City Mini GT2 Single Stroller
All-terrain tyres and a hand brake — the upgrade pick for long park days.
from $70 / 3 days
See details and datesVacation home delivery
Stroller rental at Windsor Hills Resort
Windsor Hills is the closest large vacation-home community to Walt Disney World — about two miles from the Western Way entrance — and almost every family here drives. That combination means two things: you need a car seat, and you need a stroller that fits in a rental SUV boot alongside the luggage.
Reservation tag
BSR-•••••
Pickup address (by appointment)
Best Stroller Rental
645 Northlake Boulevard
Altamonte Springs, FL 32701
Deliveries 7 days a week, 7:00 AM – 9:00 PM
Add-ons
Optional extras delivered with your stroller.
Ponchos — $5 each0
- Rental length
- Pick dates
- Estimate
- $70
Estimate only. Card payment is handled securely by Square; we confirm availability and the delivery window by email right after you book.
How the handoff works
We deliver to the door of your villa or townhouse. Give us the house number and gate instructions at booking; if you are arriving late we can leave gear with the management office or in a garage if you arrange access.
Because the community is gated, we ask for the gate code or your rental company's name so the driver is not stuck at the barrier with your stroller.
Details worth knowing
- Windsor Hills is roughly a 10-minute drive to the Disney gates and 20 to Universal.
- Most homes here sleep 8 to 12, so double strollers and second car seats are common bookings.
- The community's internal paths and clubhouse area are flat and pushable for evening walks.
Typical rental length
Seven to fourteen days. Vacation-home stays are the longest rentals we do, and ten days or more triggers our lowest daily rate and free delivery.
Every rate is priced by trip length — see the full stroller rental pricing table.
Most-rented gear for Windsor Hills
OneFit ClearTex All-in-One Car Seat
Rear-facing, forward-facing and booster in one seat — 5 lb to 120 lb.
from $50 / 3 days
See details and dates
City Mini GT2 Double Stroller
The double that pushes like a single. Our most-requested gear in peak season.
from $80 / 3 days
See details and datesWindsor Hills questions
Do you deliver inside the Windsor Hills gate?
Yes, to the villa door. Give us the gate code or the management company name when you book.
Can you deliver before we arrive?
Yes, if the property manager gives access. Otherwise we schedule around your arrival time.
Do we need a car seat at Windsor Hills?
Almost certainly. There is no resort transport, so families drive, and Florida law requires a restraint for children under six.
Is delivery free here?
Delivery is $10 each way in Kissimmee, waived on rentals of ten days or longer.
Related pages
Gear waiting when you land
Pick your gear, pick your dates, tell us where you are staying. We deliver clean, inspected equipment and collect it when you leave.