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Property Management Services Real Estate Services


Winter Park Escapes is the premiere full-service Winter Park Property Management company for rental properties since 2006, specializing in 2 bedroom and larger luxury properties around the Winter Park Resort base and downtown Winter Park areas. As local vacation homeowners ourselves over the years, we know exactly what is required 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 best in the industry, far exceeding the services of traditional rental management companies. Our team offers a proven marketing strategy, low management commissions and no additional hidden fees which generates considerably higher rental income for our homeowners. We are the only property management company that provides over $400 of FREE activities and equipment rentals everyday of a guest or homeowner stay at some of the most popular attractions the area has to offer. We have designed our local boutique style company to remain small purposely, and not get overwhelmed by trying to manage to many properties like most rental companies, allowing us to provide a 5 star service that cannot be matched. Please contact us for more details about our Winter Park property management services and to get a FREE detailed rental income estimate of your property.

The Winter Park Escapes Advantages

State of the art reservation management system with no booking fees

We cover the cost of minor maintenance and repairs

We provide a low management commission with no additional hidden fees

Extensive menu of discounted concierge services and resort discounts

We collect and remit all lodging taxes for your property

24/7 personalized support before, during and after a reservation

Secure keyless entry with expiring codes for each reservation

$3000 of additional property protection to keep your home looking new

We screen our guests and use special technologies to avoid damage and missing items

We cover the cost of HD photography, 3D floor plans and drone videos

We provide a 50% discount on housekeeping for owners and cover all supply costs

Professional and personalized maintenance and housekeeping, with one person assigned to your home

99% of our guest’s reviews are 5 stars

Rate optimization software to maximize rental income

FREE Alexa virtual concierge speaker for hospitality to assist guests

We do not charge any setup fees and will assist in getting your home rental ready

We supply all of the high quality towels and linens

Partner with a local fellow homeowner

We cover the cost of the spring deep clean

Local company and expertise with no long-term contracts

Real Client Testimonials

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.

Evan B.

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.

Michelle D.

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 your stay great.

Mike C.

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 very accommodating.

Ranae S.

Thank you for the many great years of support with my Winter Park, CO investment. I appreciate you so much!

Lois L.

We used Winter Park Escapes for our ski vacation. They were wonderful to deal with and Winter Park Escapes was very responsive to all of our needs. We will definitely be back!

Pam H.