Dumpster Rental in Winter Springs
Fast, affordable dumpster rental in Winter Springs & Seminole County. Book online in minutes — delivery as soon as today.
Dumpster rentals as low as $300
*Based on availability
Serving 38,205 residents across Seminole County
Loved by Homeowners & Contractors
“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…”
“They are one of the best dumpster companies in the business! I would recommend to anyone”
“Clean dumpster quick delivery and pick up!”
“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…”
“Great service, affordable pricing, they make the process effortless.”
“Always reliable and great service! They attend to your needs on a timely manner. Highly recommended”
“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…”
“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…”
“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…”
“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.”
“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…”
“I like the service the where great and good price I love them I would recommend them anytime”
“Awesome company to work with, ready to deliver as soon as we call them and 5 star customer service👍🏼”
“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…”
“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…”
“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.”
“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.”
“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…”
“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.”
“Bo was very helpful and very responsive. He was able to get me a dumpster the same day on a last minute call. These guys are great!”
“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…”
“Great price, communication and professionalism. Will use again”
“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…”
“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”
“Good”
“Very good communication and reliable”
“Amazing customer service! I got their largest dumpster and realized the day I was loading it wasn’t enough. They scrambled and got another one delivered THAT DAY! Highly recommend and great prices…”
“Don and Bo are fast, honest and timely. I have used them a few times for my home renovation and they were fantastic! I highly recommend Dumpster Drop.”
“Great service and good communication. Price is competitive with other services in town if not a little better then some. Dumpster looked brand new and not a dented or abused. Would use again.”
“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!”
“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…”
“They are one of the best dumpster companies in the business! I would recommend to anyone”
“Clean dumpster quick delivery and pick up!”
“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…”
“Great service, affordable pricing, they make the process effortless.”
“Always reliable and great service! They attend to your needs on a timely manner. Highly recommended”
“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…”
“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…”
“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…”
“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.”
“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…”
“I like the service the where great and good price I love them I would recommend them anytime”
“Awesome company to work with, ready to deliver as soon as we call them and 5 star customer service👍🏼”
“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…”
“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…”
“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.”
“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.”
“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…”
“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.”
“Bo was very helpful and very responsive. He was able to get me a dumpster the same day on a last minute call. These guys are great!”
“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…”
“Great price, communication and professionalism. Will use again”
“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…”
“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”
“Good”
“Very good communication and reliable”
“Amazing customer service! I got their largest dumpster and realized the day I was loading it wasn’t enough. They scrambled and got another one delivered THAT DAY! Highly recommend and great prices…”
“Don and Bo are fast, honest and timely. I have used them a few times for my home renovation and they were fantastic! I highly recommend Dumpster Drop.”
“Great service and good communication. Price is competitive with other services in town if not a little better then some. Dumpster looked brand new and not a dented or abused. Would use again.”
“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!”
Book Your Dumpster
3 steps — takes less than 2 minutes
Dumpster Sizes Available in Winter Springs
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 Winter Springs
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 Winter Springs, Florida
Winter Springs is a city in Seminole County, Florida, United States. It is part of the Orlando–Kissimmee–Sanford Metropolitan Statistical Area. The population was 38,342 at the 2020 census.
With an average home age of 35 years, many Winter Springs homeowners are investing in renovations that generate debris requiring a properly sized dumpster.
Winter Springs's 73% owner-occupancy rate means active home improvement across the area.
We deliver to all neighborhoods and ZIP codes in Winter Springs
Common Projects in Winter Springs
- 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
Nearby Waste Facilities
- Nearest Landfill
ART LANE CLASS III LANDFILL
E OF ART LANE 1200' N OF LAKE MARY BLVD • 4.80 mi - Nearest Transfer Station
J & D TRANSFER STATION
2.00 mi
Why Winter Springs Chooses Dumpster Drop
Local service, transparent pricing, reliable delivery.
Same-Day Delivery
Order by noon for same-day delivery across Winter Springs and Seminole 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 Winter Springs's neighborhoods and best placement spots.
Frequently Asked Questions
Everything you need to know about renting a dumpster in Winter Springs.
Dumpster Drop offers five roll-off dumpster sizes for Winter Springs residents: 10, 15, 20, 30, and 40-yard containers. Our 10-yard dumpsters work well for small bathroom remodels and garage cleanouts in Winter Springs' older homes, while 15-yard units handle larger renovation projects. The 20-yard size is perfect for kitchen remodels and moderate construction debris in Tuskawilla and Tuscawilla neighborhoods. Our 30-yard and 40-yard dumpsters serve major construction projects, complete home renovations, and large estate cleanouts throughout the 32708 ZIP code area.
Winter Springs dumpster rentals include a standard 7-day rental period, which accommodates most residential projects from renovation work to major cleanouts. We offer flexible extensions for longer projects, understanding that renovation work in Winter Springs' 35-year-old homes often takes additional time due to unexpected discoveries or permit delays. Seminole County regulations allow reasonable placement periods for residential dumpsters, and our team coordinates with customers to ensure compliance with any Winter Springs-specific placement requirements.
Winter Springs dumpsters accept most renovation debris including drywall, flooring, cabinets, roofing materials, and general household items common in home improvement projects. Yard waste from Winter Springs landscaping projects is acceptable, including tree branches, leaves, and shrubs. However, hazardous materials like paint, chemicals, asbestos, and electronics cannot be disposed of in roll-off dumpsters and must be taken to appropriate Seminole County disposal facilities. We provide detailed guidelines for Winter Springs customers to ensure proper waste separation and disposal compliance.
Winter Springs typically does not require permits for dumpsters placed on private property like driveways or yards, making it convenient for homeowners in Tuskawilla, Tuscawilla, and throughout the 32708 area. However, if you need to place a dumpster on Winter Springs city streets or public right-of-way, you must contact Winter Springs Public Works to obtain proper permits and ensure compliance with city placement regulations. Our delivery team helps Winter Springs customers identify the best placement locations to avoid permit requirements while maintaining safe access for pickup and delivery trucks.
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 Winter Springs
Dumpster delivery across every neighborhood and ZIP code.
Neighborhoods
Nearby Cities
Dumpsters from $300
Enter your address to see sizes, pricing, and same-day availability in Winter Springs.
Get Your Instant Quote →★★★★★ 5.0 from 100 reviews • 10 days included • No hidden fees