Frequently Asked Questions


What and where is Windsor Hills Resort?

Windsor Hills Resort is a 24-hour secure gated resort community located less than 2 miles from Walt Disney World making it the closest resort community to the major theme parks. Over the past 20 years Windsor Hills has firmly secured its position as the most popular private rental community in the Orlando area.

Windsor Hills is the perfect retreat to escape the frenetic atmosphere of the parks, and is commonly referred to as "one of the best kept secrets for doing Disney".  Easy to get to, and only 10 minutes drive to Disney by car or Uber, it provides a convenient home-base for a full-on day at the parks then some well-earned rest in the comfort of your own home-away-from-home. Windsor Hills offers peace and tranquility and a luxurious accommodation option as an alternative to staying on-site in an expensive and tiny Disney hotel room.

For a complete list of all Windsor Hills amenities included free with your stay, please see the About page.


Why should we consider staying "off site" and not "on site" at a Disney hotel? 

This is by far our #1 question.  Disney hotels are wonderfully themed and have that magical Disney touch--especially the Deluxe and most of the Moderate resorts.  But that magic costs substantially more money.  The average Disney hotel room is approximately a 350 square foot room with not a lot of space -- especially for a family of 4.

'Ohana House is just under 3000 square feet, with 6 bedrooms, 4 bathrooms, multiple living areas, gourmet kitchen, private pool and game room -- and a fraction of the cost of a Disney hotel room.  

At the end of long and fun day at the Parks, you get the peace and quiet of a private house and private pool -- not hotel hallways and lobbies full of tired and hungry guests running around everywhere after a long day at the Parks.  When you stay on-site, it's hard to hit the "pause" button.

This is even more important now with traveling in the post-Covid world. Having your own dedicated Villa and kitchen, and not crossing paths with other guests in common areas like elevators, hallways and lobbies means you are less likely to catch a germ while on vacation.  Our villa undergoes a 5 hour deep clean by a professional cleaning company adhering to all CDC and VRMA guidelines in between all groups.



By staying "off site" won't we lose some other benefits we would get by staying "on site" at a Disney hotel?

Yes, primarily 4 things -- but whether or not they are "benefits" is subjective based on your personal preferences and desires.

First, Disney transportation from a Disney hotel to the theme park.  That said, you will generally get to theme parks quicker from Windsor Hills then by staying at a Disney hotel (more on this below).  Once you park at a Disney theme park, hotel, or Disney Springs, you are certainly free to use Disney transportation to get around inside WDW.

Second, you will be able to make Fastpass+ reservations at 30 days, and not 60 days.  However, there are some work-arounds to this.  Note: Fastpass+ has been suspended due to Covid/re-opening policies for now.

Third, you cannot buy the "Disney Dining Plan" when staying off-site.  Whether or not this is a "good deal" is very subjective -- but generally you are pre-buying 3 large meals and many snacks per day, per person, including children.  Most guests (and ourselves) are hard pressed to use all of "credits" and much prefer to pay-as-we-go.  

And lastly, "Extra Magic Hours" is a benefit only "on site" guests get.  This basically means one park either opens early or stays open an hour or two late each week.  However, if it's an Extra Magic Hours night and you are already in the park, the only restriction is you may not be able to get on any rides. Otherwise, you're free to use that extra hour or two to walk around, grab a bite to eat or watch a show!



How does transportation work if we stay at Windsor Hills?

All of our guests use rental cars, and depending on the time of the year they can be as inexpensive as about $100 per week. We would be more then happy to help you find a great deal! Windsor Hills is the closest house rental community to Walt Disney World Resort.  With average traffic conditions, it takes approximately 10 minutes to reach most points in Disney World and about 15 minutes to reach Magic Kingdom. Windsor Hills does not have a community shuttle, but Uber and Lyft are readily available and cost about $10 each way.

By contrast, Disney hotel buses run every 15-30 minutes and make multiple stops before finally reaching the park. When we stay on-site at a Disney hotel, we usually factor in 45-60 minutes for transportation each way.


Does Windsor Hills have any resort-like ammenties?

Yes! As a guest of our house, you get full and complete access to everything in Windsor Hills: resort pools, hot tubs, the new $2m waterpark and splash pads (photos above!), 3 playgrounds, movie theatre, fitness centre, sports areas and courts, and the on-site store and pool grille!  Windsor Hills has a reception desk that is staffed 8am-10pm every day to assist you, and 24/7/365 manned and gated security.


How does check-in work, and what if we have questions or concerns after we arrive?

You will be sent everything you need about one week prior to arrival.  This includes a unique front door keycode and registration pass for Windsor Hills.  Once you arrive, you go straight to the villa and begin your vacation!  No lines, no waiting, and no driving to a vacation rental office to check-in.

Unlike most vacation rental owners, we employ a full-service property management company that has staff on-site in Windsor Hills all day. You will be provided with their contact information and should you gave any questions or concerns they will be addressed promptly and professionally, 24 hours a day.



Do you book guests from the UK?

Yes!  Most of our repeat and extended-stay guests are from the UK.  Before you book a huge holiday package deal with Virgin or TUI, we'd love to discuss options with you.  The big UK Disney travel companies are notoriously expensive, and we might have some clever ways to help save you some money.  Stays 14 nights or more qualify for discounts and other benefits.  Once booked, consider us your personal concierge: we'd be more than happy to assist with everything from rental cars to Disney tickets, and will be readily available to answer any questions leading up to and during your stay.


Can we rent multiple villas?

Yes! Should you decide to book with us, we will assist you in booking DIRECTLY with other reputable Windsor Hills villa owners, so that you do not have to pay exorbitant booking fees on Airbnb or other "big name" booking sites.


What does 'Ohana mean?

In case you aren’t a fan of Disney's classic Lilo & Stitch, the ancient Hawaiian term "ohana" in its literal sense means family. A person’s ohana can also include their best friends, neighbors, or anyone else who is special in their life.  'Ohana is also the name of the popular restaurant in Disney's Polynesian Resort -- just 10 quick minutes away for all of the delicious 'Ohana bread pudding you care to enjoy!!


What is the booking, refund and cancellation policy for 'Ohana House at Windsor Hills?

A booking simply requires a $300 deposit to secure your dates.  The remaining balance is not due until 60 days prior to your scheduled arrival.  After the remaining balance is paid, cancellations are no longer possible.  That said, it's not our goal to profit off of cancellations.  We have kids, jobs and busy lives of our own -- and we know things happen.  We would be more than happy to work with you in the unlikely event of a cancellation to find a solution.  We're proud to say we either re-scheduled or refunded the dozens of affected bookings due to Covid in 2020.  Additionally, when you book we offer standard travel insurance as well as "CFAR" (Cancel For Any Reason) travel insurance, provided through a third-party national travel insurance company for a competitive rate.