Dumpster Rental in Osceola County, FL | Dumpster Drop
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Dumpster Rental in Osceola County

Fast, affordable dumpster rental in Osceola County & Osceola County. Book online in minutes — delivery as soon as today.

★★★★★5.0from 115 Google reviews

Dumpster rentals as low as $300

Same-day delivery*10 days includedNo hidden fees

*Based on availability

Loved by Homeowners & Contractors

★★★★★5.0from 115 Google reviews
★★★★★

“First time renting a dumpster, and I will say there are a lot of options out there. I went with Dumpster Drop due to their pricing, size of dumpster and the amount of days. The dumpster was delivered…”

jay rot
jay rot1 year ago • Google
★★★★★

“These guys are great. I was in a time crunch and Dumpster Drop was able to schedule a drop off first thing next day. My contractor filled the 15 yard dumpster on first day. Dumpster Drop arranged for…”

Jen Patel
Jen Patel1 year ago • Google
★★★★★

“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…”

Avery Nuckols
Avery Nuckols6 months ago • Google
★★★★★

“Very good communication and reliable”

Matthew Dix
Matthew Dix2 months ago • Google
★★★★★

“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!”

Mandy Stewart
Mandy Stewart2 years ago • Google
★★★★★

“I had an excellent experience from start to finish. The dumpster was delivered exactly as scheduled and placed perfectly in my driveway without any issues. The unit was clean, well-maintained, and in…”

Yinet Monge
Yinet Monge2 days ago • Google
★★★★★

“Very professional, timely, and easy to work with. Not even a scratch on the concrete driveway. Everyone we worked with was very kind and respectful as well.”

Trevor H
Trevor H2 years ago • Google
★★★★★

“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…”

Raquel McCalla
Raquel McCalla2 years ago • Google
★★★★★

“⭐⭐⭐⭐⭐ We had an excellent experience with Dumpster Drop Dumpster Rental. Bo was incredibly professional from start to finish. His attention to detail, promptness, and communication throughout the…”

Bailey's PP Wash
Bailey's PP Wash4 weeks ago • Google
★★★★★

“Prompt ,professional, great deal for the money..communication 2nd to none..a go to everytime..”

Jenna White
Jenna White2 years ago • Google
★★★★★

“Great service, affordable pricing, they make the process effortless.”

Odalys Verdejo
Odalys Verdejo2 months ago • Google
★★★★★

“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.”

M. Cherry
M. Cherry2 months ago • Google
★★★★★

“Bo and the team at Dumpster Drop are great. Their price is fair, and their service is excellent. Will use them again when needed, and highly recommend their services.”

Marco Barusco
Marco Barusco1 year ago • Google
★★★★★

“Easy drop off to our house and pick up! Nice guys. Huge dumpster!”

Adrienne Davis
Adrienne Davis1 month ago • Google
★★★★★

“Excellent company to do businness with. A true star.”

Edgardo Nieves
Edgardo Nieves1 month ago • Google
★★★★★

“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.”

Dwight Weber
Dwight Weber1 month ago • Google
★★★★★

“What a great team! Dumpster Drop really knows how to treat their customers. Pricing is a great deal and the drop off and pick up could not be more smooth. Thank you Dumpster Drop!”

Handy Dandy Mom
Handy Dandy Mom2 months ago • Google
★★★★★

“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…”

Carlos Fonseca
Carlos Fonseca2 months ago • Google
★★★★★

“I was desperate and needed a dumpster for what ended up being a major reno ASAP. I called Don on Saturday and he had the dumpster on site Sunday morning! Most places were closed. There will only…”

Justen Moore
Justen Moore2 years ago • Google
★★★★★

“Very professional to work with. Dumpsters were extremely clean as well. Will use this company again.”

Bryan Landa
Bryan Landa2 years ago • Google
★★★★★

“Very experienced and helpful! And what a great deal! Highly recommend and will continue to use their services.”

Joseph Crownover
Joseph Crownover4 weeks ago • Google
★★★★★

“I had a great experience with Dumpster Drop Dumpster Rentals from start to finish. They were punctual with both delivery and pickup, which made planning my project so much easier. The dumpster itself…”

keisha allen
keisha allen1 month ago • Google
★★★★★

“Great job! Dumpster was delivered on time and picked up without any issues. Communication was great. They informed us when the dumpster was delivered and even sent a picture to make sure it was…”

Salome Almario
Salome Almario1 month ago • Google
★★★★★

“Amazing company, great communication, great fast service. They will definitely be my go to company for whenever I need a dumpster moving forward.”

