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Property Sales

Windsor Hills has been one of the Disney World area's most popular vacation home communities for almost 14 years

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Property Rentals

Windsor Hills Resort consists of 2-3 bedroom vacation condos, 3 bedroom vacation townhomes and 4-6 bedroom vacation homes.

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Property Management

Our property management partner has the lowest booking and management fees while still providing the highest level of service for our guests and owners

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Meet our team

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Bryan Rogers

Bryan Rogers

Broker/Owner

Bryan Rogers

Broker/Owner

Bryan has been a Florida licensed real estate agent for 20 years. The last 13 of that has been as a licensed real estate Broker and owner of Holiday Realty LLC, one of Florida's most respected vacation home sales firms.

Brad Rogers

Brad Rogers

Realtor/Marketing Director

Brad Rogers

Realtor/Marketing Director

Brad is Holiday Realty's marketing director and has been a Florida licensed real estate agent for 5 years.

Our mission

Holiday Realty, it’s owner and associates believe that the best way to serve our clients is to educate them.¬†Understanding the current market as a potential buyer or seller of a vacation is the most important factor to buying or selling your property for the right price.

We use our over 25 years of combined experience in the Orlando vacation home market to insure that when you buy or sell your property you leave nothing on the table.

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