Dumpster Rental in Windhover
Fast, affordable dumpster rental in Windhover & Orange County. Book online in minutes — delivery as soon as today.
Dumpster rentals as low as $300
*Based on availability
Loved by Homeowners & Contractors
“An easy experience with a very quick response to drop off right where I asked and the price wasn't bad for being able to use the dumbster for ten days.”
“Excellent service and experience! The online order and payment process was easy and went smoothly. Everyone seemed professional, respectful, and flexible in order to meet our needs. Fast drop-off and…”
“They are one of the best dumpster companies in the business! I would recommend to anyone”
“Great service. Don answered all of our questions and was very friendly. They were there when they said they would be. Very happy to have found them. Would recommend to anyone who needs a dumpster.”
“I had a very good experience with this company very good communication I knew exactly when everything was being dropped off and picked up so I would highly recommend dealing with Bo and his crew”
“Awesome! Great job!”
“Very good communication and reliable”
“Very experienced and helpful! And what a great deal! Highly recommend and will continue to use their services.”
“If you need a dumpster rental, they are a must hire. They are easy to get a hold of and to work with along with quick and efficient. They all also really flexible Which is rare in this line of work…”
“Excellent service. There always on time and professional. Ive used this company three times with no issues only outstanding service. Would recommend to anyone needing a dumpster and they also have…”
“Dumpster Drop is a great choice for your dumpster requirements. They brought the right dumpster out when promised, and picked it up when they said. They also made it very simple and easy to extend my…”
“This has by far been one of the best customer services that i have ever received! Not only was Don and Bo very accommodating with availability and response time but their service was absolutely…”
“Excellent customer service! Highly communicative, flexible options for length of rental, size of bin, etc. at the BEST PRICE in town. Would DEFINITELY use again!”
“These guys are awesome, always on time , very accommodating to the needs needs that you have when it comes to removing trash from your property”
“The dumpster was delivered the same day it was ordered, with excellent communication throughout the process. Highly recommended—I would definitely use this service again.”
“If you’re reading this, don’t consider any other Dumpster Company! They are super flexible and dropped off my dumpster exactly when they promised. They picked up on my specified date and were so…”
“Great service! They are pros. 10 out of 10!!”
“I reached out at the last minute for a dumpster for a move and Dumpster Drop Dumpster not only made it easy, the customer service was top tier!! I would recommend them over and over.”
“I needed a dumpster on short notice, and Don was very quick to reply and get me taken care of with quality service. Highly recommend. Will be using them again!”
“Very good service. Always on time Fast reply Definitely we’ll call again for another project at home”
“I’ve called several different companies for quotes. Don has gone above and beyond to understand my need and upon doing so, beating any quote per day that I’ve been offered. They were flexible in…”
“Great experience. Good price, excellent customer service. Flexible when we needed to change pick up date. I will definetely use them again. Highly recommended!!”
“Great 👍 👌”
“Called and they delivered the dumpster same day. Bo was great at dropping the dumpster. Very tentative and answered all my questions. Highly recommend”
“On time and great customer service from the office, plus excellent work from the driver. This is the only company I will use while in Kissimmee.”
“Bo and the rest of the team at Dumpster Drop have been amazing to work with. When our 1st rental turned into 2, they swapped us out for a new one. Then they swapped us out again when the project…”
“Fast, efficiency and very helpful. Recommend. I have use their seẻvice 3 times and no problem”
“Excellent company to do businness with. A true star.”
“I was searching for a dumpster in a hurry because we needed to clear out our garage by the next day. I called this company and Beau along with his team was able to drop off the dumpster that…”
“Great experience. No problems, easy policy for extensions as well. They drop in Deltona”
“An easy experience with a very quick response to drop off right where I asked and the price wasn't bad for being able to use the dumbster for ten days.”
“Excellent service and experience! The online order and payment process was easy and went smoothly. Everyone seemed professional, respectful, and flexible in order to meet our needs. Fast drop-off and…”
“They are one of the best dumpster companies in the business! I would recommend to anyone”
“Great service. Don answered all of our questions and was very friendly. They were there when they said they would be. Very happy to have found them. Would recommend to anyone who needs a dumpster.”
“I had a very good experience with this company very good communication I knew exactly when everything was being dropped off and picked up so I would highly recommend dealing with Bo and his crew”
“Awesome! Great job!”
“Very good communication and reliable”
“Very experienced and helpful! And what a great deal! Highly recommend and will continue to use their services.”
“If you need a dumpster rental, they are a must hire. They are easy to get a hold of and to work with along with quick and efficient. They all also really flexible Which is rare in this line of work…”
“Excellent service. There always on time and professional. Ive used this company three times with no issues only outstanding service. Would recommend to anyone needing a dumpster and they also have…”
“Dumpster Drop is a great choice for your dumpster requirements. They brought the right dumpster out when promised, and picked it up when they said. They also made it very simple and easy to extend my…”
“This has by far been one of the best customer services that i have ever received! Not only was Don and Bo very accommodating with availability and response time but their service was absolutely…”
“Excellent customer service! Highly communicative, flexible options for length of rental, size of bin, etc. at the BEST PRICE in town. Would DEFINITELY use again!”
“These guys are awesome, always on time , very accommodating to the needs needs that you have when it comes to removing trash from your property”
“The dumpster was delivered the same day it was ordered, with excellent communication throughout the process. Highly recommended—I would definitely use this service again.”
