Dumpster Rental in Hannibal Square, Winter Park FL | Dumpster Drop
Homeβ€ΊOrange Countyβ€ΊWinter Parkβ€ΊHannibal Square

Dumpster Rental in Hannibal Square

Fast, affordable dumpster rental in Hannibal Square & Orange County. Book online in minutes β€” delivery as soon as today.

β˜…β˜…β˜…β˜…β˜…5.0from 165 Google reviews

Dumpster rentals as low as $300

Same-day delivery*10 days includedNo hidden fees

*Based on availability

86Β°F Sunny weather β€” ideal for roofing, landscaping, and construction cleanout. Updated 11:15 PM ET

Loved by Homeowners & Contractors

β˜…β˜…β˜…β˜…β˜…5.0from 165 Google reviews
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“Wish I could give 10 stars Will never use a different company fantastic service and business”

Nick Hodge
Nick Hodge4 months ago β€’ Google
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“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…”

Bettina Rudd
Bettina Rudd5 months ago β€’ Google
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“I used Dumpster Drop for my last dumpster service and I was very pleased with them. I called around to a couple different places and they offered the absolute best deal for how many days they let you…”

Monica
Monica6 months ago β€’ Google
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“These guys are AMAZING. I would recommend them to everyone.”

Sandra Sullivan
Sandra Sullivan2 years ago β€’ Google
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“Fast delivery, easy to work with, simple process. Will be my go to dumpster company in Florida.”

Peter Bendo
Peter Bendo2 months ago β€’ Google
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“These guys were on there A game. Needed dumpsters quick and they made it happen everyrime!”

Travis Hill
Travis Hill3 months ago β€’ Google
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“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 McCalla3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 Gottlieb3 years ago β€’ Google
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“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.”

Jason Isenberg
Jason Isenberg5 months ago β€’ Google
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“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…”

info info
info info3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“We had an amazing experience. I called for a dumpster and I was able to get it the same day! They were super helpful and pickup was easy as well. I would for sure recommend them and use them again in…”

Molly Kruger
Molly Kruger3 months ago β€’ Google
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“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 Nuckols10 months ago β€’ Google
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“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.”

kimberly ovalles
kimberly ovalles8 months ago β€’ Google
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“I had called Bo for a dumpster the evening before I needed it and they showed up right on time the morning after. They also stayed there for the little bit of time it took to load dumpster and came…”

Dakota Mclemore
Dakota Mclemore1 month ago β€’ Google
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“If I could rate them any higher I would! Absolutely one of the best companies i have ever worked with! Quick, efficient, and effortless on my end! They are very responsive and easy to work with! The…”

Jenna Perry
Jenna Perry3 months ago β€’ Google
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“⭐⭐⭐⭐⭐ 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 Wash5 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Excellent Customer service, fast response. Flawless delivery. I will definitely will contact Dumpster Drop LLC for my future projects.”

Carla Hoyos
Carla Hoyos1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Great communication. Competitive pricing. Drivers delivered dumpster with care. They made sure not to tear up my grass. Thanks!”

Jorge Perez
Jorge Perez2 months ago β€’ Google
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“Hands down the best dumpster drop off/delivery company in central Florida. Both the office employees staff and delivery driver for the dumpster were kind, courteous and extremely helpful. If you live…”

hilson87
hilson871 year ago β€’ Google
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“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”

Moe Lakeside apartments
Moe Lakeside apartments2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I was a bit discouraged after shopping around for a Dumpster for a few days. There is a very strong correlation between cost and quality of service. Thankfully I eventually found Dumpster Drop! I got…”

Armando Ferreiras
Armando Ferreiras2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Dumpster Drop is my go to company for trash removal. Prompt reasonably priced Best customer service.”

Putnam Design Build LLC Fandetti
Putnam Design Build LLC Fandetti4 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Our business used Dumpster Drop in October for a charity job replacing pavers at a church. Don was super helpful - he worked around our schedule and there were no hidden fees or surprises. Everything…”

Bryan Rudd
Bryan Rudd2 years ago β€’ Google
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“These guys are always on time and have great communication!! As someone who uses dumpster rental companies weekly for roofing projects. I could not recommend Dumpster Drop enough.”

