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Trailers available for rent through Neighbors Trailer

Trailer Rentals in Winter Garden, FL

Rent dump trailers, utility trailers, car haulers, and enclosed trailers from neighbors in Winter Garden, FL and across Orange County. Flexible pickup, fair pricing, and trailers ready when you need them.

12' x 6' Enclosed Trailer

$80.00/per day
Lark brand 12’ x 6’ enclosed trailer, with a load capacity of up to 2,900lbs, lightweight and perfect for transporting loads safely, court and long-distance moving, we can also rent the Hand Truck, Dolly and blankets
  • Bumper Pull
  • 2900
  • 12’ x 6’
  • Lark
  • 2019
  • Enclosed

7' x 16' Utility Trailer Big Tex

$100.00/per day
This 7' x 16' Big Tex 70PI is built for serious hauling. Featuring tandem 3,500lb axles, a reinforced steel frame, and a full-width rear ramp gate, it’s perfect for transporting equipment, ATVs, mowers, building materials, and more. The spacious deck provides plenty of room for large loads, while the tie-down points and side rails keep everything secure on the road. Smooth-riding radial tires and electric brakes deliver excellent stability and control. Whether it’s for work, projects, or weekend jobs, this trailer is reliable, strong, and ready to handle whatever you need to move.
  • Bumper Pull
  • 5140
  • 7' x 16'
  • Big Tex
  • 2026
  • 70PI

Futura Lowering Trailer 16'

$180.00/per day
2021 Futura Lowering Trailer now available for rent in Orlando and surrounding cities. Lightweight aluminum frame allows it to be towed behind most cars without any issues. 3-Degree Approach Angle Winch 2 Spare Tires Futura Wheel Straps
  • Bumper Pull
  • 5700
  • 16
  • Futura
  • 2021
  • Lowering Trailer

16' x 6'8" Car Hauler Trailer

$150.00/per day
2021 NexTrail Aluminum Car Hauler 7,000 lbs GVWR 1,300 lbs Empty Weight 5,700 lbs Cargo Capacity 16' Deck Space 80.5" Between Fenders 6' Long Loading Ramps 36" Rock Guard Equipped with Winch Dual Spare Tires Multiple Wheel Tie-Down Kits Included
  • Bumper Pull
  • 5600
  • 16' x 6'8"
  • NexTrail
  • 2021
  • Aluminum Car Hauler

8.5' x 24' Boat Trailer

$100.00/per day
GVWR 5,000 lbs Payload 4,400 lbs Hitch 2" ($10 rental available) Aluminum Frame Stock Trailer Space 8.5' x 24' Adjustable Width 8' and 8.5' bunks Adjustable Length 24' boats Included Equipment 2 x 4' Transom Straps Hand Crank Winch Spare Tire Ladder for quick access Towing We recommend a 1/2 ton truck or larger
  • Bumper Pull
  • 4400
  • 8.5' x 24'
  • MAGIC TILT TRAILERS
  • 2023
  • Tritoon Trailer

20' x 8.5' x 6.5' Enclosed Trailer

$170.00/per day
9,900-lb GVWR with 6,500-lb load capacity Spacious 20' x 8.5' x 6.5' interior 5,500-lb Synthetic Line Winch Installed Built-in floor D-rings for secure tie-downs Includes straps for added cargo security Equipped with trailer aid, tire iron, and spare tire Rear cargo door with dual locks for safety Side door access with key for convenience
  • Bumper Pull
  • 6500
  • 20' x 8.5' x 6.5'
  • Cynergy
  • 2026
  • Pro Series

22' x 8.5' Deckover Trailer

$150.00/per day
2027 22' MAXX-D Deckover 14k GVWR - 10,000-lb. Load Capacity 2-5/16 Ball $150 Out of State Fee - Past GA/AL 4 - 27' Straps Included Bottle Jack Tire Iron Spare Tire / 14 Ply Tires Heavy-Duty Slide Out Ramps
  • Bumper Pull
  • 10000
  • 8.5' x 22'
  • MAXEY TRAILERS MFG
  • 2027
  • Maxey Trailers MFG

