Jaime Caballero, a native of Key West, has been involved in property management since 1985. She started her senior year in high school working for her dad in the hotel business. Her father and mother’s drive to work hard was soon contagious. After a short lived college career Jaime moved back to Key West. She was anxious to start working on her career.
Jaime was hired by Spottswood Family Trust and for the next 13 years did accounting and property management. In 2003 Jaime obtained her real estate license and went to work for Century 21 Prestige Realty Group for the next 6 years. Jaime’s portfolio consisted of a 100 properties that were a mixture of long term rentals and vacation rentals.
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 has over 30 years experience in the real estate industry. 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.
National Association of Residential Property Managers (NARPM)
- 2012 – present
- 2014 NARPM, RMP (Residential Management Professional)
- 2015 NARPM, MPM Candidate (Master Property Manager)
- 2016 NARPM Florida State Chapter President Elect
- 2017 NARPM Florida State President
- 2018 NARPM National Convention Committee Vice Chair
NARPM Orlando Chapter Member
- 2014 Regional Eastern Conference Committee Member
- 2014 NARPM Membership Services Committee Member
- 2014 Florida State Chapter Legislative Committee Member
National Association of Realtors (NAR)
- 2003-present
- 2018 2019 Resort and Second Homes Committee
- 2018 CRS – Certified Residential Specialist
- 2019 Federal trade Policy Committee
- 2020 ABR – Accredited Buyers Representative
- 2020 2021 Single family Investment Committee
- 2021 Leadership Academy
RPAC Sterling Major Investor 2015 2016
RPAC Golden R 2017
RPAC Golden R President Circle 2018
RPAC Platinum R President Circle Hall of Fame 2019
RPAC Platinum R Hall of Fame 2020
RPAC Platinum R Hall of Fame 2021
Florida Realtors
- 2003-present
- 2014 – 2021 Property Management Subcommittee – 2021 Chair
- 2017 Leadership Academy Graduate
- 2019-2020 Conference Committee
Orlando Regional Realtor Association (ORRA)
- 2016- present
- 2016 Gold Key Certification
Key West Association of Realtors (KWAR)
- 2003- present
- 2015 MLS Committee
- 2016 – 2017 MLS Committee Chair and Board of Directors
- 2018 – 2019 Treasurer and Board of Directors
- 2020 President Elect and Board of Directors
- 2021 President and Board of Directors
Vacation Rental Managers Association (VRMA)
- 2010 2014-present
Florida Vacation Rental Managers Association (FVRMA)
- 2010 2011 2014
Key West Chamber of Commerce
- 2010-present
The Lodging Association of The Florida Keys & Key West
- 2010-present
