About

Holiday30a.com is a domain for Canterbury Affordable Housing, LLC — a family-owned real estate company specializing in the acquisition and operation of luxury vacation homes and condominiums in the Florida panhandle. We currently partner with three of the highest rated management companies to service your stay at any of our four luxury vacation homes in Destin, Seagrove and Rosemary Beach. Our homes range from 6 to 11 bedrooms and are designed to accommodate large multi-family groups while remaining “homey” enough for the single-family that enjoys comfort and space. We also offer a 2 bedroom ground level condominium at Silver Dunes in Destin.

Our approach to our business is focused on building long-lasting relationships with the families that stay in our properties. We welcome the opportunity to have our luxury vacation collection become your own. If you have any issue with your stay, or are simply looking for dinner recommendations, please do not hesitate to reach out to Robert whose contact information can be found below. We hope you enjoy your vacation!

Jack Bobo - President

Jack is a retired business lawyer and President of Canterbury Affordable Housing, LLC and Covenant Management Group. He received his undergraduate and law degreee from the University of Mississippi. With over 20 years in the industry, Jack has established himself as a leader in the field of development and property management. Over his career he has been deeply committed to providing our clients with the highest level of service, and his dedication to excellence is reflected in every aspect of our business.

A seventh generation Mississippi Delta boy, Jack lives in Clarksdale with his wife Mary Martha. They have 5 grown children and 5 wonderful grandchildren.

Robert Bobo - Executive Vice President

Robert, the youngest of Jack’s 5 children, serves as Executive Vice President of Canterbury Affordable Housing, LLC and Covenant Management Group. Following in his father’s footsteps, he received his undergraduate and law degree from the University of Mississippi and certificate in Real Estate Economics and Finance from the London School of Economics and Political Science.

Robert works as an Attorney at Metcalfe Wolff Stuart & Williams, LLP, an Austin, Texas based law firm specializing in commercial real estate transactions, business and tax planning. He is a member of the business and tax practice group targeted to serving the owner-operated business, as well as working complimentary with the MWSW real estate practice.

email: R_Bobo@outlook.com; cell: 662-902-6235