8.5' x 22' Tilt Deckover Trailer

$220.00/per day
2027 22' MAXX-D Tilt Deckover 14,000 lb. GVWR - 9,500 lb. Load Capacity 2-5/16" Ball $200 Out of State Fee - Past GA/AL 4 - 27' Straps Included Bottle Jack Tire Iron Spare Tire / 14 Ply Tires Dual Batteries Solar Panel Trickle Charger Perfect for moving Hot Tubs, Sheds, or even Equipment. Reach out direct if you're moving a storage container so we can get you the correct equipment.
  • Bumper Pull
  • 9500
  • 8.5' x 22'
  • MAXEY TRAILERS MFG
  • 2027
  • Maxey Trailers MFG

8.5' x 20' PJ B5 Superwide Car Hauler

$150.00/per day
PREMIUM TRAILER - 8.5'x20' PJ B5 Car / Equipment Hauler. Don't waste your time with homemade trailers that will leave you stranded. This trailer is built to last the long-haul. Whether you are transporting down the road, or across the country. This trailer rides super smooth and is outfitted to accommodate you. Key Features: Size: 20 ft long, ideal for cars, trucks, and heavy equipment. Load Capacity: Handles up to 7,500lbs—perfect for large or heavy items. Durability: Tough steel frame and treated wood deck ensure a secure haul. Ease of Use: Includes built-in ramps, multiple tie-down points, and a winch for easy loading and unloading. Towing Compatibility: Requires a 2-5/16 inch ball hitch. Recommend a 1/2-ton truck or greater. Cleaning Fee: $50 if the trailer is brought back dirtier than when it was picked up. Very well-maintained trailer. Send me a message today and let's get you back on the road!
  • Bumper Pull
  • 7500
  • 8.5'x24'
  • PJ
  • 2023
  • B5

8.5' x 24' PJ B6 Superwide Car Hauler

$150.00/per day
PREMIUM TRAILER - 8.5' x 24' PJ B6 Car / Equipment Hauler. Don't waste your time with homemade trailers that will leave you stranded. This trailer is built to last the long-haul. Whether you are transporting down the road, or across the country. This trailer rides super smooth and is outfitted to accommodate you. PJ Trailers makes some of the BEST trailers on the market. This is a HEAVY-DUTY, NO BS trailer. Key Features: Size: 24 ft long, ideal for cars, trucks, and heavy equipment. Load Capacity: 10,000lbs! Durability: Tough steel frame and treated wood deck ensure a secure haul. Ease of Use: Includes built-in ramps, multiple tie-down points, and a winch for easy loading and unloading. Towing Compatibility: Requires a 2-5/16" ball hitch. Recommend a 3/4-ton truck or greater. Cleaning Fee: $50 if the trailer is brought back dirtier than when it was picked up. Very well-maintained trailer. Send me a message today and let's get you back on the road!
  • Bumper Pull
  • 10000
  • 8.5' x 24'
  • PJ
  • 2023
  • B6

8.5' x 24' Enclosed Trailer

$180.00/per day
PREMIUM ENCLOSED TRAILER - 8.5ft x 24ft Cargo Mate Enclosed Trailer. Don't waste your time with homemade trailers that will leave you stranded. This trailer is built to last the long-haul. Whether you are transporting down the road, or across the country. This trailer rides super smooth and is outfitted to accommodate you. Trailer Highlights: • Dual 5,200lb axles, with a load capacity of 6,500lbs. • Spacious 24 ft interior • Weatherproof design • Easy rear ramp loading • E-Track on Floors and Walls. E-Track Straps and Mounts included. Cleaning Fee: $50 if the trailer is brought back dirtier than when it was picked up. Very well-maintained trailer. Contact me today and let's get you back on the road!
  • Bumper Pull
  • 6500
  • 8.5' x 24'
  • CargoMate
  • 2019
  • Blazer

