Come home to Windsor HillsFree Water ParkJust 2 miles from Walt Disney World!

Come home to Windsor Hills

Stay at the exclusive, 5 Star, gated resort of Windsor Hills

Free Water Park

Fun for the whole family!

Just 2 miles from Walt Disney World!

Close to Universal, Sea World and Legoland too

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Rates & Calendars

Check out our calendars to see if your dates are available.
See how affordable renting one of My Condo Near Disney really is.

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Our Condos

Our condos are newly updated with modern decorating, comfortable furnishings and a well appointed kitchen. Check out the photos! (more…)

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Windsor Hills

A Windsor Hills Vacation is affordable luxury, closer to Walt Disney World than any other private resort
Now with a new waterpark!
Windsor Hills is the perfect place for playing or relaxing after visiting all that Orlando has to offer.


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To find out more about our place or for detailed information about your visit, use the contact form below.

You can also email us directly at


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Welcome Home!

We have taken care of everything for your stay!

Our two bedroom, two bathroom condos are spacious, bright and comfortable. They have all the comforts of home including:

  • Fully equipped kitchen including large refrigerator, oven and stove, microwave, coffee maker, plates, utensils, glasses…the works!
  • Strollers, Pack-N-Play and high-chair
  • Large, comfortable couches, chairs and love-seat
  • Flat-screen TVs with cable and a DVD player
  • Free games, books and toys
  • Free high-speed WiFi
  • And lots more!

Check out the photos and see all the amenities now >>

The Windsor Hills Resort access includes:

  • Full access to the water park, slides and splash area
  • Secure, gated entry, staffed 24 hours per day
  • Large lagoon-style pool with zero-depth entry
  • Hot tub/spa (that’s actually hot)
  • Movie theater with FREE movies that you can choose to watch on the big screen
  • Themed playgrounds
  • Snack and gift shop (that stocks sodas, beer and wine as well as hot foods like loaded french fries)
  • Basketball, tennis and beach volleyball court
  • BBQ and picnic area
  • Gym and fitness room with lots of exercise equipment
  • Arcade and game room
  • Ping pong tables
  • And more!

See photos and all the resort has to offer now >>

See what our guests are saying about their stays:

  •   Great place and Great location!

    thumb Kylan

      Amazing cozy place to relax and enjoy. Definitely a Five Star place. They had everything we expected. We definitely would back to rent for our next vacation.

    thumb Juanita

      Brian & Amy Thank you so much for opening the doors of your beautiful and pleasant apartment for us. Although it was a very short stay we had a wonderful night of sleep. The apartment has everything that a family needs to enjoy their stay. Brian and Amy has a fast and effective communication and are very kind, it is such a pity that we did not have the chance to meet them this time. The community is so beautiful and well maintained with so many attractions and you do not have to pay any extra fees like the resorts around Orlando and Kissimmee. The location is fantastic, they are just 1 min from a Walmart and 2 min or even less from one of the most known avenue in Kissimmee with plenty of restaurants, shops, amusement park tickets shop and much more. As a hospitality professional and as a guest I give yo (Website hidden by Airbnb) Thank you for everything and hoping to come back very soon. God bless you and your family!

    thumb Camila
  •   Wow. Amy and Brian’s place was a treat. It was better than we expected! Amazing location, great amenities, and just a fantastic vibe throughout the complex.

    thumb Martin

      This place was immaculately clean, centrally located and Amy and Brian are excellent hosts! We will definitely be back!

    thumb Christopher

      Amazing space. Very thoughtful hosts

    thumb Jordan
  •   This place is a true gem! Amy and Brian are exceptional hosts and a beautiful, clean and comfortable home to offer their guests. We stayed here with our 2.5 and 5.5 year old and they keep asking “when can we go back to the Florida house?” The pool and splash pad were also a huge hit with our family as well!!

    thumb Rebecca

      We really enjoy staying here. Great accommodation! Beds were super comfy.
    Awesome place to stay! Everything you need in a great location!

    thumb Soraya

      Amy and Brian were very accommodating hosts! Super fast to respond and very helpful!
    They’re place was very clean, things were labeled so were easy to find and it was a very comfortable place!
    The pool area was amazing as well as the other amenities. I highly recommend staying at Amy and Brian’s!!

    thumb Michelle
  •   Fantastic place to stay in the DisneyWorld area. So close the parks but also shopping which made our stay so easy. The condo is large and well appointed, had everything we needed. Fantastic pool area as well. Great communication, great value for money, would definitely stay again!

    thumb Peggy

      This condo is located in a very nice and secure gated community. The condo was very quiet (did not hear any neighbors) and the bed was very comfortable / plush. It really is a short 20 minute drive to Disney and lots of great restaurants in a 5 mile radius. (Walmart is also very close and a great place to purchase Disney and Orlando souvenirs at a huge discount and if your renting a car do not pay for the gas up front cause the gas prices at Walmart are low and you can fill the car for a lot less) the pool is a really short walk from the condo and it was a ton of fun! We made sure to spend time in the pool daily as it really helped to keep us cool. There is a fan in the closet if you like it cooler (the lowest air conditioning temperature setting is 72 degrees which is fine for anyone from a warm climate but we are from a cool climate and our blood has not thinned out yet (May 2019) so the condo was a little too toasty for our liking as we normally keep our home at 65 degrees this time of the year, so the fan really came in handy for us. We loved the children’s books, the stroller, and the pool toys (we even left a few behind too) and there was a Disney popcorn bucket in the kitchen cabinet that you can take to the Disney parks and refill for only $2 (you can even refill with gourmet popcorn at Epcot for $2 too! Lots of extra blankets and pillows if you need them in the closets. There were small things like a sewing kit, scissors, bandages, safety pins, and more that I won’t have to pack next time. A truly amazing condo that you will want to rent again and again! Thank you Amy and Brian!!

    thumb Kathleen

      This was a great place for our family to stay for our first trip to Disney. The condo had everything we needed, and the amenities of the resort were great...including the pool that our young children really loved. We'd definitely recommend Amy & Brian's condo to family and friends!

    thumb Ryan
  •   Amy and Brian have a wonderful condo with great amenities. Place was very clean and it’s very close to Disney

    thumb Karthick

      My two boys, husband and mother in law stayed here mid February and have not one complaint! Brian and Amy were amazing hosts - from their spot on communication to having little things around their house to make it feel like home (popcorn, games, books and comfy couches!) The beds were very comfortable and the kitchen was fully stocked with every pot and pan one would need to cook with!

    The pool was great, although I do recommend getting their early to get a chair as a lot of larger families would section off chairs to hold.

    I would highly recommend Brian and Amy’s place— we cant wait to come back!

    thumb Ashley

      Our stay at Amy & Brian's home was wonderful! They made our stay as easy and as comforting as they could. We highly recommend their home and will most definitely be coming back here!

    thumb Venelisse