissimmee and all of Osceola County under the same GAF Master Elite certification and permit compliance standards we hold in every market we serve.
JA Edwards of America is a GAF Master Elite certified roofing contractor serving Kissimmee, FL and Osceola County. We handle residential roof replacement, repair, storm damage, tile, metal, and flat roofing for both primary homeowners and investment property owners. Free inspections available. Call (407) 677-7663.
Our Services
Roofing Services in Kissimmee, FL
Every service we provide in Kissimmee is handled with Osceola County permits pulled before work begins and full documentation delivered on completion, which matters especially for investment and rental property owners who need a clean paper trail.
Roof Replacement
Full tear-off and replacement using GAF roofing systems. Includes proper underlayment, drip edge, flashing, and Osceola County permit documentation. GAF warranty options available up to System Plus on qualifying installs.
Roof Repair
Accurate diagnosis and repair of leaks, storm damage, and wear issues. For rental properties, we work with property managers and communicate directly with remote owners so repairs get authorized and completed without delays.
Roof Inspection
Detailed written inspection report with photos. Useful for insurance renewals, HOA compliance, pre-purchase due diligence, and post-storm assessment. Remote owners receive the full report digitally without needing to be on-site.
Storm Damage
Post-storm inspection, insurance claim documentation, and full repair or replacement. Central Florida's summer storm season hits Kissimmee hard every year. We understand what Osceola County requires and what insurance carriers need to process claims.
Tile Roofing
Concrete and clay tile installation and repair. Tile is common in Kissimmee's resort and vacation home communities. When individual tiles crack or slip after a storm, the repair needs to be done correctly or water infiltration follows quickly.
Metal Roofing
Standing seam and metal panel systems rated for Florida wind loads. Increasingly chosen by investment property owners for its longevity and reduced maintenance requirements over the life of the asset.
How We Work
A Process Built for Local and Remote Owners
Our standard process works just as well for a Kissimmee homeowner who lives down the street as it does for an investor managing the property from out of state. Every step is documented, every decision requires your approval, and nothing happens without the Osceola County permit in hand first.
Free Inspection
We inspect the full roof and deliver a written report with photos. If you're remote, this report is your decision-making tool. No obligation to proceed.
Written Estimate
Line-item estimate sent to you digitally. If an insurance claim is involved, we coordinate directly with your adjuster and provide the documentation they require.
Osceola County Permit
We submit for the building permit before crews arrive. Unpermitted work creates legal and insurance complications that are especially problematic for rental properties.
Installation
Crews follow GAF specifications. Your project manager oversees the job and keeps you updated throughout, regardless of whether you're on-site or managing remotely.
County Inspection and Closeout
Osceola County building inspector signs off on the completed work. You receive the permit card, warranty documentation, and a full photo record of the installation.
Post-Project Support
Your project manager stays available through the warranty period. Warranty claims go through us, not a call center. Especially useful when a property manager needs a quick response.
Why It Matters Who You Hire
JA Edwards of America vs. Other Kissimmee Roofers
For investment and rental property owners, the stakes of a bad roofing hire are higher. A contractor who cuts corners on permits or documentation creates liability that follows the property, not just the contractor. You can verify any contractor's GAF Master Elite status on GAF's contractor locator and confirm Florida licenses at myfloridalicense.com.
| What to Look For | JA Edwards of America | Typical Contractor |
|---|---|---|
| GAF Master Elite Certified | ||
| Osceola County Permit on Every Job | Inconsistent | |
| Florida Licensed (CGC + CCC) | Verify Before Hiring | |
| Remote Owner Communication Process | ||
| GAF System Plus Warranty Available | ||
| Insurance Claim Documentation Support | Rarely | |
| BBB A+ Accreditation |
Why Kissimmee Property Owners Choose Us
Built for the Osceola County Market
We Handle Remote Owners the Right Way
A large share of our Kissimmee work involves owners who are not in Florida. Our process is built around that reality. You get photo documentation before work starts, updates throughout, and a complete digital record on completion. You never have to take anyone's word for what was done because we give you the evidence.