John Holloway
John Holloway2 years ago • Google
★★★★★

“Excellent service and communications! Definitely would do business with them again!”

Mike Q
Mike Q1 month ago • Google
★★★★★

“Very easy to make a reservation and quick to drop it off. Excellent communication, they're great with answering any questions or concerns you have would definitely use them again if I need it!”

Axel Roman
Axel Roman1 year ago • Google
★★★★★

“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…”

Carla Rodden
Carla Rodden7 months ago • Google
★★★★★

“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…”

Edward Wolfrey
Edward Wolfrey2 months ago • Google
★★★★★

“"I recently used Dumpster Drop for my roll-off dumpster rental needs while redoing my yard and I was extremely impressed with their level of service. The delivery was prompt and efficient, and the…”

Joshua McBride
Joshua McBride3 years ago • Google
★★★★★

“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…”

Laura Robbins-Ryan
Laura Robbins-Ryan2 years ago • Google
★★★★★

“First time renting a dumpster, and I will say there are a lot of options out there. I went with Dumpster Drop due to their pricing, size of dumpster and the amount of days. The dumpster was delivered…”

jay rot
jay rot1 year ago • Google
★★★★★

“These guys are great. I was in a time crunch and Dumpster Drop was able to schedule a drop off first thing next day. My contractor filled the 15 yard dumpster on first day. Dumpster Drop arranged for…”

Jen Patel
Jen Patel1 year ago • Google
★★★★★

“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…”

Avery Nuckols
Avery Nuckols6 months ago • Google
★★★★★

“Very good communication and reliable”

Matthew Dix
Matthew Dix2 months ago • Google
★★★★★

“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!”

Mandy Stewart
Mandy Stewart2 years ago • Google
★★★★★

“I had an excellent experience from start to finish. The dumpster was delivered exactly as scheduled and placed perfectly in my driveway without any issues. The unit was clean, well-maintained, and in…”

Yinet Monge
Yinet Monge2 days ago • Google
★★★★★

“Very professional, timely, and easy to work with. Not even a scratch on the concrete driveway. Everyone we worked with was very kind and respectful as well.”

Trevor H
Trevor H2 years ago • Google
★★★★★

“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…”

Raquel McCalla
Raquel McCalla2 years ago • Google
★★★★★

“⭐⭐⭐⭐⭐ We had an excellent experience with Dumpster Drop Dumpster Rental. Bo was incredibly professional from start to finish. His attention to detail, promptness, and communication throughout the…”

Bailey's PP Wash
Bailey's PP Wash4 weeks ago • Google
★★★★★

“Prompt ,professional, great deal for the money..communication 2nd to none..a go to everytime..”

Jenna White
Jenna White2 years ago • Google
★★★★★

“Great service, affordable pricing, they make the process effortless.”

Odalys Verdejo
Odalys Verdejo2 months ago • Google
★★★★★

“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.”

M. Cherry
M. Cherry2 months ago • Google
★★★★★

“Bo and the team at Dumpster Drop are great. Their price is fair, and their service is excellent. Will use them again when needed, and highly recommend their services.”

Marco Barusco
Marco Barusco1 year ago • Google
★★★★★

“Easy drop off to our house and pick up! Nice guys. Huge dumpster!”

Adrienne Davis
Adrienne Davis1 month ago • Google
★★★★★

“Excellent company to do businness with. A true star.”

Edgardo Nieves
Edgardo Nieves1 month ago • Google
★★★★★

“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.”

Dwight Weber
Dwight Weber1 month ago • Google
★★★★★

“What a great team! Dumpster Drop really knows how to treat their customers. Pricing is a great deal and the drop off and pick up could not be more smooth. Thank you Dumpster Drop!”

Handy Dandy Mom
Handy Dandy Mom2 months ago • Google
★★★★★

“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…”

Carlos Fonseca
Carlos Fonseca2 months ago • Google
★★★★★

“I was desperate and needed a dumpster for what ended up being a major reno ASAP. I called Don on Saturday and he had the dumpster on site Sunday morning! Most places were closed. There will only…”

Justen Moore
Justen Moore2 years ago • Google
★★★★★

“Very professional to work with. Dumpsters were extremely clean as well. Will use this company again.”

Bryan Landa
Bryan Landa2 years ago • Google
★★★★★

“Very experienced and helpful! And what a great deal! Highly recommend and will continue to use their services.”

