Dumpster Rental in Old Town Kissimmee
Fast, affordable dumpster rental in Old Town Kissimmee & Orange County. Book online in minutes — delivery as soon as today.
Dumpster rentals as low as $300
*Based on availability
Loved by Homeowners & Contractors
“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…”
“I was truly impressed with Dumpster Drop! They were very easy to work with. They were prompt and very professional. I would highly recommend them”
“Professional service drop off on time pick up on time, But more than that they are great people very nice and respectful , I highly recommend”
“Best services in town, driver was great, put Dumpster right where I needed. On time, polite, and professional. They let me keep Dumpster for extra time and even gave me a break on the price. No…”
“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…”
“The folks at Dumpster Drop went above and beyond with their service. I would not hesitate to recommend (and employ again) Dumpster Drop to anyone needing their services.”
“Awesome company! Very responsive. On time. Do what they say they’re going to do. Only dumpster company I will ever work with from now on!”
“Great experience with this company! They respond quickly and through text so I didn’t have to call if I had a question, responded very quickly, and were accommodating to my request! Will definitely…”
“This company made my life so much easier! Timely delivery, very reasonable pricing, clear communication — everything was literally perfect. Cannot more highly recommend!”
“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…”
“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.”
“Great experience and will definitely use them again”
“Dumpster Drop Dumpster Rental is always great to work with. Booking was super easy, and when I called in the morning they were able to deliver the same day. They dropped the dumpster exactly where I…”
“Amazing and convenient service. So easy to book”
“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”
“I've always heard that you can't get all of these. Low price, great quality, excellent service. They got all three and are great people. We used to search for the low cost dumpster but we have used…”
“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…”
“Dumpster drop was amazing, they drop the can when they said they would. They even worked us in the schedule. The driver took extra care to place wood runners on our pavers so nothing got damaged…”
“Service and price were great. Would highly recommend!!!!!!”
“Super friendly and accommodating to my shifting plans. Initial dropoff occurred as scheduled with no surprises. They accommodated my request to extend the rental by 4 days. I highly recommend their…”
“Just a great company to do business with. The prices are very reasonable and you get 10 days to fill dumpster, not one or two. The owner Don is great to work with. He delivered and picked up on…”
“Very good service. Always on time Fast reply Definitely we’ll call again for another project at home”
“My Rep Bow was great. He called me back right away. He was knowledgeable about the dumpster and sizes. He communicated on weekends so we were able to confirm delivery. He even messaged me a day…”
“Very easy and very responsive company at Dumpster Rental. Very pleased with the service”
“Great service, affordable pricing, they make the process effortless.”
“Clean dumpster quick delivery and pick up!”
“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.”
“I had an amazing experience dumpster drop they were so sweet.Helped me with figuring out pricing and were extremely helpful would recommend to anyone moving forward.”
“Great service! They are pros. 10 out of 10!!”
“Awesome company to work with, ready to deliver as soon as we call them and 5 star customer service👍🏼”
“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…”
“I was truly impressed with Dumpster Drop! They were very easy to work with. They were prompt and very professional. I would highly recommend them”
“Professional service drop off on time pick up on time, But more than that they are great people very nice and respectful , I highly recommend”
“Best services in town, driver was great, put Dumpster right where I needed. On time, polite, and professional. They let me keep Dumpster for extra time and even gave me a break on the price. No…”
“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…”
“The folks at Dumpster Drop went above and beyond with their service. I would not hesitate to recommend (and employ again) Dumpster Drop to anyone needing their services.”
“Awesome company! Very responsive. On time. Do what they say they’re going to do. Only dumpster company I will ever work with from now on!”
“Great experience with this company! They respond quickly and through text so I didn’t have to call if I had a question, responded very quickly, and were accommodating to my request! Will definitely…”
“This company made my life so much easier! Timely delivery, very reasonable pricing, clear communication — everything was literally perfect. Cannot more highly recommend!”
“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…”
“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.”
“Great experience and will definitely use them again”
“Dumpster Drop Dumpster Rental is always great to work with. Booking was super easy, and when I called in the morning they were able to deliver the same day. They dropped the dumpster exactly where I…”
“Amazing and convenient service. So easy to book”
“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”
“I've always heard that you can't get all of these. Low price, great quality, excellent service. They got all three and are great people. We used to search for the low cost dumpster but we have used…”
“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…”
“Dumpster drop was amazing, they drop the can when they said they would. They even worked us in the schedule. The driver took extra care to place wood runners on our pavers so nothing got damaged…”
“Service and price were great. Would highly recommend!!!!!!”
“Super friendly and accommodating to my shifting plans. Initial dropoff occurred as scheduled with no surprises. They accommodated my request to extend the rental by 4 days. I highly recommend their…”
“Just a great company to do business with. The prices are very reasonable and you get 10 days to fill dumpster, not one or two. The owner Don is great to work with. He delivered and picked up on…”
“Very good service. Always on time Fast reply Definitely we’ll call again for another project at home”
“My Rep Bow was great. He called me back right away. He was knowledgeable about the dumpster and sizes. He communicated on weekends so we were able to confirm delivery. He even messaged me a day…”
“Very easy and very responsive company at Dumpster Rental. Very pleased with the service”
“Great service, affordable pricing, they make the process effortless.”
“Clean dumpster quick delivery and pick up!”
“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.”
“I had an amazing experience dumpster drop they were so sweet.Helped me with figuring out pricing and were extremely helpful would recommend to anyone moving forward.”
“Great service! They are pros. 10 out of 10!!”
“Awesome company to work with, ready to deliver as soon as we call them and 5 star customer service👍🏼”
Book Your Dumpster
3 steps — takes less than 2 minutes
Dumpster Sizes Available in Old Town Kissimmee
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 Old Town Kissimmee
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 Old Town Kissimmee, Florida
We deliver to all neighborhoods and ZIP codes in Old Town Kissimmee
Common Projects in Old Town Kissimmee
- 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 Old Town Kissimmee Chooses Dumpster Drop
Local service, transparent pricing, reliable delivery.
Same-Day Delivery
Order by noon for same-day delivery across Old Town Kissimmee 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 Old Town Kissimmee's neighborhoods and best placement spots.
Frequently Asked Questions
Everything you need to know about renting a dumpster in Old Town Kissimmee.
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 Old Town Kissimmee
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 Old Town Kissimmee.
Get Your Instant Quote →★★★★★ 5.0 from 115 reviews • 10 days included • No hidden fees