Logo

Professional Winter Park Property Management Services

Choosing the right property management company for your vacation rental home just got a lot easier.

Free Analysis. Discover what your property can make.

Winter Park Property Management Services

Winter Park Escapes is the premiere full-service Winter Park Property Management company for vacation rentals for over 20 years, specializing in 3 bedroom and larger luxury properties around the Winter Park area. Voted Best Management Company In Grand County for consecutive years along with the prestigous award for the top 10 rental management companies in the U.S. As local vacation homeowners ourselves, we know exactly what it takes to be successful and meet the high expectations of our homeowners and guests. Our extensive 24/7 white glove service and unique benefits are the absolute best in the industry, far exceeding what is offered through traditional rental management companies. Our team offers a proven marketing strategy, low management commissions and no additional hidden fees or startup costs since we include everything in our program along with our dedicated revenue management team that generates considerably higher rental income for our homeowners. Taking care of your property is our #1 priority and we will treat your home like it's our own ensuring that it is always in top notch condition through personalized housekeeping, maintenance and inspection staff, including a substantial discount for homeowner housekeeping.


The vacation rental industry changes daily and our cutting-edge services and technology that allow us to always stay ahead of the competition and provide a world class service at an affordable price. We are the only property management company that provides an exclusive "RAD" program for discounted activities, restaurants, transportation, and equipment rentals for our guests and homeowners at some of the most popular attractions the area has to offer. We also cover up to $3000 of accidental damage with every reservation without any deductible or additional cost. We take care of everything for our homeowners, and provide a state of the art owners portal that provides full transparency and performance. Our boutique style service allows us to limit the number of hand picked property we manage allowing for a personalized experience that is unmatched. We are fully staffed with the most experienced rental management team in the area who is always available, so you are not just another number like most franchised companies. We do not require any long term contracts and our dedicated onboarding team will assist you every step of the way to simplify the process of getting rental ready including licensing and all permits. Maximize your property investment and rental income potential by joining the Winter Park Escapes family today! Please contact us for more details about our Winter Park property management services and to get a FREE detailed rental income estimate of your existing property or one that you are considering along with the top performing neighborhoods in the area.

For Winter Park Homeowners

Your property, at your fingertips. Log in to your owner account anytime.

Owner Login

Escape the Ordinary With Winter Park Escapes

Real Client Testimonials

Evan B. user verified

As an owner, I couldn't imagine hosting short term guests without Winter Park Escapes management. Winter Park Escapes is highly responsive, hard working, and always bends over backwards to take care of our guests. Winter Park Escapes is the perfect partner for managing short term vacation rentals.

Michelle D. user verified

Winter Park Escapes makes everything about renting my condo super easy. They are relentless in their focus on quality and service and could not be more responsive when I need them.

Mike C. user verified

Great company to work with. They are extremely responsive and offer wonderful properties. Winter Park Escapes is very helpful and goes above and beyond to make every stay great.

Ranae S. user verified

We had the most amazing family vacation in Winter Park! We stayed in a beautiful home tucked in the mountains, and Winter Park Escapes was fantastic to work with and very accommodating. We have already booked a return visit.

Lois L. user verified

Thank you for the many great years of support with my Winter Park, CO investment. Your team is always responsive and I love having a dedicated housekeeper, inspector and maintenance people to ensure my home is always in top notch condition. I appreciate you so much!

Pam H. user verified

We moved over from another management company after years of low rental performance, high expenses and constant cleaning issues. Winter Park Escapes turned around our property and increased our rental income by over 50% the following year. They include everything in there rental program which has saved me alot in additional expenses and the home always looks pristine.

Frequently Asked Questions

Got questions about how we manage our properties?

View Our FAQ