Top 10 Roofing Contractors
in Kissimmee, FL
✦ Relentless Florida sun and punishing hurricane-force gusts demand high-wind rated shingles for every Kissimmee roof.
Hand-picked based on Google ratings and verified customer reviews. Each contractor below offers free inspections and estimates for Kissimmee homeowners.
10
Verified Contractors
5.0
Avg. Rating
1,346+
Total Google Reviews

Heart Of Florida Roofing
22 W Monument Ave Suite 31, Kissimmee, FL 34741, USA
⭐ Most Positive Recent Reviews
I had a wonderful experience with Heart of Florida Roofing and specifically with Jorge. Jorge was exceptional throughout the entire process from performing the inspection after I had a roof leak with several broken tiles, providing a timely and competitive estimate, and then completing the work himself. Our communication was great, the work was done very well, and I found the price to be very fair after receiving 4 other estimates. Their work included additional roof maintenance that was very appreciated. I would highly recommend Heart of Florida Roofing and Jorge!
⭐⭐⭐⭐⭐ Patrick did an outstanding job repairing my roof exhaust vent and replacing the damaged shingles around it. The workmanship was excellent, and everything was repaired correctly and looked great when he was finished. What really stood out was his attention to detail—he documented the entire repair with comprehensive before, during, and after photos, which gave me complete confidence in the quality of the work. He was professional, knowledgeable, punctual, and took the time to make sure everything was done right. I highly recommend Patrick to anyone looking for honest, high-quality roofing work.
I had a great experience with Heart of Florida Roofing. They arrived on time, worked incredible fast, and still managed to pay attention to ever little detail. They replaced my entire roof in a little over a day. I was dreading the mess of a roof replacement, but Heart of Florida Roofing exceded my expectations. The new roof looks amazing their cleanup crew went above and beyond to protect my landscaping and sweep for nails. I have not found a single piece of debris left behind. A special thank you to Rose Mary Ramirez for making it a great experience! I highly recommend this company.
Heart of Florida Roofing has built a stellar reputation in the Kissimmee area by combining expert craftsmanship with genuinely attentive customer service. Their team is consistently praised for their professionalism, clear communication, and meticulous attention to detail, whether they are handling a quick emergency repair or a full roof replacement. With a perfect 5-star rating and a track record of leaving properties spotless, this contractor is a reliable choice for homeowners who value both high-quality workmanship and a stress-free, communicative experience.
Heart Of Florida Roofing
22 W Monument Ave Ste 31, Kissimmee, FL 34741, USA

Heart Of Florida Roofing
2661 Muscatello St, Orlando, FL 32837, USA

Heart Of Florida Roofing
22 W Monument Ave Suite 31, Kissimmee, FL 34741, USA
Southeast Roofing & Contracting LLC
4423 S Orange Blossom Trail, Kissimmee, FL 34746, USA
Greenway Roofing of Florida
16 N Orlando Ave, Kissimmee, FL 34741, USA

Southeast Roofing & Contracting LLC
4423 S Orange Blossom Trail, Kissimmee, FL 34746, USA

Greenway Roofing of Florida
16 N Orlando Ave, Kissimmee, FL 34741, USA

Florida Roof Doctors
1701 Park Center Dr Suite 100, Orlando, FL 32835, USA

Top Rank Builder and Roofing - Florida General Contractor
862 Duncan Ave, Kissimmee, FL 34744, USA

