Winter Park Vacation Rental Owners

Homes for rent winter park

Renting Your Vacation Home With Winter Park Lodging Company

We love our owners, and they tell us that they love us!   Winter Park Lodging Company is a full service vacation rental management company owned by Chris and Sarah Bradford.   As Winter Park homeowners themselves, Chris & Sarah have personally experienced the challenges of rental management themselves, and in 2005  decided to offer a new model for owners to maximize your rental income and have a good experience doing so.

We now manage over 150 condos, homes & town homes at the base of Winter Park Resort, in Downtown Winter Park and in Fraser.

Over the past several years we’ve seen great success and have grown to a  team of 40+ dedicated and enthusiastic staff members who are experts at providing outstanding guest services and trained in the best practices of sales.

Our goal is to ensure that all of our guests and have an experience beyond their expectations (in a good way!) and to a provide a profitable and pleasant experience for owners.   We market your property, book guests, and handle everything from guests checking in to any issues that may arise.


How we are different from other property management companies:

  • We encourage our owners to use their homes throughout the year and it’s easy to block dates with our online calendar.  Our online owner portal also allows you to view your monthly statements and property bookings; we also give you the option of receiving an automated email from us you every time a new booking is made in your property.
  • We have a dedicated owner relations team that works hard to get to know you, and your property.  We also deal with any maintenance issues or questions you have quickly and politely, and always keep you abreast of any items that require attention that we discover during routine property care inspections and upkeep.
  • We require each guest to purchase a security deposit waiver.   Why is this better than the traditional security deposit? Because if the guest damages the property and they report it, we find it or you report it, we get it fixed and you aren’t charged and neither is the guest.  Makes for happy owners…and happy guests.
  • We speak with each guest on the phone and screen them to be sure they are the right renter for your property.  When a guest books online, we always call and speak with them directly.
  • We have a sophisticated marketing plan which includes a high degree of internet marketing and direct marketing to our large email contact list. 
  • We charge a low commission which includes linen service, cleaning, supplies, and any accidental damages the guest causes.


To learn more about Winter Park homeowner services and company values, CLICK HERE.



Contact us today

For more information, contact us toll free at (800) 756-5509, or email to hear more about how we can help you maximize your rental income while keeping a smile on your face when you visit your cherished second home!