20' x 7' Carhauler Flatbed 10k Trailer w/ Winch
~3 mi away
Car Hauler
Free from tomorrow
$79.00/day+ $150.00 refundable deposit
Save up to 60% on 22+ days
Trailer rentals in Winter Haven, FL
2 car hauler trailers at $79.00/day — pick up within 20 miles of downtown Winter Haven
Winter Haven is the heart of Polk County's Chain of Lakes, east of Lakeland on US-17. Rentals here are self-service: book online, pick the trailer up at its lot with your own tow vehicle, and bring it back to the same lot when you're done.
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Trailers near Winter Haven
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20' x 7' Carhauler Flatbed 10k Trailer w/Winch
~14 mi away
Car Hauler
Free today
$79.00/day+ $150.00 refundable deposit
Save up to 60% on 22+ days
Pick up near Winter Haven
The trailers above are picked up at their own lot within 20 miles of downtown Winter Haven — handy if you're coming from Eagle Lake, Auburndale, Lake Wales, Haines City and Bartow. Every rental is collected and returned at the lot; we don't deliver. The lot's address is emailed once your rental is fully paid.
Why people book with us
Cancel online before your pickup time
Cancel online any time before your scheduled pickup time. Any rental charge you've paid is refunded in full; the deposit is refunded on a sliding scale: 75% with 72+ hours' notice, 50% with 48–72 hours, 25% with 24–48 hours, none within 24 hours.
Refundable deposit
Refunded after drop-off, less any late-return, cleaning or damage charges — usually within 3 days of drop-off, longer if we need to review your return photos. Your bank typically posts it in 5–10 business days.
Insured, owner-maintained fleet
Trailers are insured under our fleet policy, so you don't need separate trailer insurance. You're responsible for damage up to your deposit, and for your own vehicle's insurance.
Secure checkout
Card payments and license checks run through Stripe. We never see your card number and never store your license photos.
How it works
- Pick your dates, see your total, and create your account.
- Accept the rental agreement. On your first rental, or once the license on file has expired: verify your driver's license with a quick photo and a selfie (about a minute, handled by Stripe — we never keep the images).
- Pay the deposit or the whole trip, depending on the trailer, and you're confirmed. Your pickup address, lot and gate code are emailed once the rental is fully paid; the hitch lock code appears in your account after your four pickup photos.
You'll need to be 21 or older, with a valid driver's license, a card, a phone with a camera for the pickup photos, and a vehicle with the right hitch ball and plug. Trailers are insured under our fleet policy; you're responsible for damage up to your deposit.
Questions before you book?
Not sure it fits your vehicle, or need it for a month or longer? Ask us and we'll get back to you (9 AM – 6 PM Eastern Time).
Hours: 9 AM – 6 PM Eastern Time
Renting a trailer in Winter Haven: common questions
- What do I need to rent a trailer in Winter Haven?
- A vehicle with a hitch ball and trailer plug that match the trailer — each listing shows its ball size and plug type where we've recorded them; ask us if one doesn't. You also need to be 21 or older with a valid driver's license, a card, and a phone with a camera for the pickup photos. On your first rental, or once the license on file has expired, you verify it with a quick photo and a selfie through Stripe; we never keep the images.
- How does pickup work?
- Pickup is self-service at the trailer's lot — we don't deliver. Once your rental is fully paid, the pickup address and lot details are emailed to you. At the lot you take four photos of the trailer in the app, which releases the hitch lock code. Bring it back to the same lot before your return deadline and take the five return photos there to complete the drop-off.
- How does the deposit work, and when do I get it back?
- Most listings carry a refundable deposit, shown on the listing and charged at booking. Refunded after drop-off, less any late-return, cleaning or damage charges — usually within 3 days of drop-off, longer if we need to review your return photos. Your bank typically posts it in 5–10 business days.
- Can I cancel?
- Cancel online any time before your scheduled pickup time. Any rental charge you've paid is refunded in full; the deposit is refunded on a sliding scale: 75% with 72+ hours' notice, 50% with 48–72 hours, 25% with 24–48 hours, none within 24 hours.
- How far ahead can I book, and are my dates held while I browse?
- You can book up to 365 days ahead. Dates are not held while you browse or compare — a trailer is reserved for you at the card step of checkout, and you see live availability and your full total before that.
Other areas: Lakeland