Peoples Trust Roofing
2901 E Irlo Bronson Memorial Hwy # D, Kissimmee, FL 34744, USA
Scan My Roof for Damage
AI aerial analysis — see damage before you call a contractor.
Finding the Best Roofing Contractors in Kissimmee, FL
If you are searching for the top 10 roofers in Kissimmee, our curated list helps you find the most reliable professionals to handle the Florida heat. Discover the best roofers near me who understand how intense summer sun and heavy tropical rain affect local shingles.
Finding top roofing contractors in Kissimmee is essential for protecting your home against hurricane season winds and storm damage. We have vetted the best roofing companies in Kissimmee to ensure you receive quality service from experienced local experts.
When you need urgent Kissimmee roof repair to address leaks or aging tiles, choosing the right local pros makes all the difference. Our guide features the best roofing contractors near me, providing residents with peace of mind during Florida’s unpredictable storm cycles.
Top Roofers in Nearby Cities
AI-Powered Roof Inspection in Kissimmee, Florida
If you own a home in Kissimmee, Florida, regular roof inspections are essential to protect your investment. Kissimmee homeowners face hurricanes and tropical storms during hurricane season (June–November), which can cause hidden damage to concrete and clay tile roofs, asphalt shingles, and metal roofing. RooFlowAI's AI-powered roof inspection uses high-resolution satellite imagery to analyze your Kissimmee roof without a contractor climbing on it — giving you instant, objective results specific to your property.
Recent Hail Events Near Kissimmee, Florida
Based on NOAA Storm Prediction Center data, 2 hail events have been recorded within 30 miles of Kissimmee in the past 12 months. The largest hailstone reported measured 1.00 inches in diameter. Hail of 1 inch or larger can cause significant damage to concrete and clay tile roofs, asphalt shingles, and metal roofing commonly found in Kissimmee.
- 2026-05-12 — 1.00" hail reported near 1 NW Oviedo, FL (28.6 miles away)
- 2026-05-12 — 1.00" hail reported near 2 N Univ Central Florid, FL (25.8 miles away)
Recent Wind & Storm Events Near Kissimmee, Florida
NOAA Storm Prediction Center records show 2 high-wind events within 30 miles of Kissimmee in the past 12 months, with gusts reaching 100 mph. Strong winds can lift and tear shingles, damage flashing, and blow debris onto your roof. Kissimmee homeowners should inspect their roof after any severe wind event.
- 2026-05-12 — 100 mph wind gust reported near 1 NW Oviedo, FL (28.6 miles away)
- 2026-05-12 — 100 mph wind gust reported near 2 N Univ Central Florid, FL (25.8 miles away)
Common Roof Types in Kissimmee, Florida
Homes in Kissimmee, Florida typically feature concrete and clay tile roofs, asphalt shingles, and metal roofing, designed to withstand hurricane-force winds. These roofing materials are chosen for their ability to withstand hurricanes and tropical storms that Kissimmee experiences during hurricane season (June–November). Understanding your roof type helps identify weather-specific vulnerabilities and choose the right inspection approach.
Weather Risks & Storm Damage in Kissimmee
Kissimmee, Florida is susceptible to hurricanes and tropical storms, particularly during hurricane season (June–November). These weather events can cause significant roof damage including hail impacts, wind-lifted shingles, and water intrusion. Roof damage from these storms is often not visible from the ground, making AI-powered aerial analysis especially valuable for Kissimmee homeowners who want to catch problems early before they lead to costly interior damage.
Insurance Claims for Roof Damage in Florida
Florida homeowners should be aware of separate hurricane deductibles (typically 2-10% of dwelling coverage) that apply to storm damage. Florida law requires insurers to offer wind mitigation credits for roofs built to current building codes. RooFlowAI's AI-generated roof damage reports provide the documentation you need to support your insurance claim in Florida, including satellite imagery, damage severity scores, and a detailed condition assessment of your Kissimmee property.
Local Roofing Insight for Kissimmee Homeowners
For homeowners in Kissimmee, Florida, the combination of hurricanes and tropical storms during hurricane season (June–November) means you should have your roof inspected after any major weather event. designed to withstand hurricane-force winds. An annual AI roof inspection from RooFlowAI can catch early signs of damage before they lead to costly repairs, and the satellite-based approach means no contractor needs to climb on your roof.
