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Dumpster Rental in Winter Park

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

★★★★★5.0from 78 Google reviews

Dumpster rentals as low as $300

Same-day delivery*10 days includedNo hidden fees

*Based on availability

Serving 29,985 residents across Orange County

78°F Thunderstorms in the forecast — secure loose debris and plan for weather delays.

Loved by Homeowners & Contractors

★★★★★5.0from 78 Google reviews
29,985 residents
14,053 homes
52 yr avg home age
★★★★★

“Great service...definitely recommend!”

Lori Whitman
Lori Whitmanin the last week • Google
★★★★★

“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 ovallesa week ago • Google
★★★★★

“I use them for my relo company in Orlando. Great service, great prices.”

Mitchell Mays
Mitchell Mays2 weeks ago • Google
★★★★★

“Super fast service. Mr. Don is the most helpful person I ever seen. I was frustrated trying to find a place to rent a dumpster. Finally, I found Dumpster Drop through a Google search. Drop off at my driveway same day pick up on time and reasonable price. Best company, good servic”

MOST. Z KHANOAM
MOST. Z KHANOAM2 weeks 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 the best prices.”

Avery Nuckols
Avery Nuckols3 months 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 turned out bigger than expected. Each interaction has been professional and courteous”

Carla Rodden
Carla Rodden3 months ago • Google
★★★★★

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

Carla Hoyos
Carla Hoyos4 months ago • Google
★★★★★

“Excellent customer service! Highly communicative, flexible options for length of rental, size of bin, etc. at the BEST PRICE in town. Would DEFINITELY use again!”

Jennifer Soos
Jennifer Soos8 months 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 for you! They give you personalized detailed service from the start! They will send”

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

“Great service...definitely recommend!”

Lori Whitman
Lori Whitmanin the last week • Google
★★★★★

“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 ovallesa week ago • Google
★★★★★

“I use them for my relo company in Orlando. Great service, great prices.”

Mitchell Mays
Mitchell Mays2 weeks ago • Google
★★★★★

“Super fast service. Mr. Don is the most helpful person I ever seen. I was frustrated trying to find a place to rent a dumpster. Finally, I found Dumpster Drop through a Google search. Drop off at my driveway same day pick up on time and reasonable price. Best company, good servic”

MOST. Z KHANOAM
MOST. Z KHANOAM2 weeks 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 the best prices.”

Avery Nuckols
Avery Nuckols3 months 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 turned out bigger than expected. Each interaction has been professional and courteous”

Carla Rodden
Carla Rodden3 months ago • Google
★★★★★

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

Carla Hoyos
Carla Hoyos4 months ago • Google
★★★★★

“Excellent customer service! Highly communicative, flexible options for length of rental, size of bin, etc. at the BEST PRICE in town. Would DEFINITELY use again!”

Jennifer Soos
Jennifer Soos8 months 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 for you! They give you personalized detailed service from the start! They will send”

Sam Gottlieb
Sam Gottlieb2 years ago • Google

Read all 78 reviews on Google →

Book Your Dumpster

3 steps — takes less than 2 minutes

Where do you need the dumpster?

Enter the delivery address for your dumpster rental

Dumpster Sizes Available in Winter Park

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

10 yard dumpster in Winter Park
10
YARD
From $300
Small Cleanouts
Garage cleanouts, bathroom remodels, yard debris.
10 days included
15 yard dumpster in Winter Park
15
YARD
From $325
Mid-Size Projects
Kitchen remodels, flooring removal, deck demolition.
10 days included
20 yard dumpster in Winter Park
20
YARD
From $350
Most Popular
Home Cleanouts & Renovations
Full renovations, roof tear-offs, estate cleanouts.
10 days included
30 yard dumpster in Winter Park
30
YARD
From $400
Large Construction
New construction, large remodels, commercial cleanouts.
10 days included

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

Projects We Handle in Winter Park

The right dumpster for every project — we'll help you pick the perfect size.

About Winter Park, Florida

Winter Park is a city in Orange County, Florida, United States. The population was 29,795 according to the 2020 census. It is part of the Orlando–Kissimmee–Sanford, Florida Metropolitan Statistical Area.

With an average home age of 52 years, many Winter Park homeowners are investing in renovations that generate debris requiring a properly sized dumpster.

Winter Park's 65% owner-occupancy rate means active home improvement across the area.

Dumpster Drop service area - Winter Park

We deliver to all neighborhoods and ZIP codes in Winter Park

Common Projects in Winter Park

  • 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
    GRINDER LANDFILL
    NAVAL TRAINING CENTER MAIN BASE • 1.50 mi
  • Nearest Transfer Station
    MID-TOWN TRANSFER, INC.(AKA: GEMINI WASTE SERVICE)
    4.10 mi

Why Winter Park Chooses Dumpster Drop

Local service, transparent pricing, reliable delivery.

Same-Day Delivery

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

Frequently Asked Questions

Everything you need to know about renting a dumpster in Winter Park.

Dumpster Drop offers five container sizes for Winter Park residents: 10-yard dumpsters for small cleanouts and minor renovations, 15-yard containers for landscaping projects and bathroom remodels, 20-yard dumpsters for kitchen renovations and garage cleanouts, 30-yard containers for major home renovations and roofing projects, and 40-yard dumpsters for large construction projects and extensive cleanouts. The 20-yard size is most popular among Winter Park homeowners tackling typical renovation projects in the area's 52-year-old homes.

Standard rental periods range from 7-14 days, with flexible extensions available for longer projects common in Winter Park's extensive home renovations. We coordinate with Orange County regulations and Winter Park city requirements for extended placements. Most residential projects in neighborhoods like Winter Park Shores and Temple Grove complete within our standard timeframe, while larger renovations in historic homes may require extended rental periods.

Acceptable materials include construction debris, household junk, furniture, appliances (without freon), yard waste, and renovation materials typical of Winter Park's home improvement projects. Prohibited items include hazardous materials, paint, chemicals, tires, batteries, and electronics. Orange County regulations require proper disposal of these restricted materials at designated facilities. We provide guidance on acceptable materials when you book your Winter Park dumpster rental.

Winter Park typically requires permits for dumpsters placed on public streets or rights-of-way, particularly in the historic Park Avenue District and established neighborhoods like Hannibal Square. Driveway placement generally doesn't require permits but must comply with setback requirements. We assist Winter Park customers with permit requirements and coordinate with city offices to ensure compliant placement throughout all ZIP codes we serve, including proper positioning that respects Winter Park's mature tree canopy and neighborhood aesthetics.

Areas We Serve in Winter Park

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 Park.

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★★★★★ 5.0 from 78 reviews • 10 days included • No hidden fees