Vacation Rental Condo in Windsor Hills Condos, Kissimmee, FL

3 Bedrooms, 2 Baths, 1 Floor

Sleeps up to 8 guests







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(407) 877-0777Daytime

Ask for David Robinson between 9AM-7PM EST

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Oh, yes! 204B! It's Beautiful! Every property has a story to it, as we like to say. Well, 9 Months after we bought and opened Vacation Home 204 right directly across the parking lot from here, we had jumped into the 3 bedroom game successfully, and we knew what we had to do next. So we had TWO 2 bedroom condos and ONE 3 bedroom condo at the time (204). It's 2008 and real estate is tanking everywhere! To round things out, we wanted to find one more 3 Bedroom vacation home. That would make it two of each type, and then we would be done buying condos and could move on to the next goal: Townhouses. (Which is eventually exactly what we did - the power of setting goals!) Again, we wanted the LARGEST floorplan of 3 bedroom condos, the 1,450 Sq Ft floorplan. When 204B came on the market, it couldn't have been better for us. Here was another large 3 bedroom, and it was literally RIGHT ACROSS THE WAY from our original 204, which means that families traveling together could stay so close to each other that they could talk to each other from the balconies. Each unit is a MIRROR IMAGE of the other across the street. We added the "B" to it's number because we already owned a 204. There is no "B" over the door marking it as 204"B", this is just how WE keep the two #204 units straight. This unit had a great rental history, but the owner had overpaid for the unit - paying almost $211,000 for it back in 2006. With real estate prices falling by 2008, this is one unit that we probably overpaid for also - probably our "worst" purchase deal as far as the price we paid $195,000 (too high), but we wanted it badly because it was in such GREAT Condition and in such a PERFECT location as it relates to our other 3 bedroom unit. Also, we do not plan to sell any of our homes, so purchase price to us is almost irrelevant, we look down the road 30 or 40 years and we will still be holding our homes. Now of course, it has all turned out fine, but at the time we were overpaying for this home on a price per sq ft basis. We closed on it in May of 2008, paid $195,000 for it, and it has been our BEST 3 bedroom unit in terms of rentals. Guests LOVE 204B. It has a furnishing charm and look that is unlike any other home we built previous to it. We made it UNIQUE and kept the kids in mind when building it out. Looking back today, this unit was primarily a purchase to round out our 3 bedroom Condo holdings, and yet it has turned out to be a fabulous home that is highly successful, as we have many families who ONLY want to stay in 204B. A Beautiful family friendly home that is loved by all. While this home is not close to my heart like 204 is, it is an incredible and our most sought after 3 Bedroom condo vacation home year after year. I try to forget about what we paid just to acquire this one! Enjoy 204B and that glorious sunshine that floods onto the screened in balcony/porch every morning as you sit out and enjoy your coffee. -Dave

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What Our Guests Are Saying

  • Close to Disney and lots of great places to eat

    My family of five stayed at this property for 7 days in May, and it was great in every way. From a fantastic price, to perfect location (you are at a WDW park within 10 minutes, even with traffic) more.

    Bill of Brainerd, MN US
    Reviewed May 22, 2018

  • Real nice stay!

    Located in very special area, close to the best atractions in Orlando, em appartment confortable with laundry machine, TV, refrigerator everything that a Family need! The Windsor Hills offers more.

    Luciano of Anywhere, FL US
    Reviewed Jan 28, 2018

  • Family Disney Vacation

    My family and I are Disney annual passholders so we're in the area relatively frequently. I have to say that David and Patti's unit is, hands down, one of the best units we've stayed in. Everything more.

    Yolmi of Miramar, FL US
    Reviewed Aug 24, 2017

  • Great Place for a Family

    This condo is great for a family who needs to spread out and have their own space when relaxing. The washer and dyer is an added bonus and helped keep us in clean clothes for the rest of the week. We more.

