Win Win Vacation Homes

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Your next DISNEY vacation starts here. View selected photos of our vacation homes below or enter the vacation dates you have in mind to find available vacation homes that are perfect for you!

  • All Win Win managed vacation homes are in prestigious gated and guarded resorts very close to DISNEY World parks.
  • When staying at a Win Win managed vacation homes, you can feel safe and comfortably at home.
  • Instead of staying in a hotel for your next Disney vacation, you can stay at one of our beautiful vacation homes.
  • All our vacation homes have a private pool and hot spa that can help you relax after exhausting days at the parks.
  • Fully equipped kitchens give you the option of cooking your own meals when you are tired of dining out everyday.
  • Another beauty of staying at a vacation home instead of a hotel is that family and friends get to stay together and really spend quality happy times together.
  • When rent is shared across parties and friends, staying at a vacation home is actually way cost effective then staying at hotels.
  • With all the benefits of staying at a vacation home, what are we waiting for? Fill in the dates below and let us find that vacation home that is PERFECT for YOU!
Search Available Vacation Homes
Emerald Island Resort Welcomes You!
Emerald Island Homes
Windsor Hills Resort Welcomes You!
Windsor Hills Homes