Residents in a self-described family vacation enclave near Walt Disney World told deputies they kept seeing a partially nude man in hallways and driveways. Their cameras kept recording. For weeks, nothing public happened.
Only later did investigators identify the man in the videos as Kevin Dale Westerhold, a 51-year-old Airbnb host whose listings sit inside the same gated resort where parents book townhomes for Disney trips. He now faces a criminal charge of exposure of sexual organs, according to reporting by Fox News Digital, which cites the Osceola County Sheriff’s Office.
What Deputies Say Happened
According to the sheriff’s office, deputies first responded in late January to a call on Grassendale Street inside the Windsor Hills Resort community in Kissimmee, Florida. Residents reported that a man was exposing himself in front of a residence.
In a statement quoted by multiple outlets, the Osceola County Sheriff’s Office said, “Witnesses provided statements and a cell phone recording showing a partially clothed male engaged in inappropriate conduct.” Local stations WFTV and WKMG, as cited by Fox News Digital, reported that the video allegedly shows the man performing a sexual act with a vacuum cleaner.
Deputies say the man left before they arrived. What they did have, according to those reports, was video and resident accounts. In another quoted statement, deputies described the recording this way. “The victims that observed this behavior provided a statement and a cell phone recording of a male, partially clothed, in front of a residence, engaged in a sexual performance with a vacuum cleaner,” the agency said, according to WKMG.
A separate complaint from the previous day described a nude man in a shared hallway. That incident, the sheriff’s office said, was captured on a Ring camera and later turned over to investigators. Additional Blink camera footage from residents allegedly showed similar behavior in common hallways, according to the same sheriff’s office statements summarized by Fox News Digital.
The sheriff’s office also noted that similar conduct had been reported to the community’s homeowners association the previous December. Public documents do not yet show how the association handled that earlier report or whether any action reached law enforcement at that time.
How Investigators Linked an Airbnb Host
After reviewing videos and resident statements, deputies identified the man in the footage as Westerhold, of Oviedo, Florida. A subsequent check of short-term rental listings showed that Westerhold and his wife were listed as hosts of Airbnb properties on Grassendale Street and nearby Almaton Loop, both inside Windsor Hills Resort, authorities told reporters, according to Fox News Digital.
Airbnb’s site allows individual owners or property managers to list homes and take bookings directly from travelers. The platform states in its policies that it can remove or restrict hosts who engage in “harmful or dangerous” behavior, but Fox News Digital reported that Airbnb did not immediately respond to its questions about this case.
Following the January reports, deputies obtained a warrant and took Westerhold into custody. The sheriff’s office told reporters that he was arrested on a charge of exposure of sexual organs and booked into the Seminole County Jail. Court records for the case were not included in the available reporting, so the exact case number, current bond status, and whether he has entered a plea were not immediately clear from public coverage.
Investigators have asked anyone with information about additional incidents involving the same individual to contact the Osceola County Sheriff’s Office. The agency lists its non-emergency and tip line contact information on its official site.
What the Charge Means Under Florida Law
The crime described in news reports matches language in Florida Statute 800.03, titled “Exposure of sexual organs.” Under that law, a person commits a first-degree misdemeanor if they “expose or exhibit” their sexual organs in a public place or on the private premises of another, or so near thereto as to be seen, in a vulgar or indecent manner, or if they are naked in public except at a designated place such as a clothing-optional beach.
The statute, which can be reviewed on the Florida Senate’s website at flsenate.gov, carries a maximum penalty of up to one year in jail and a fine of up to 1,000 dollars for a first-degree misdemeanor. Whether a convicted person serves jail time, receives probation, or enters a diversion program often depends on prior record, the details of the conduct, and judicial discretion.
Although deputies used the phrase “sexual performance” in describing the vacuum cleaner video, current reporting indicates that Westerhold has been charged with exposure of sexual organs, not a felony sex offense. There is no public information yet that he has been charged with any crime that would automatically require sex offender registration. That could change if prosecutors file additional or amended charges, but there is no public indication of that at this time.
As in any criminal case, Westerhold is presumed innocent unless and until the state proves the charge beyond a reasonable doubt in court or he enters a guilty or no contest plea.
A Family Vacation Marketed as a ‘Best Kept Secret’
Windsor Hills Resort is a gated community of individually owned vacation rental homes and condos near Kissimmee that heavily markets to Walt Disney World visitors. Its official site describes the community as minutes from Disney and calls it a “best kept secret” for families seeking resort amenities with the space of a home.
Within that setting, the conduct described by residents did not involve guests or minors in the publicly available reports. The complaints instead focus on behavior in shared hallways and in front of residences that neighbors could see from their homes or on camera systems.
The sheriff’s office, Windsor Hills Resort management, and Airbnb did not immediately respond to Fox News Digital’s questions about whether any guests raised concerns, whether listings associated with Westerhold remain active, or whether the community has changed any on-site security protocols.
Homeowners associations in Florida typically have the authority to issue warnings, fines, or pursue legal action against owners over rule violations. They can also work with property managers to address conduct that residents consider unsafe or disruptive. Public reporting in this case mentions that earlier behavior had been reported to the Windsor Hills homeowners association in December, but it does not include details about what, if any, steps the association took before law enforcement opened a criminal investigation.
Short Term Rentals, Cameras, and Accountability
This case sits at the intersection of three trends in Florida tourism communities. The rapid growth of short term rentals, widespread use of consumer surveillance cameras, and residents who live full-time among an ever changing stream of vacationers.
Platforms such as Airbnb and Vrbo promote host and guest reviews as a primary accountability tool. Airbnb’s public safety pages state that the company conducts certain background checks in the United States and that it may remove users reported for serious misconduct. Those policies are outlined at airbnb.com. The available reporting on Westerhold’s case does not say whether he had any prior criminal record or whether Airbnb has taken any action on his listings.
Meanwhile, inexpensive doorbell cameras and hallway systems like Ring and Blink are increasingly central to neighborhood disputes and criminal prosecutions. In this investigation, deputies cited resident provided recordings from multiple days as key evidence supporting the exposure charge. Those recordings are not public, so independent reviewers cannot compare each clip to the written descriptions provided by deputies.
For residents inside Windsor Hills, the fact pattern presented in news reports suggests a lag between when neighbors first reported concerns to their association in December and when an arrest occurred after additional incidents in January. The reporting does not show what conversations occurred in that interval among the homeowners’ association, security staff, property managers, or the short-term rental platforms that host listings inside the gates.
What Remains Unanswered
Several facts remain unclear from the public record.
It is not yet known whether any criminal charges beyond exposure of sexual organs will be filed, whether Westerhold has retained counsel, or how he responds to the allegations. No public statement from him or his representatives appears in the available coverage.
It is also not public whether Airbnb has suspended or removed any listings associated with Westerhold, whether the Windsor Hills association has taken independent action under its community rules, or how many prior complaints, if any, were logged before December.
Deputies have invited additional witnesses to come forward. Until more records surface, the case rests largely on what those hallway and driveway cameras saw, what deputies say they saw on the recordings, and how a criminal court ultimately interprets those images inside a resort community marketed as a “best kept secret” for visiting families.
