Vacation your way. Florida all day.Windsor Hills Vacation Rentals — Two Miles From Disney
Private pool, resort amenities included, and a fixed-price driver waiting when you land.
Why stay at Windsor Hills
Windsor Hills wins on one number. It is roughly two miles from Walt Disney World, and nothing else we host is closer. For families doing parks every day with young children, proximity beats almost every other consideration — it is the difference between going back for an afternoon nap and pushing through until everyone melts down.
The community has a water park, clubhouse, cinema room, gym and games room, and it is fully gated with staffed entry.
The homes are generally a little older than the newer Davenport communities, which is reflected in the price. If your priority is being close rather than being in the newest build, this is the trade you want.
Distances from Windsor Hills
Bar length is scaled to distanceDrive times vary with traffic
Drive times are typical and vary with traffic. Peak park arrival and departure hours add time in both directions.
Our homes at Windsor Hills
Filter by bedrooms, how many the home sleeps and whether you want a private pool. Every home is managed by us, cleaned by our own teams and inspected before you arrive.
Getting here from the airport
We meet you inside arrivals at Orlando International, handle the luggage and drive you straight to the door. $125 per vehicle for up to eight passengers, with fuel, flight monitoring and child seats included. The price is fixed when you book and does not move with demand.
Frequently asked questions
Are the resort amenities included in the rate?
Access to the community amenities is included with your stay. Where a community charges a separate resort fee for particular facilities, it is shown on the property page before you book rather than appearing at checkout.
Is the private pool heated?
Pool heat is available on most homes as an optional extra. Between November and March, Florida nights are cool enough that an unheated pool goes largely unused, so it is worth adding.
Is the community gated?
Yes. All five communities we host in have gated, staffed entry.
How far is the nearest supermarket?
All five communities have a full supermarket within a ten minute drive, and most have somewhere closer for basics. We can also arrange a grocery drop before you arrive so the fridge is stocked when you walk in.
Tell us the dates and the group
We will come back with the homes that genuinely fit, and say so if nothing does.
- Every enquiry reaches a person, not a queue
- Instant acknowledgement, then a real reply
- We tell you when something does not suit us
Ask about a stay
Dates, group size and what matters to you. We reply with what actually fits.
We have your dates
You will get an email with the homes that are genuinely free on those dates. If nothing fits we will say so rather than sending you a list of alternatives you did not ask for.
Back to the homepageRouted straight into our CRM on the Guest pipeline, tagged GUEST-ENQUIRY at creation. You get an automated acknowledgement immediately — a person follows it.