“If you’re reading this, don’t consider any other Dumpster Company! They are super flexible and dropped off my dumpster exactly when they promised. They picked up on my specified date and were so…”
“Great service! They are pros. 10 out of 10!!”
“I reached out at the last minute for a dumpster for a move and Dumpster Drop Dumpster not only made it easy, the customer service was top tier!! I would recommend them over and over.”
“I needed a dumpster on short notice, and Don was very quick to reply and get me taken care of with quality service. Highly recommend. Will be using them again!”
“Very good service. Always on time Fast reply Definitely we’ll call again for another project at home”
“I’ve called several different companies for quotes. Don has gone above and beyond to understand my need and upon doing so, beating any quote per day that I’ve been offered. They were flexible in…”
“Great experience. Good price, excellent customer service. Flexible when we needed to change pick up date. I will definetely use them again. Highly recommended!!”
“Great 👍 👌”
“Called and they delivered the dumpster same day. Bo was great at dropping the dumpster. Very tentative and answered all my questions. Highly recommend”
“On time and great customer service from the office, plus excellent work from the driver. This is the only company I will use while in Kissimmee.”
“Bo and the rest of the team at Dumpster Drop have been amazing to work with. When our 1st rental turned into 2, they swapped us out for a new one. Then they swapped us out again when the project…”
“Fast, efficiency and very helpful. Recommend. I have use their seẻvice 3 times and no problem”
“Excellent company to do businness with. A true star.”
“I was searching for a dumpster in a hurry because we needed to clear out our garage by the next day. I called this company and Beau along with his team was able to drop off the dumpster that…”
“Great experience. No problems, easy policy for extensions as well. They drop in Deltona”
Book Your Dumpster
3 steps — takes less than 2 minutes
Dumpster Sizes Available in Windhover
From small cleanouts to major construction — we have the right size.




Final pricing based on project type. Enter your address for exact pricing →
Projects We Handle in Windhover
The right dumpster for every project — we'll help you pick the perfect size.
Home Cleanouts
Moving, estate cleanouts, garage & storage decluttering. A 20 yard fits most whole-home cleanouts — typical load weighs 2-3 tons.
20 yd recommendedRoofing Projects
Asphalt shingle tear-offs — a 20 yard holds ~50 squares (~300 lbs each). Roofing tile loads can be recycled if not contaminated with other materials.
20 yd recommendedRenovation & Remodeling
Kitchen, bath, and whole-house renovations. Tile and mortar are heavy — a 10-15 yard typically handles 1-2 bathroom tear-outs.
10-20 yd depending on scopeConcrete & Heavy Debris
Driveways, sidewalks, patios, foundations. Clean concrete (rebar ok) is recyclable at a lower rate. No wood, PVC, or plant debris mixed in.
10-20 yd • recyclable pricing availableYard & Landscaping
Tree trimming, brush, sod removal, landscape overhauls. Weight varies significantly — wet loads weigh much more than dry.
10-15 yd recommendedStorm Cleanup
Post-hurricane and storm debris removal. Fallen trees, damaged fencing, roofing materials. Weight depends heavily on moisture content.
20-30 yd recommendedNew Construction
New builds, additions, commercial buildouts. Our construction program includes scheduled swap-outs every 2 weeks with 8 extra days free.
30 yd • swap program availableAbout Windhover, Florida
We deliver to all neighborhoods and ZIP codes in Windhover
Common Projects in Windhover
- Kitchen & bathroom remodels
- Roof tear-offs & replacement
- Garage & estate cleanouts
- Storm debris cleanup
- Landscaping & yard waste
- New construction & additions
What Can Go in a Dumpster?
- ✓ Furniture, appliances, junk
- ✓ Construction debris (drywall, lumber, tile)
- ✓ Roofing shingles
- ✓ Yard waste, branches, sod
- ✗ No hazardous materials, paint, tires
- ✗ No batteries, chemicals, electronics
Why Windhover Chooses Dumpster Drop
Local service, transparent pricing, reliable delivery.
Same-Day Delivery
Order by noon for same-day delivery across Windhover and Orange County.
Flexible Rental Periods
Standard 10-day rentals with easy extensions.
Transparent Pricing
Flat-rate pricing. No hidden fees.
Locally Operated
We live and work in Central Florida. Our drivers know Windhover's neighborhoods and best placement spots.
Frequently Asked Questions
Everything you need to know about renting a dumpster in Windhover.
Helpful Guides
Everything you need to know before renting a dumpster.
What Size Dumpster Do I Need?
Compare 10, 15, 20, and 30 yard dumpsters by project type.
What Can Go in a Dumpster?
Accepted materials, prohibited items, and disposal tips.
Permits & HOA Rules
Do you need a permit? City and HOA requirements explained.
How Much Does It Cost?
Pricing breakdown by size, weight, and project type.
How Long Can I Keep It?
Rental periods, extensions, and our construction program.
Compare Orlando Companies
How DumpsterDrop compares to other dumpster rental providers.
Areas We Serve in Windhover
Dumpster delivery across every neighborhood and ZIP code.
Nearby Cities
Dumpsters from $300
Enter your address to see sizes, pricing, and same-day availability in Windhover.
Get Your Instant Quote →★★★★★ 5.0 from 115 reviews • 10 days included • No hidden fees