Florida’s reputation for bizarre arrests just got a whole lot weirder.
One family vacation spot near Disney World turned into a crime scene after neighbors called 911.
And a Florida man got caught making love to his vacuum near Disney World and what police found next made jaws drop.
Families Staying at Disney Resort Watched in Horror
Kevin Dale Westerhold thought nobody was watching when he stepped outside his Airbnb with a vacuum cleaner on January 22.
The 51-year-old was dead wrong.
Horrified witnesses at Windsor Hills Resort — a gated vacation rental community just three miles from Disney World — watched Westerhold engage in what police later described as a “sexual performance with a vacuum cleaner.”
Multiple families staying at the resort captured the incident on their cell phones while Westerhold stood partially clothed outside a residence on Grassendale Street.
By the time Osceola County Sheriff’s deputies arrived, Westerhold had fled.
But those cell phone videos told investigators everything they needed to know.
https://twitter.com/AmericaReal3/status/2016670672513020229?s=20
Detectives Uncovered a Pattern That Should Terrify Airbnb Guests
Westerhold and his wife don’t just live at Windsor Hills Resort.
They operate multiple Airbnb properties inside the gated community.
Detectives started digging and discovered complaints about Westerhold stretching back to December.
Residents reported seeing him walking completely nude through shared hallways on January 21.
Ring doorbell cameras captured footage of Westerhold appearing partially clothed or fully nude near other residences throughout the resort.
Multiple neighbors described similar behavior by the Airbnb host.
All those incidents had been reported to the homeowner’s association.
Nobody called the police until families watched him perform sex acts with household appliances in broad daylight.
Families paying premium prices to stay near Disney World had been dealing with a sexually deviant Airbnb operator for weeks.
The homeowner’s association knew about it and did nothing.
Westerhold Now Faces Charges That Could Send Him to Prison
Detectives obtained an arrest warrant and tracked Westerhold to his home in Oviedo — about 35 miles from the resort — on January 27.
He was charged with exposure of sexual organs, a first-degree misdemeanor in Florida.
Westerhold posted a $2,500 bond and is awaiting his February court appearance.
Florida law doesn’t criminalize simple nudity.
But exposing yourself in public or on private property in a “vulgar or indecent manner” can land you behind bars.
A first offense carries up to one year in jail, one year of probation, and a $1,000 fine.
A second conviction becomes a felony — five years in prison, five years of probation, and a $5,000 fine.
Westerhold refused to comment when reporters tried reaching him.
Osceola County Sheriff’s Office detectives are asking anyone else who witnessed similar incidents to come forward.
They believe there are more victims who haven’t reported what they saw.
https://twitter.com/chillin662/status/2017259093979730043?s=20
Windsor Hills Markets Itself as Safe Family Destination
Windsor Hills Resort advertises itself as a “safe, comfortable, and enjoyable environment” for families visiting Disney World.
The gated community boasts 24-hour security, a water park, playgrounds, and thousands of vacation rental properties.
Families from across the country book stays there specifically because it feels secure.
Many properties feature Disney-themed bedrooms for children, game rooms, and private pools.
The resort sits less than three miles from Magic Kingdom.
Now those same families are learning their Airbnb host was allegedly exposing himself throughout the property while their children played nearby.
The security gate didn’t stop him.
The 24-hour staff didn’t catch him.
And the homeowner’s association sat on complaints for weeks.
This isn’t some random Florida Man story about a drug-fueled rampage or a bizarre theft.
This is a systematic pattern of sexual deviance at a family vacation resort.
Westerhold had access to multiple properties as an Airbnb host.
He knew families with young children were staying in units all around him.
And he allegedly spent weeks exposing himself anyway.
Florida Man Phenomenon Keeps Getting Worse
The “Florida Man” meme exists for a reason.
Florida’s expansive public records laws make arrest details more accessible to journalists than in any other state.
That transparency creates an endless stream of bizarre arrest stories that wouldn’t make headlines elsewhere.
In 2025 alone, Florida Man hijacked a tourist train while high on meth, got arrested inside a Chuck E. Cheese costume for credit card fraud, and offered deputies vodka spritzers during a police chase.
One man dressed as Batman stopped a burglar in his own home.
Another tried crossing the Atlantic Ocean in a homemade hamster wheel vessel.
But Westerhold’s case stands apart.
Most Florida Man stories involve drugs, alcohol, or impulsive stupidity.
This involved calculated sexual deviance at a family resort over multiple weeks.
Westerhold knew exactly where he was and what he was doing.
He chose a vacation rental community filled with children.
And he kept doing it even after the homeowner’s association received complaints.
That’s not Florida Man chaos.
That’s predatory behavior.
Families booking Airbnbs near Disney World deserve better than this.
Westerhold’s February court date can’t come soon enough.
Sources:
- Chris Harris, “Florida Man Arrested for Exposing Himself in Public and Fornicating With a Vacuum,” Us Weekly, January 29, 2026.
- Anthony Talcott, “Central Florida man caught in ‘sexual performance’ with vacuum, deputies say,” ClickOrlando, January 28, 2026.
- Jake Jordan, “Man arrested for performing sex act with vacuum cleaner at Kissimmee resort, officials say,” WFTV, January 28, 2026.
- Osceola County Sheriff’s Office, “51-Year-Old Man Arrested After Alleged Multiple Indecent Exposure Incidents at Kissimmee Resort,” Positively Osceola, January 28, 2026.
- “5 craziest ‘Florida man’ crime stories of 2025 that sound fake — but aren’t,” Blaze Media, January 2, 2026.