Osceola County Permits, Not Orange County
Kissimmee is in Osceola County, not Orange County, and the permitting process runs through a different building department. Contractors who work primarily in Orlando don't always know this jurisdiction well. We operate in Osceola County regularly and pull permits here on every job without needing to figure it out from scratch.
Vacation Rental Timelines Respected
Roofing work on an active rental property has real scheduling consequences. A job that runs over by three days is three days of blocked bookings. We give realistic timelines before the project starts and communicate immediately if anything changes. Property managers working with us know what to expect and when the property will be back online.
HOA and Resort Community Experience
Kissimmee has a high density of HOA-governed and resort communities where roofing work requires prior approval, specific materials, or coordination with community management. We've navigated this process in communities across Osceola County and know how to get approvals done without holding up the project timeline.
Our Work
Recent Roofing Projects
Service Area
Kissimmee and Osceola County Communities
Our Orlando team covers Kissimmee and all of Osceola County. We also serve nearby communities including Hunters Creek, Winter Park, and Sanford.
Customer Reviews
What Our Orlando Area Customers Say
Real reviews from homeowners across Central Florida, including Kissimmee, Osceola County, and the greater Orlando area.
We are so happy that we made the decision to trust our roof replacement to Joel Vazquez and JA Edwards of America. From the very first consultation to the final clean-up, the entire process was seamless. Joel's communication skills are top-tier; he kept us informed every step of the way and was always available to answer our questions.
Joel handled everything related to our insurance company and made sure they delivered on our coverage.
It is so hard to find contractors who actually do what they say they’re going to do, but Joel exceeded every expectation we had. His attention to detail was evident throughout- the job was perfect, the site was left clean, and our new roof and home look amazing.
If you want a stress-free experience and a beautiful new roof, Joel is first person you should call.
Thank you Joel and JA Edwards!
⭐⭐⭐⭐⭐
I couldn’t be happier with the service from JA Edward’s Roofing. From start to finish, everything was handled professionally and efficiently. The repair was done quickly without cutting corners, and the quality of the work really shows.
A special shoutout to Brandon—his customer service was truly outstanding. He was responsive, knowledgeable, and made the entire process smooth and stress-free. It’s rare to find a company that combines excellent workmanship with top-tier customer care, but JA Edward’s Roofing delivers on both.
Highly recommend them if you’re looking for fast, reliable, and high-quality roofing services.
If you want it shorter, more casual, or tailored for Google vs. Yelp, I can tweak it in seconds.
I want to specifically call out Seth Wooten, our Project Manager, who helped us with every step of the process—from working with our insurance company to getting the job done and everything in between. Seth is super caring and a phenomenal communicator; he made the whole experience stress-free.
A special thank you to the crew for their quality work. They made our roof look beautiful and secure, and they finished it all in just one day. If you are looking for a roofing company, look no further than JAEA!
Getting a roof through insurance can be a headache, but Wilson is super knowledgeable and made the whole process seamless for us. He was helpful, transparent, and always available to answer our questions. If you’re thinking about getting a new roof, I would highly recommend this team. They get the job done right!
What Customers Say
From Osceola County Property Owners
"I own three vacation rentals in Kissimmee and manage everything from Atlanta. After a bad storm I needed someone who could inspect, document, and coordinate with my insurance adjuster without me flying down. JA Edwards handled the whole thing. I approved everything by email and the repair was done before my next guest check-in."
"Our HOA in Celebration required specific materials and pre-approval before any roofing work. Other contractors didn't even know that was a requirement. JA Edwards knew the process, handled the HOA submission, and got it done right. Zero headaches on our end."
"Full replacement on my St. Cloud home. The permit was pulled before anyone showed up, the crew finished in two days, and I had the GAF warranty paperwork within a week. I've had bad experiences with contractors before. This was the opposite of that."
Common Questions
Kissimmee Roofing: Frequently Asked
Get Started
Request Your Free Inspection
Fill out the form below and our Orlando team will get back to you to schedule your Kissimmee roof inspection. Works for local homeowners and remote property owners alike.
Our Locations
Four Markets, One Standard
Ready for a Free Roof Inspection?
Our Orlando team covers all of Kissimmee and Osceola County. Call us or request an inspection online and we'll get you scheduled, whether you're local or managing the property remotely.
(407) 677-7663