From $600 per vehicle: a private, one-way ride from MIA to Windsor Hills Resort in a chauffeured SUV or van.
The prices are flat and quoted per vehicle for the whole one-way ride: no meter, no surge, nothing added at the curb.
Your driver tracks the flight and adjusts to the real landing time, then meets you at the arrivals level of Miami International Airport. Curbside meet-and-greet is included; if you favor to be met inside the terminal with a name sign, add the Meet & Greet choice for $40. Once the bags are in the vehicle, the ride is direct and door to door.
Windsor Hills Resort is a ring of resort-home communities in Kissimmee, set just west of I-4 and only minutes from Walt Disney World. Instead of a single hotel tower, it spreads across vacation homes, townhomes, and condos, which is why so many families point their trip here: you obtain room to spread out and a base that keeps the theme parks a short drive away. It is built for the traveler who wants to be close to the gates without staying inside them.
The setting is one of the reasons the resort works so well as a home for a park vacation. You are surrounded by the Central Florida attractions country, with golf at ChampionsGate and Reunion within reach and the lakes of the surrounding area neighboring for a quieter afternoon. The result is a destination that puts the big-name parks first while still leaving room for a slower day when the group needs one.
What you actually locate on arrival depends on the specific unit you have booked, so the details that matter most on the day, the rooms, the on-property amenities, and the check-in process, live on Windsor Hills Resort’s own page rather than here. When your ride reaches the property, your driver takes you straight to the door of your unit and helps with the luggage, so the first thing you do after a long journey day is walk inside and start the vacation.
The trip from Miami International Airport to Windsor Hills Resort is one clean leg north. Your driver is already waiting when you clear the arrivals level, so there is no line to join and no app to open. Bags go into the vehicle, everyone climbs in, and the car pulls away with your group and no one else aboard. From the curb it runs up Florida’s Turnpike and stays on the highway most of the way, which keeps a long ride simple and predictable.
Plan on roughly 232 to 239 minutes door to door, quicker when the road is clear and toward the higher end during the morning and late-afternoon rush. Because the drive is a long one, having a private car pays off: you set the pace, decide when to stop, and ride the whole way with just your own people. Your driver watches your flight and re-times the pickup for free if you land late, then carries the bags to the door at the other end.
Windsor Hills Resort in Kissimmee is 236.0 miles from Miami International Airport (MIA) by road, about 3 hours 50 minutes without heavy traffic via Florida’s Turnpike. The fare is per vehicle: $600 for the Black SUV, $850 for the Van and $1050 for the Van XL. Pickup is at the MIA arrivals curb.
| Road distance | 236.0 miles |
|---|---|
| Black SUV, 1-5 | $600 |
| Drop-off address | 2600 N Old Lake Wilson Rd, Kissimmee |
| Drive time | 3 hours 50 minutes |
| Van, 6-9 | $850 |
| Main roads | Florida’s Turnpike |
| Van XL, 10-14 | $1050 |
| Back from Windsor Hills Resort | $600 / $850 / $1050 |
For the trip back, your driver picks you up at the main entrance of the resort (2600 N Old Lake Wilson Rd) and drives the 236.0 miles to the departures curb at MIA in about 3 hours 50 minutes. The return fare is $600 for the Black SUV, $850 for the Van and $1050 for the Van XL. The booking box opens with Windsor Hills Resort as the pickup; just add the date and time. Book the return
Windsor Hills Resort is 236.0 miles by road from Miami International Airport (MIA). In light traffic the drive takes about 3 hours 50 minutes via Florida’s Turnpike; rush hour can add time, but it is a fixed fare, no traffic or surge charges: $600 for the Black SUV.
Pickup is curbside at MIA arrivals: tell us your exit door after baggage claim and the driver is there a few minutes later, in the car and with the plate you received by message. Windsor Hills Resort is then 236.0 miles away.
The pickup follows the flight, not the time you booked. If the schedule changes, send the new details on WhatsApp; the driver watches the landing, and the FAQ page linked below covers the waiting rules before the ride to Windsor Hills Resort.
In the Black SUV ($600 to Windsor Hills Resort) passengers plus big suitcases can add up to 10, so five people with five cases fit. The Van ($850) carries 9 passengers and 9 big cases, the Van XL ($1050) 14 and 14, and everyone keeps a carry-on.
Yes. Drivers cover the 236.0 miles between MIA and Windsor Hills Resort around the clock. The booking box prices the exact hour you choose before you pay, and the FAQ page linked below explains how pickup hours work.
Every policy in full: FAQ
Fuimos en pareja a Miami y se sintió como un viaje normal, sin lío. sin peajes sorpresa, sin sobreventa, solo el viaje.
Como viajero independiente, reservé la recogida en el aeropuerto a Windsor Hills Resort con anticipación, y fue la mejor decisión.
Landing with the whole crew, it made all the difference that the driver was waiting at arrivals with room for everyone. The driver was professional and courteous, which made it feel first-class.
We came to Florida for our anniversary and kicking it off with a private airport pickup set the tone. Our flight came in late and the driver had been tracking it — no extra charge, nothing to sort out. The driver dropped us right at the door of Windsor Hills Resort.
Perfect way to start the trip — highly recommend. There was plenty of room for the whole group and all our luggage in one van.