Meet the Team

Mission Statement

Key West Residential Property Management is in business to provide the highest level of property management services to our customers. Our company is the most experienced in Key West with the most responsive and fast service.

Our sales division has expertise in helping you acquire quality investment properties. We know from our experience in property management what would be the best value for your investment based your needs.

Meet Key West Vacation Properties and Realty Team Members

Jaime Caballero

Real Estate Broker

Jaime Caballero, a native of Key West, has been involved in property management since 1985. Jaime has over 30 years experience in the real estate industry. In 2009 Jaime became a real estate broker and started her own company, Key West Vacation Properties & Realty. Later that same year she opened Key West Housekeeping Services to better serve her clients. In 2012 she opened Key West Residential Property Management in order to expand her long term property rental pool.Jaime is very active in National Association of Realtor, Florida Realtor, Key West Association of Realtor. She has been active NARPM and has worked with the organization to help promote best practices for property management. Read more about Jaime


Alexandria Caballero

Real Estate Agent

As a born and raised Conch from Key West, Alexandria has extensive knowledge of the Key West area. Alexandria has successfully represented clients in real estate transactions while also managing Pelican Landing Resort. Whether representing a buyer or seller, her goal is to ensure that our clients are represented by someone who is on their side. Read more about Alexandria


Victoria

Victoria Castellanos

Real Estate Agent

Victoria Castellanos is a Key West native, mother, and entrepreneur. She holds many licenses and many hats. In speaking with her many wonderful clients and friends, she is always seeking new ways to assist and help them with their needs! One area in particular that came up in conversation was the need for her clients to want to own their very own home here in paradise! She decided that she wanted to help make their dreams a reality, so she did! Victoria has the drive, ambition, patience, and perseverance to overcome any issue that may arise! Count on Victoria for your Real Estate needs!


McKayla

McKayla Fothergill

Real Estate Agent

McKayla Fothergill is an Assistant for long term property management.

McKayla has a passion for ensuring the seamless operation of residential properties and does so by helping with administrative tasks, tenant relations, and maintenance coordination.

McKayla is committed to upholding the highest standards of property management excellence and ensuring tenants have an enjoyable space to call home.

McKayla is certified in Real estate as a sales associate and is eager to contribute skills and grow professionally in the dynamic world of property management.

When she is not in the office, McKayla enjoys spending quality time with her husband, son, and dog!


Ma. Cristina Vidal

Reservation Coordinator

I have been a Property Management Company assistant for almost 6 years and I have been with Key West Vacation Properties and Realty for almost 3 years. I always make sure to assist all the guests with their inquiries and leave a positive experience.

People say that I am cheerful and the life of a party. During my free time, I love to travel with my family and spend time outdoors. 


Madison Picou

Property Management Assistant

Hello there! I’m Madison, your dedicated Property Management Assistant, and I couldn’t be more thrilled to be a part of the team here in beautiful Key West. Living in this tropical paradise has been a dream come true, and I’m passionate about sharing the unique charm and beauty of this place with our valued short-term rental guests.

My mission is clear: to provide the highest quality experience and services to all our guests. I believe that every visit to Key West should be nothing short of magical, and I’m here to ensure that your stay is unforgettable.

When I’m not working, you can find me enjoying the island life with my husband and our lovable dog. We often escape to the backcountry for some fishing, where we revel in the serenity of the clear blue waters and the thrill of reeling in a big catch.