Dumpster Rental in Chickasaw, Orlando FL | Dumpster Drop
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Dumpster Rental in Chickasaw

Fast, affordable dumpster rental in Chickasaw & Orange 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
★★★★★

“Great experience and will definitely use them again”

Dean Alfonsi
Dean Alfonsi3 weeks ago • Google
★★★★★

“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…”

Rod Williams
Rod Williams1 month ago • Google
★★★★★

“Amazing service! Dumpster's were delivered and picked with great friendly service. Great communication from Don in the admin office to Lee the delivery guy! A true company that goes the extra mile…”

Sam Gottlieb
Sam Gottlieb2 years ago • Google
★★★★★

“They are one of the best dumpster companies in the business! I would recommend to anyone”

August Pleveich
August Pleveich2 years ago • Google
★★★★★

“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.”

Steve Eunice
Steve Eunice3 years ago • Google
★★★★★

“These guys are AMAZING. I would recommend them to everyone.”

Sandra Sullivan
Sandra Sullivan2 years ago • Google
★★★★★

“Very good communication and reliable”

Matthew Dix
Matthew Dix2 months 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
★★★★★

“THE BEST SERVICE IN TOWN! Such a great experience with Dumpster Drop. Excellent customer service, smooth drop-off and pick-up, and great communication. We are customers for life and will absolutely…”

Daniel Soos
Daniel Soos11 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
★★★★★

“Awesome company to work with, ready to deliver as soon as we call them and 5 star customer service👍🏼”

Operating Committee
Operating Committee2 months ago • Google
★★★★★

“Great price, communication and professionalism. Will use again”

Wesley Happel
Wesley Happel8 months 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
★★★★★

“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
★★★★★

“Great communication great company let us use dumpster extra days as needed highly recommend this company”

Justin Bateman
Justin Bateman1 week ago • Google
★★★★★

“We contacted Dumpster Drop during our new home renovation. Bo and Don were very responsive to our needs. Ended up using them for 3 rentals. Reasonable prices with great customer service. Highly…”

Mark Grau
Mark Grau2 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 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
★★★★★

“This company made my life so much easier! Timely delivery, very reasonable pricing, clear communication — everything was literally perfect. Cannot more highly recommend!”

Cori Kish
Cori Kish3 weeks ago • Google
★★★★★

“Awesome! Great job!”

Franky
Franky11 months ago • Google
★★★★★

“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”

Nicholas Terrell
Nicholas Terrell2 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
★★★★★

“Great service! They are pros. 10 out of 10!!”

Pdot Bellows
Pdot Bellows2 weeks ago • Google
★★★★★

“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!”

Jose Fonseca Jr
Jose Fonseca Jr2 years ago • Google
★★★★★

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

Odalys Verdejo
Odalys Verdejo2 months 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
★★★★★

“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…”

Paul Kozma
Paul Kozma2 years 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
★★★★★

“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…”

Yesselyn Aviles
Yesselyn Aviles8 months ago • Google
★★★★★

“Very good service. Always on time Fast reply Definitely we’ll call again for another project at home”

javier shiohama
javier shiohama3 years ago • Google
★★★★★

“Great experience and will definitely use them again”

Dean Alfonsi
Dean Alfonsi3 weeks ago • Google
★★★★★

“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…”

Rod Williams
Rod Williams1 month ago • Google
★★★★★

“Amazing service! Dumpster's were delivered and picked with great friendly service. Great communication from Don in the admin office to Lee the delivery guy! A true company that goes the extra mile…”

Sam Gottlieb
Sam Gottlieb2 years ago • Google
★★★★★

“They are one of the best dumpster companies in the business! I would recommend to anyone”

August Pleveich
August Pleveich2 years ago • Google
★★★★★

“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.”

Steve Eunice
Steve Eunice3 years ago • Google
★★★★★

“These guys are AMAZING. I would recommend them to everyone.”

Sandra Sullivan
Sandra Sullivan2 years ago • Google
★★★★★

“Very good communication and reliable”

Matthew Dix
Matthew Dix2 months 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
★★★★★

“THE BEST SERVICE IN TOWN! Such a great experience with Dumpster Drop. Excellent customer service, smooth drop-off and pick-up, and great communication. We are customers for life and will absolutely…”

Daniel Soos
Daniel Soos11 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
★★★★★

“Awesome company to work with, ready to deliver as soon as we call them and 5 star customer service👍🏼”

Operating Committee
Operating Committee2 months ago • Google
★★★★★

“Great price, communication and professionalism. Will use again”

Wesley Happel
Wesley Happel8 months 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
★★★★★

“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
★★★★★

“Great communication great company let us use dumpster extra days as needed highly recommend this company”

Justin Bateman
Justin Bateman1 week ago • Google
★★★★★

“We contacted Dumpster Drop during our new home renovation. Bo and Don were very responsive to our needs. Ended up using them for 3 rentals. Reasonable prices with great customer service. Highly…”

Mark Grau
Mark Grau2 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 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
★★★★★

“This company made my life so much easier! Timely delivery, very reasonable pricing, clear communication — everything was literally perfect. Cannot more highly recommend!”

Cori Kish
Cori Kish3 weeks ago • Google
★★★★★

“Awesome! Great job!”

Franky
Franky11 months ago • Google
★★★★★

“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”

Nicholas Terrell
Nicholas Terrell2 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
★★★★★

“Great service! They are pros. 10 out of 10!!”

Pdot Bellows
Pdot Bellows2 weeks ago • Google
★★★★★

“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!”

Jose Fonseca Jr
Jose Fonseca Jr2 years ago • Google
★★★★★

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

Odalys Verdejo
Odalys Verdejo2 months 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
★★★★★

“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…”

Paul Kozma
Paul Kozma2 years 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
★★★★★

“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…”

Yesselyn Aviles
Yesselyn Aviles8 months ago • Google
★★★★★

“Very good service. Always on time Fast reply Definitely we’ll call again for another project at home”

javier shiohama
javier shiohama3 years ago • Google

Read all 115 reviews on Google →

Book Your Dumpster

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Where do you need the dumpster?

Enter the delivery address for your dumpster rental

Dumpster Sizes Available in Chickasaw

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

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

Dumpster Drop service area - Chickasaw

We deliver to all neighborhoods and ZIP codes in Chickasaw

Common Projects in Chickasaw

  • 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 Chickasaw Chooses Dumpster Drop

Local service, transparent pricing, reliable delivery.

Same-Day Delivery

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

Frequently Asked Questions

Everything you need to know about renting a dumpster in Chickasaw.

Dumpsters from $300

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

Get Your Instant Quote →

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