Tyler Denny
Tyler Denny1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I rented a 20 yard dumpster from Dumpster Drop to clean out and fix a bunch of stuff around the house and it honestly made the whole project way easier than I expected. One thing that really stood…”

AAron Marable
AAron Marable3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Great professionalism! I called in the morning and scheduled a dumpster for 3 days and it was dropped off the same day, had to reschedule a different day for pick up and Bo was very helpful…”

Duglas Lunabatres
Duglas Lunabatres1 month ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 Monge4 months ago β€’ Google
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“Dumpster Drop was great! Will be using their services again-they arrived on time, placed the dumpster exactly where I needed it and picked it up on time. Great business😊”

Luanne Thomas
Luanne Thomas1 week ago β€’ Google
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“Awesome! Great job!”

Franky
Franky1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Wish I could give 10 stars Will never use a different company fantastic service and business”

Nick Hodge
Nick Hodge4 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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…”

Bettina Rudd
Bettina Rudd5 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I used Dumpster Drop for my last dumpster service and I was very pleased with them. I called around to a couple different places and they offered the absolute best deal for how many days they let you…”

Monica
Monica6 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

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

Sandra Sullivan
Sandra Sullivan2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Fast delivery, easy to work with, simple process. Will be my go to dumpster company in Florida.”

Peter Bendo
Peter Bendo2 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“These guys were on there A game. Needed dumpsters quick and they made it happen everyrime!”

Travis Hill
Travis Hill3 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 McCalla3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 Gottlieb3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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.”

Jason Isenberg
Jason Isenberg5 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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…”

info info
info info3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“We had an amazing experience. I called for a dumpster and I was able to get it the same day! They were super helpful and pickup was easy as well. I would for sure recommend them and use them again in…”

Molly Kruger
Molly Kruger3 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 Nuckols10 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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.”

kimberly ovalles
kimberly ovalles8 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I had called Bo for a dumpster the evening before I needed it and they showed up right on time the morning after. They also stayed there for the little bit of time it took to load dumpster and came…”

Dakota Mclemore
Dakota Mclemore1 month ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“If I could rate them any higher I would! Absolutely one of the best companies i have ever worked with! Quick, efficient, and effortless on my end! They are very responsive and easy to work with! The…”

Jenna Perry
Jenna Perry3 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“⭐⭐⭐⭐⭐ 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 Wash5 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Excellent Customer service, fast response. Flawless delivery. I will definitely will contact Dumpster Drop LLC for my future projects.”

Carla Hoyos
Carla Hoyos1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Great communication. Competitive pricing. Drivers delivered dumpster with care. They made sure not to tear up my grass. Thanks!”

Jorge Perez
Jorge Perez2 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Hands down the best dumpster drop off/delivery company in central Florida. Both the office employees staff and delivery driver for the dumpster were kind, courteous and extremely helpful. If you live…”

hilson87
hilson871 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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”

Moe Lakeside apartments
Moe Lakeside apartments2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I was a bit discouraged after shopping around for a Dumpster for a few days. There is a very strong correlation between cost and quality of service. Thankfully I eventually found Dumpster Drop! I got…”

Armando Ferreiras
Armando Ferreiras2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Dumpster Drop is my go to company for trash removal. Prompt reasonably priced Best customer service.”

Putnam Design Build LLC Fandetti
Putnam Design Build LLC Fandetti4 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Our business used Dumpster Drop in October for a charity job replacing pavers at a church. Don was super helpful - he worked around our schedule and there were no hidden fees or surprises. Everything…”

Bryan Rudd
Bryan Rudd2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“These guys are always on time and have great communication!! As someone who uses dumpster rental companies weekly for roofing projects. I could not recommend Dumpster Drop enough.”

Tyler Denny
Tyler Denny1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I rented a 20 yard dumpster from Dumpster Drop to clean out and fix a bunch of stuff around the house and it honestly made the whole project way easier than I expected. One thing that really stood…”

AAron Marable
AAron Marable3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Great professionalism! I called in the morning and scheduled a dumpster for 3 days and it was dropped off the same day, had to reschedule a different day for pick up and Bo was very helpful…”

Duglas Lunabatres
Duglas Lunabatres1 month ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“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 Monge4 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Dumpster Drop was great! Will be using their services again-they arrived on time, placed the dumpster exactly where I needed it and picked it up on time. Great business😊”

Luanne Thomas
Luanne Thomas1 week ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Awesome! Great job!”

Franky
Franky1 year ago β€’ Google

Read all 165 reviews on Google β†’

Book Your Dumpster

3 steps β€” takes less than 2 minutes

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Where do you need the dumpster?

Enter the delivery address for your dumpster rental

Dumpster Sizes Available in Hannibal Square

From small cleanouts to major construction β€” we have the right size.

