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Dumpster Rental in Windermere

Fast, affordable dumpster rental in Windermere & 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 3,043 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
3,043 residents
1,351 homes
35 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 Windermere

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

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

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

About Windermere, Florida

Windermere is a town in Orange County, Florida, United States. As of the 2020 census, the town population was 3,030. It is situated on an isthmus between Lake Down and Lake Butler, and is part of the Orlando Metropolitan Statistical Area.

With an average home age of 35 years, many Windermere homeowners are investing in renovations that generate debris requiring a properly sized dumpster.

Windermere's 93% owner-occupancy rate means active home improvement across the area.

Dumpster Drop service area - Windermere

We deliver to all neighborhoods and ZIP codes in Windermere

Common Projects in Windermere

  • 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
    LUSCIAN HILLS LANDFILL
    WEST OF HEMPLE AND BETWEEN OLD WINTER GARDEN &408 • 3.40 mi
  • Nearest Transfer Station
    MCLEOD ROAD TRANSFER STATION
    4.30 mi

Why Windermere Chooses Dumpster Drop

Local service, transparent pricing, reliable delivery.

Same-Day Delivery

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

Frequently Asked Questions

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

Dumpster Drop offers 10, 15, 20, 30, and 40-yard roll-off dumpsters throughout Windermere and ZIP code 34786. Our 10-yard dumpsters work perfectly for bathroom remodels in Keene's Pointe, while 40-yard containers accommodate major renovations in Isleworth's luxury homes. The 15 and 20-yard sizes handle most kitchen renovations and flooring projects, and 30-yard dumpsters suit whole-house cleanouts common in Windermere's 35-year-old housing stock.

Standard rental periods range from 7-14 days, with extensions available for longer projects. Given Windermere's high property standards and Orange County regulations, we recommend coordinating placement timing with your contractor to minimize neighborhood impact. Many Lake Butler and Lake Tibet residents prefer shorter rental periods for aesthetic reasons, while extensive Isleworth renovations often require extended timelines.

Accepted materials include construction debris, furniture, appliances, yard waste, and general household items common in Windermere renovations. Prohibited items include hazardous chemicals, paint, batteries, and electronics that could contaminate the lake environment. Given the town's location between Lake Down and Lake Butler, we're particularly strict about preventing materials that could impact water quality. Concrete and heavy materials require special arrangements due to weight restrictions.

Dumpsters placed on private property in Windermere typically don't require permits, making placement convenient for most homeowners in neighborhoods like Isleworth and Keene's Pointe. However, if you need street placement due to narrow driveways or landscaping concerns common in lakefront properties, Orange County may require permits. Our team assists with permit applications and coordinates with local authorities to ensure compliant placement throughout ZIP code 34786, protecting both your property and Windermere's scenic streetscapes.

Areas We Serve in Windermere

Dumpster delivery across every neighborhood and ZIP code.

Neighborhoods

ZIP Codes

Nearby Cities

Dumpsters from $300

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

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