Welcome to Chillax Inn
Chillax Inn is a vacation rental and property management company helping families enjoy memorable stays near Walt Disney World while helping vacation-home owners market and manage their rentals.
Founded by hosts Brent and Michelle Ogden, Chillax Inn grew from their own experience owning and operating a vacation home. Today, the team brings that practical hosting perspective to every guest stay and owner relationship.
Choose the experience you need, whether you’re planning a stay or looking for support with your vacation rental.
01
Vacation Homes Near Disney
Explore family-friendly homes in Kissimmee and Davenport, with features such as private pools, game rooms, or themed bedrooms depending on the listing.
02
Booking & Marketing
Get help promoting your rental and generating bookings through the Chillax Inn website while retaining responsibility for day-to-day operations.
03
Full-Service Management
Choose broader support for guest communication, calendar management, pricing, reporting, and other property-management needs.
The Chillax difference
Real hosting experience, thoughtful homes, and service options shaped around owners and guests.
Who we serve
From family getaways to hands-on rental owners, we help people make more of their vacation-home experience.
The people behind your stay
Brent and Michelle Ogden started hosting in 2019 after investing in their first vacation rental in Windsor Hills, Kissimmee. Their experience as property owners inspired them to help other owners and create welcoming stays for guests.
Founder and host, bringing hands-on small-business and vacation-rental experience.
Founder and host, with a passion for decor and creating memorable guest spaces.
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Our story
Built from the
experience of
hosting.
Chillax Inn grew from Brent and Michelle’s first short-term rental investment into a
business built around two connected goals: creating memorable stays for guests and
helping owners operate successful vacation rentals.
Today, the company offers its own vacation homes alongside management and
marketing services for other owners.
Browse homes, compare amenities, and review each listing for location, capacity, and availability.
Guests can contact the team with booking questions. Owners can request an initial conversation about their property.
Owners review the available management option, service scope, and agreement before onboarding begins.
At a glance
Quick details about the company, services, and ways to get in touch.
Company | Chillax Inn |
Type | Vacation rentals, Booking and marketing, Property management |
Founded | 2019 |
Founders | Brent Ogden and Michelle Ogden |
Location | Davenport, Florida, USA |
Website | www.chillaxinn.com |
Core offering | Vacation homes near Disney World and rental-owner support |
Services | Vacation Home Rentals, Booking and Marketing Services, and Full-service Property Management |
Communication | brent@chillaxinn.com; 402-340-5117 michelle@chillaxinn.com; 402-340-5118 |
Competitors | Windsor Hills Private Rentals | Magical Vacation Homes | Debbie’s Villas | Villa Direct Froida Vacation Homes | Orlando Vacation Homes | Global Vacation Rentals | Nova Vacation Homes |
Social | Chillax Inn LinkedIn |
Need to know?
Homes are offered in the Kissimmee and Davenport areas of Central Florida, near Walt Disney World and other Orlando attractions. Check each listing for its exact location.
Depending on the home, amenities may include private pools, game rooms, and themed bedrooms. Review the individual listing for the exact features and guest capacity.
Yes. Owners can ask about booking and marketing support or full-service vacation rental management, depending on the level of support they need.
Current website pricing and terms should be reviewed on the Property Management page and confirmed with the team before entering an agreement.
Sleep up to 9, 4 Bedroom, 3.5 Bathroom