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

About Hannibal Square, Florida

Dumpster Drop service area - Hannibal Square

We deliver to all neighborhoods and ZIP codes in Hannibal Square

Common Projects in Hannibal Square

  • 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?

  • βœ“ Furniture, appliances, junk
  • βœ“ Construction debris (drywall, lumber, tile)
  • βœ“ Roofing shingles
  • βœ“ Yard waste, branches, sod
  • βœ— No hazardous materials, paint, tires
  • βœ— No batteries, chemicals, electronics

Why Hannibal Square Chooses Dumpster Drop

Local service, transparent pricing, reliable delivery.

Same-Day Delivery

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

Roll-Off Dumpster Rentals for Hannibal Square's Historic Neighborhood

Hannibal Square stands as one of Winter Park's most historically significant neighborhoods, known for its deep cultural roots and ongoing revitalization. This residential area near Lake Rose and the Webster School has seen tremendous investment in recent years, with homeowners and businesses alike preserving historic structures while modernizing spaces for contemporary use. Whether you're restoring a century-old cottage, clearing out a property, or managing a commercial renovation along West New England Avenue, Dumpster Drop provides the roll-off dumpster rentals Hannibal Square residents and contractors rely on.

Dumpster Sizes for Every Hannibal Square Project

The restoration and renovation work common throughout Hannibal Square creates varied waste removal needs. Our 10-yard dumpsters work well for smaller cleanouts and modest interior updates. The 15-yard and 20-yard sizes handle most residential renovations, kitchen remodels, and flooring replacement projects. For larger-scale work like whole-home gut rehabs, roof replacements, or commercial property improvements, our 30-yard and 40-yard dumpsters provide the capacity you need.

Winter Park's median home age is 52 years, which means renovation projects throughout the city often involve removing old materials, updating outdated systems, and dealing with debris from decades of accumulated layers. These older homes frequently require careful demolition and substantial material removal.

Serving Hannibal Square and Surrounding Winter Park Communities

Dumpster Drop serves all of Hannibal Square in the 32789 ZIP code area, with quick delivery throughout Orange County. We also provide dumpster rentals to nearby neighborhoods including Temple Grove, Park Avenue District, Winter Park Village, and Via Tuscany, ensuring reliable service across the entire Winter Park region.

Common Projects in This Historic Area

Hannibal Square's character draws homeowners committed to preservation and thoughtful improvement. We regularly serve properties near the Winter Park Adult Vocational Center and throughout the historic district with dumpsters for projects including historic home restorations, porch and foundation repairs, interior renovations that maintain original architectural details, landscaping overhauls, and estate cleanouts. The neighborhood's commercial corridor also generates demand for retail buildouts, office space renovations, and storefront improvements.

Many properties in established Winter Park neighborhoods benefit from drainage improvements, especially those near Lake Rose and Lake Midget. Yard waste from mature oak trees and landscape redesigns is another frequent need we accommodate.

Fast, Reliable Delivery to Hannibal Square

Our team understands the narrow streets and mature tree canopy that characterize much of Hannibal Square. We work with you to ensure proper dumpster placement that keeps your project moving while respecting your property and neighbors. Delivery is straightforward, and our rental periods give you the flexibility to work at your own pace.

Why Hannibal Square Chooses Dumpster Drop

Local expertise matters when you're working on a significant project. We understand Winter Park's neighborhoods, the types of projects underway here, and the logistics of serving this area efficiently. Our transparent pricing, range of dumpster sizes, and reliable service make waste removal one less thing to worry about during your renovation or cleanup.

Contact Dumpster Drop today at dumpsterdrop.co to schedule your Hannibal Square dumpster rental.

Frequently Asked Questions

Everything you need to know about renting a dumpster in Hannibal Square.

Most Hannibal Square home renovations work well with a 15-yard or 20-yard dumpster, which handles materials from kitchen and bathroom remodels, flooring removal, and interior demolition. If you're doing extensive work like removing old plaster walls, replacing a roof, or combining multiple rooms, a 30-yard dumpster provides extra capacity. We can help you choose the right size based on your specific project scope.

We typically deliver to Hannibal Square within one to two business days of your order, and same-day delivery is often available depending on current demand. Since we focus on Central Florida, we know the area well and can coordinate delivery times that work with your schedule and any specific access considerations your property may have.

Dumpsters from $300

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

Get Your Instant Quote β†’

β˜…β˜…β˜…β˜…β˜… 5.0 from 165 reviews β€’ 10 days included β€’ No hidden fees