Bounce House Rentals in Winter Garden, FL
Flat $35 delivery to Winter Garden neighborhoods and parks.
Bounce house, combo, and water slide rentals in Winter Garden, FL. Flat $35 delivery and setup with HOA-friendly crews and free COIs.
$35 flat delivery
Winter Garden is Zone 2 — one flat $35 covers delivery, setup, and pickup.
8am–8pm daily
Our office and booking line are open every day, including weekends and most holidays.
~35 minute drive
From our Posner Blvd warehouse to most Winter Garden addresses.
COI for HOAs & venues
Free certificate of insurance for property managers and schools.
Winter Garden's Busy Weekend Party Calendar
Winter Garden is one of the fastest-growing family markets in Orange County, and its weekend calendar keeps our west-side truck busy from spring through fall.
Downtown's older homes have narrow gates and mature trees; Horizon West's newer builds have tighter side yards but wide-open turf. We recommend different units depending on which side you are on.
Newer communities frequently ask for a vendor certificate of insurance before setup. We email that free once you send the HOA's exact name.
Communities & venues we deliver to in Winter Garden
- Historic downtown Winter Garden
- Independence / Horizon West
- Stoneybrook West
- Johns Lake Pointe
- Winter Garden Village area
What we need for a Winter Garden booking
- Neighborhood name and gate code if applicable
- Side gate width for backyard access
- Lawn, turf, or paver setup surface
- HOA name for the free certificate of insurance
- Community vendor hours
"Horizon West HOA wanted insurance paperwork and a vendor window. They handled both and were set up with an hour to spare."
Winter Garden Deliveries, Old Town to Horizon West
Winter Garden runs from the historic downtown grid to the newer Horizon West builds, and access looks completely different in each. We confirm which side you are on at booking. Delivery, setup, and pickup are one flat $35 fee, with 50% due at booking and the balance on delivery day.
- One flat $35 delivery & pickup fee — Winter Garden is Zone 2
- Sandbag ballast for paver decks and hard surfaces
- Gate code and property manager coordination handled for you
- Free certificate of insurance for HOAs, schools, and churches
- Weather reschedules covered by our Bounce Assurance policy
Winter Garden Delivery Pricing by Zone
Rental prices are identical everywhere we deliver — only the delivery fee changes. Winter Garden is Zone 2, so delivery, setup, and pickup are a single $35 flat fee — never per mile.
Zone 1 · 0–10 mi
FREE
Champions Gate, Davenport, Reunion, Four Corners, Celebration, Loughman, Bay Lake, Lake Buena Vista
Zone 2 · 10–20 mi
$35 flat
Kissimmee, Haines City, Hunters Creek, Winter Garden, Poinciana and more
Zone 3 · 20–25 mi
$50 flat
Outer Orlando metro within 25 miles
Booking a Winter Garden Rental in Three Steps
We've simplified the process so you can focus on the fun. Here's how it works.
Pick your date & unit
Availability is live — the calendar only shows units genuinely free on your event date.
Pay 50% to lock it in
A non-refundable 50% deposit holds your booking; the rest is due the day before the event. One free reschedule with 48 hours notice.
We deliver, set up & pick up
We arrive inside your window, set up in 20–30 minutes, walk you through safety, and return for pickup.
Good to know
Frequently Asked Questions — Winter Garden Rentals
Also serving near Winter Garden
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- Bounce house rentals in Tildenville
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- Bounce house rentals in Gotha
Browsing from somewhere else in Central Florida? See every city we deliver party rentals to.
Book Your Winter Garden Bounce House Today
Free delivery, free setup, free pickup — and we're minutes down the road.