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Cottage Rental Agency


The Sandestin Investments, LLC family of companies also includes Cottage Rental Agency, the original short-term property rental agency for the idyllic town of Seaside, FL. Created by the town’s founder 30 years ago and located along the sugar-white strand of beaches that front Scenic Highway 30A, CRA continues to be the market leader with the largest inventory of rental homes in Seaside and a growing management presence along Scenic Highway 30A. As such, we present an exciting opportunity for potential employees with Marketing, Rental Owner Relations, Rental Sales Management, Administrative, Engineering and Housekeeping positions. Our standout track record in the area, including the highest guest satisfaction rating and the most return visitors, creates a highly desirable guest experience that results from the exceptional work from professionals known for their drive and follow through. If you want to work in a place known for a family-friendly lifestyle, smart urban planning and that was the co-star of the Jim Carey film “The Truman Show”, then apply now for a position that will let your star shine brightly!

Rental Sales Managers

We sell more room nights than anyone other rental agency on 30A in an award-winning destination USA Today called one of the “Top 10 Best Beach Towns in Florida.” With a track record of 30 years of outstanding performance, CRA manages a coveted inventory of hundreds of cottages in our home base of Seaside and beyond. As a Rental Sales Manager with our industry-leading agency, you will be given the opportunity to sell the attributes of the beautiful Emerald Coast as you fulfill key duties including onboarding units and managing sales. With lofty sales goals and a fast paced environment, we are looking for professionals who can not only set up a deal, but close one, and then keep that guest on the program for years to come. Set your career on a growth track at CRA.


Being Seaside’s original property management company created by the town’s founder 30 years ago means our roots run particularly deep in this coastal gem. Today the bonds are even stronger as CRA remains the town’s only rental agency with an office in Seaside, so we can be right there when you need us. Our managers oversee CRA’s more than 50 employees, playing a key role in sales as a closer as well as managing cottage rentals, engineering and housekeeping. As a CRA manager, you can make a difference every day keeping a proud tradition going in an area recognized by Leisure Magazine as one of the “Best Beaches on Earth for Families.”



Having the largest inventory of homes of any short term property management company in Seaside and the surrounding areas, also requires us to maintain a team of top engineering professionals to keep the rental cottages under our care in excellent condition. Experts in plumbing, electrical, HVAC, pool maintenance, and winterizations are always on our radar. We promise challenging and rewarding work paired with the opportunity to develop technical and interpersonal skills every day. As part of our internal team of professionals, you’ll also benefit from year-round work, flexible schedules and the chance to work with the number one name in 30A cottage rentals.


We help vacation dreams come true for more than 100,000 guests every year. A part of that mission involves ensuring the rental cottages on our program are clean, well maintained and create a memorable setting for our guests. As a member of the Cottage Rental Agency housekeeping team, you play a vital role in the overall guest experience. We offer our staff extensive training on how to maintain a safe and healthy work environment, including fire safety and earning a certification in chemical handling. Opportunities for growth and advancement are also part of our professional environment as well as the opportunity to support and cross train in other CRA departments.


If you do not see a job that meets your needs or expertise, please enter your name and email to receive updates from Human Resources on all of our new openings.

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