Joseph Crownover
Joseph Crownover4 weeks ago • Google
★★★★★

“I had a great experience with Dumpster Drop Dumpster Rentals from start to finish. They were punctual with both delivery and pickup, which made planning my project so much easier. The dumpster itself…”

keisha allen
keisha allen1 month ago • Google
★★★★★

“Great job! Dumpster was delivered on time and picked up without any issues. Communication was great. They informed us when the dumpster was delivered and even sent a picture to make sure it was…”

Salome Almario
Salome Almario1 month ago • Google
★★★★★

“Amazing company, great communication, great fast service. They will definitely be my go to company for whenever I need a dumpster moving forward.”

John Holloway
John Holloway2 years ago • Google
★★★★★

“Excellent service and communications! Definitely would do business with them again!”

Mike Q
Mike Q1 month ago • Google
★★★★★

“Very easy to make a reservation and quick to drop it off. Excellent communication, they're great with answering any questions or concerns you have would definitely use them again if I need it!”

Axel Roman
Axel Roman1 year ago • Google
★★★★★

“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…”

Carla Rodden
Carla Rodden7 months ago • Google
★★★★★

“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…”

Edward Wolfrey
Edward Wolfrey2 months ago • Google
★★★★★

“"I recently used Dumpster Drop for my roll-off dumpster rental needs while redoing my yard and I was extremely impressed with their level of service. The delivery was prompt and efficient, and the…”

Joshua McBride
Joshua McBride3 years ago • Google
★★★★★

“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…”

Laura Robbins-Ryan
Laura Robbins-Ryan2 years ago • Google

Read all 115 reviews on Google →

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Where do you need the dumpster?

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Dumpster Sizes Available in Osceola County

From small cleanouts to major construction — we have the right size.

10 yard dumpster in Osceola County
10
YARD
From $300
Small Cleanouts
Garage cleanouts, bathroom remodels, yard debris.
10 days included
15 yard dumpster in Osceola County
15
YARD
From $325
Mid-Size Projects
Kitchen remodels, flooring removal, deck demolition.
10 days included
20 yard dumpster in Osceola County
20
YARD
From $350
Most Popular
Home Cleanouts & Renovations
Full renovations, roof tear-offs, estate cleanouts.
10 days included
30 yard dumpster in Osceola County
30
YARD
From $525
Large Construction
New construction, large remodels, commercial cleanouts.
10 days included

Final pricing based on project type. Enter your address for exact pricing →

About Osceola County, Florida

Osceola County is a county located in the central portion of the U.S. state of Florida. As of the 2020 census, the population was 388,656. Its county seat is Kissimmee. Osceola County is included in the Orlando–Kissimmee–Sanford, Fla. Metropolitan Statistical Area.

Common Projects in Osceola County

  • 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 Osceola County Chooses Dumpster Drop

Local service, transparent pricing, reliable delivery.

Same-Day Delivery

Order by noon for same-day delivery across Osceola County and Osceola 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 Osceola County's neighborhoods and best placement spots.

Frequently Asked Questions

Everything you need to know about renting a dumpster in Osceola County.

Osceola County permits depend on placement location rather than universal requirements. Dumpsters positioned on your private property typically don't require permits, while street or public right-of-way placement usually does. Contact Osceola County's Development Services Department for specific permit requirements, as regulations vary between incorporated cities like Kissimmee and unincorporated county areas. We provide guidance on proper placement to avoid permit complications.

Osceola County's mix of urban areas, rural agricultural land, and developing subdivisions creates varying delivery conditions. Tourist traffic along Highway 192 can impact delivery times during peak seasons, while rural properties near the county's southern border may require longer delivery windows. We factor these local conditions into our scheduling and provide accurate delivery timeframes based on your specific location within the county.

Osceola County pricing reflects local disposal fees, varying delivery distances across the county's 1,506 square miles, and seasonal demand fluctuations tied to tourism and hurricane seasons. Properties in remote areas like the southern agricultural regions may incur additional delivery charges, while central locations near Kissimmee typically fall within standard pricing zones. We provide transparent pricing that accounts for your specific location and project requirements.

Osceola County's diverse housing stock influences optimal dumpster sizing recommendations. Ranch-style homes common in established neighborhoods typically need 15-20 yard dumpsters for renovations, while larger homes in newer developments may require 20-30 yard containers. Hurricane cleanup often demands 30-40 yard dumpsters to handle storm debris volumes. We assess your specific project scope and property type to recommend the most cost-effective size for your Osceola County location.

Dumpsters from $300

Enter your address to see sizes, pricing, and same-day availability in Osceola County.

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★★★★★ 5.0 from 115 reviews • 10 days included • No hidden fees