How AI Roof Inspection Works in Kissimmee
- Enter your Kissimmee address — Our system locates your property using satellite mapping data.
- We retrieve satellite imagery — High-resolution aerial imagery of your Kissimmee home is fetched instantly.
- AI analyzes your roof — Our machine learning model detects damage, identifies materials, and calculates a roof condition score.
- Get your report — Receive a detailed, insurance-ready PDF report for your Florida property in minutes.
Free AI Roof Scan for Kissimmee
Ready to check your roof? RooFlowAI offers a free preview scan for Kissimmee homeowners. Start your free AI roof scan and get instant results — no contractor visit needed, no ladder required. Fast, accurate, and insurance-ready.
Top Roofing Contractors in Kissimmee, FL
Looking for a trusted roofing professional in Kissimmee, Florida? Here are some of the highest-rated roofing contractors serving the Kissimmee area, based on Google Business reviews and ratings. Whether you need a full roof replacement, storm damage repair, or a professional inspection, these Kissimmee contractors have proven track records of quality work and customer satisfaction.
- 1. Heart Of Florida Roofing — Rating: ★★★★★ 5 (331 reviews) — Phone: (407) 462-5414 — Website: https://heartoffloridaroofing.com/ — 22 W Monument Ave Ste 31, Kissimmee, FL 34741, USA
- 2. Southeast Roofing & Contracting LLC — Rating: ★★★★★ 5 (126 reviews) — Phone: (407) 201-3419 — Website: https://www.se-roofing.com/ — 4423 S Orange Blossom Trail, Kissimmee, FL 34746, USA
- 3. Greenway Roofing of Florida — Rating: ★★★★★ 5 (112 reviews) — Phone: (407) 230-3858 — Website: https://www.greenwayroofing.com/?utm_source=google&utm_medium=organic&utm_campaign=gbp_kissimmee — 16 N Orlando Ave, Kissimmee, FL 34741, USA
Not sure if you need a contractor yet? Start with RooFlowAI's free AI roof scan to check your Kissimmee roof for damage first — if we find issues, these local professionals can help with repairs.
Frequently Asked Questions About Roof Inspection in Kissimmee, Florida
How accurate is AI satellite roof inspection?
Our AI is trained on thousands of roof inspections and uses high-resolution satellite imagery to detect damage on concrete and clay tile roofs, asphalt shingles, and metal roofing common in Kissimmee. The system identifies hail impacts, wind damage, missing shingles, and debris accumulation with high confidence. While no AI is 100% perfect, our analysis provides an objective assessment that rivals traditional inspections — without the cost or wait time of a contractor visit in Florida.
Can AI detect hail damage from satellite imagery?
Yes. Our AI is specifically trained to identify hail impact patterns, granule loss, and tile cracking from aerial imagery. For Kissimmee homes with concrete and clay tile roofs, asphalt shingles, and metal roofing, the AI can pinpoint specific areas of hail damage and include them in an insurance-ready report. This is especially valuable in Florida where hurricanes and tropical storms during hurricane season (June–November) can cause hidden hail damage that's not visible from the ground.
Will my insurance company accept an AI roof report?
Yes. RooFlowAI's roof damage reports include detailed documentation with satellite imagery, severity scores, and damage descriptions that support insurance claims in Florida. Florida homeowners should be aware of separate hurricane deductibles (typically 2-10% of dwelling coverage) that apply to storm damage. Florida law requires insurers to offer wind mitigation credits for roofs built to current building codes. Having an AI-generated report provides objective, documented evidence that strengthens your claim and helps your insurance company process it faster.
How much does an AI roof inspection cost in Kissimmee?
RooFlowAI's full roof inspection and damage report costs $14.99 — far less than a traditional inspection in Kissimmee which typically costs $200-$400 and requires a contractor to climb on your roof. The report includes satellite imagery, AI damage detection, roof measurements, hail history for your area, and insurance-ready documentation for your Florida home. You can start with a free preview scan at no cost.
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