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Dumpster Rental in Winter Haven, FL

Look, rolling a dumpster in Winter Haven ain't always a cakewalk. You got sandy soil everywhere, especially out towards Cypress Gardens and along the Chain of Lakes, which means you better lay down plywood or that box is sinking. And don't even get me started on the older sections like Florence Villa; those streets are tight, and some of those shared driveways mean a tricky drop-off for a big rig.

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Come summer, that Florida sun turns asphalt into soup. If you're parking a heavy container on blacktop, especially in July or August, get some thick plywood down to spread the load, or you'll have a permanent dumpster imprint on your driveway.

Dumpster Rental Costs & Info in Winter Haven

Avg. Cost (20-Yard)
$485
Permits
Disposal Rules
Polk County Landfill

Local Dumpster Rental Regulations in Winter Haven

Permit Requirements

Required for street placement; typically a Right-of-Way permit from the City of Winter Haven's Public Works Department, costing around $30. Not needed if the dumpster stays entirely on private property.

Disposal & Landfill Info

Landfill: Polk County Landfill

Fees: $45/ton for construction and demolition (C&D) debris; $55/ton for municipal solid waste (MSW).

Residential & Construction Dumpster Sizes in Winter Haven

Residential Friendly
10Yard

Fits in Winter Haven driveways. Perfect for garage cleanouts.

~$365avg.
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Best Value
20Yard

The standard size for home renovations in FL.

$485avg.
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Construction
30Yard

For large demolition and commercial sites.

~$655avg.
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Dumpster Rental Companies in Winter Haven

Jr Dumpster Rental

Top Rated 2025Top Rated
Verified

1326 Ridgegreen Loop N, Lakeland, FL 33809, United States

5
(183 reviews)
Licensed & InsuredLocally Owned

Dumpster Depot

Top Rated 2025Top Rated
Verified

2007 Executive Rd, Winter Haven, FL 33884, United States

5
(59 reviews)
Licensed & InsuredLocally Owned

Dumpman LLC - Davenport, FL

Top Rated 2025Top Rated
Verified

2725 Rooks Rd, Davenport, FL 33837, United States

5
(22 reviews)
Licensed & InsuredLocally Owned

Incredible Haul Junk Removal & Dumpster Rental

Top Rated 2025Top Rated
Verified

220 Denton Ave, Auburndale, FL 33823, United States

5
(10 reviews)
Licensed & InsuredLocally Owned

Polk Property Junk Removal LLC

Top Rated 2025Top Rated
Verified

210 Avenue I SE, Winter Haven, FL 33880, United States

5
(31 reviews)
Licensed & InsuredLocally Owned

Scrap It

Top Rated 2025Top Rated
Verified

1248 George Jenkins Blvd suite b, Lakeland, FL 33815, United States

5
(10 reviews)
Licensed & InsuredLocally Owned

Dumpster Dudez

Top Rated 2025Top Rated
Verified

6155 Florida Ave S Suite 15A, Lakeland, FL 33813, United States

5
(63 reviews)
Licensed & InsuredLocally Owned

All in dumpster rentals llc

Verified

2135 D R Bryant Rd, Lakeland, FL 33810, United States

5
(5 reviews)
Licensed & InsuredLocally Owned

Pb of Central Florida

Top Rated 2025Top Rated
Verified

5080 Lucerne Park Rd, Winter Haven, FL 33881, United States

5
(15 reviews)
Licensed & InsuredLocally Owned

Dumpster Rental Pros of Orlando

Top Rated 2025Top Rated
Verified

308 Pennsylvania Ave, Winter Garden, FL 34787, United States

5
(84 reviews)
Licensed & InsuredLocally Owned

Frequently Asked Questions

How much does a dumpster cost in Winter Haven?

Average rates for a 20-yard dumpster in Winter Haven sit around $485. Prices typically range from $300 to $600 depending on the size (10-40 yards) and rental duration.

Do I need a permit for dumpster placement in Winter Haven?

You usually don't need a permit for driveway placement in Winter Haven. However, placing a dumpster on the street likely requires a city permit.

Where does the waste go?

Most local haulers dispose of debris at Polk County Landfill.

What sizes are available in Winter Haven?

Most providers in Winter Haven offer 10, 20, 30, and 40-yard dumpsters. A 20-yard dumpster is the most common choice for home renovations.

Why Choose Us?

  • Verified local providers with proven track records
  • Transparent pricing with no hidden fees
  • Fast delivery and flexible rental periods