7' x 16' Enclosed Trailer

$140.00/per day
PREMIUM ENCLOSED TRAILER - 7' x 16' ta2 Covered Wagon Enclosed Trailer. Ideal for Moving: Motorcycles, Furniture, Appliances, Golf Carts, Event Equipment, etc. Key Features: Size: 7'x16' with extra tall interior. Load Capacity: Can handle 4,740lbs of Cargo. Durability: Covered Wagon makes some of the Best Enclosed Trailers on the Market. Ease of Use: Rear Ramp Door + Side Door Access. E-Track has been installed on the floors and walls. E-Track straps and mounts are included. Towing Compatibility: Requires a 2-5/16" ball hitch. Recommend a 1/2-ton truck or greater. Cleaning Fee: $50 if the trailer is brought back dirtier than when it was picked up. Very well-maintained trailer. Send me a message today and let's get you back on the road!
  • Bumper Pull
  • 4740
  • 7' x 16'
  • Covered Wagon
  • 2018
  • 7x16ta2

Winter Garden sits in the heart of the greater Orlando area, where suburban growth, landscaping projects, and home renoveries keep trailers in steady demand. Whether you're hauling mulch and sod for a yard renovation, moving materials from a construction site, or transporting equipment for a small business, renting from local owners gives you flexibility without the big-box rental desk hassle.

Renting a Trailer in Winter Garden, FL

What People Rent Trailers For in Winter Garden

What People Rent Trailers For in Winter Garden

In Winter Garden and the surrounding Orange County area, trailer rentals serve a wide range of projects. Homeowners often rent utility and dump trailers for landscaping overhauls, yard cleanup after storms, and hauling away old furniture or renovation debris. Local contractors and small businesses use enclosed trailers to transport tools and materials between job sites, while dump trailers are popular for gravel, dirt, and construction waste. Landscaping crews regularly rent trailers for brush and mulch hauling, and residents moving within the greater Orlando metro frequently book enclosed or utility trailers for household goods. Car haulers see steady use from folks buying or selling vehicles locally, and folks prepping for weekend getaways sometimes grab utility trailers for camping gear or recreational equipment. The suburban nature of Winter Garden means many rentals are weekend projects, but weekday commercial use is common too.

Picking Up Your Trailer in Winter Garden

Renting from a neighbor in Winter Garden means pickup happens at a time and place that works for you, often with same-day availability. When you book, confirm with the owner about pickup details, access to their driveway or lot, and any gate or parking instructions. Before you hook up, verify that your tow vehicle has a properly rated hitch and wiring harness for the trailer class you're renting. Check your vehicle's owner manual for towing capacity and brake controller compatibility if you're pulling a loaded dump or enclosed trailer. Make sure all lights work, and that safety chains or cables are secure. If you're unsure about your tow setup, ask the owner or a local mechanic to inspect it first. It only takes a few minutes and prevents problems on the road.

Picking Up Your Trailer in Winter Garden
What It Costs to Rent a Trailer in Winter Garden

What It Costs to Rent a Trailer in Winter Garden

Trailer rental pricing in Winter Garden is straightforward and competitive. Small utility trailers typically run 40 to 60 dollars a day, while larger utility and enclosed trailers range from 60 to 90 dollars daily. Dump trailers average 100 to 180 dollars a day depending on size and axle configuration. Car haulers run 100 to 150 dollars a day. Weekly and weekend discounts are common when you book with local owners, and many are willing to negotiate for longer rentals. Every rental includes the NT Protect protection package, which covers accidental damage to the trailer along with theft and vandalism during your rental period. Pricing is transparent upfront, so you know your total cost before you book.

Do You Have Any Questions?

Get answers to some of the most frequently asked questions people have about Neighbors Trailer right here.

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