    Kaye of Morganton, NC US
    Reviewed Jul 23, 2017

  • Great place to stay

    We enjoyed our stay at Windsor Hills. We didn't physically meet David but there was no need to. We had no issues with the property and access to it. David provided all the instructions in detail. more.

    Fred of Austin, TX US
    Reviewed Jul 8, 2017

  • We loved it!

    My family and I enjoyed staying here. The condo was clean and perfect. It felt like home. We will definitely be recommending this place to family and friends.

    Brandi of Pearson, GA US
    Reviewed Apr 30, 2017

  • Windsor Hills Return Visit

    Once again we had a great time at Dave Robinson's unit in Windsor Hills. We had rented a 3 bedroom townhouse for our family of 8 in November of 2015. But, the two of us returned last week for one more.

    Shirley of Reeseville, WI US
    Reviewed Jan 29, 2017

  • Perfect

    Windsor Hills 204B was perfect for our family vacation. It's the perfect area for families and the resort offers many amenities. The three bedroom condo was perfect and exceeded our expectations. more.

    Tonya of Bakersville, NC US
    Reviewed Nov 27, 2016

  • Excellent value for family vacation

    Our big family had a great stay. Thank you for providing such a great value!

    Donna of Marietta, GA US
    Reviewed Oct 4, 2016

  • 5 Star review

    What a great deal! We had a great time (minutes from Disney) in this beautiful unit. My 10 year old was begging to leave the parks to go back to the condo and swim! The gated community was nice and more.

    Angie of Ackworth, IA US
    Reviewed Oct 9, 2012

The Latest From 3 BR WINDSOR HILLS 204B

Amenities & Accommodations

Windsor Hills is an amazing and beautiful place! What most guests don’t hear that much about is Each and EVERY Condo Owner pays $4,728 per Condo unit in HOA (Home Owners Association) fees per year – That’s a LOT of money dedicated to keeping Windsor Hills looking the BEST of any Condo or Townhouse Community anywhere near Disney. We ourselves own enough units that we pay $78,768 PER YEAR to the HOA in order to keep Windsor Hills looking the BEST for your visit. The Pool and hot tub, the Pool Slide, the Clubhouse, Golf Putting Green, Volleyball Courts, Playgrounds, Movie Theater, Basketball Courts, Tennis Courts, Ping Pong tables, Game Room, On Property Convenience Store, Guarded Gate House, you name it. Windsor Hills is the BEST, and we want you to come visit and stay at any of our units so you can see why. We feature Free internet, King Beds, HDTV Flat Screen TV’s, KEYLESS ENTRY, and MORE. You and your family will LOVE it! We take great pride in our units, we live locally (not “out of state” or WORSE “Out Of The Country”.) right here in Florida, just a few minutes from Windsor Hills. This allows us to be in the units regularly to be sure they are constantly REFRESHED and in Tip Top shape. We are also the only units at Windsor Hills with the Windsor Hills Exclusive CLEANLINESS GUARANTEE. –Dave

Vacation Rental Condo Amenities

    • Cable TV
    • Entertainment Center
    • DVD Player
    • Deck
    • Hot Tub
    • Pool
    • Air Conditioning
    • Central Heating
    • Game Room
    • Full Kitchen
    • Microwave
    • Washer/Dryer Unit
    • Bar
    • Telephone (Local Calls)
    • High Speed Internet
    • Wireless Internet


Rental Policies and Conditions

Payments Accepted

Credit Cards

Minimum Stay

A minimum stay of 1 night required during standard rental dates.

All currencies are shown in USD.

STANDARD WINTER/SUMMER RATES:   These are the LOWEST BASE RATES that are charged during this period.  In the event a week remains unbooked, that week can be LOWERED to the STANDARD RATE at any time.  

SPECIAL RENTAL RATES:  These are the CURRENT rates being charged for the listed dates or season - and can change DAILY.  


Rates may vary depending on holidays, seasons, or special events. Please click "View Rates" above to view detailed pricing.

Availability & Booking