| All Reliable Services INC | Construction | $2,430,200 | $2,209,844 | 180 | $61.3M | Research |
| Pizzalley's LLC | Accommodation and Food Services | $1,195,621 | $1,211,994 | 201 | $35.7M | Research |
| St Augustine Historical Tours Inc. | Transportation and Warehousing | $1,047,585 | $0 | 144 | $36.5M | Research |
| May Management Services INC | Real Estate and Rental and Leasing | $1,015,775 | $1,021,418 | 135 | $20.3M | Research |
| Riley Gear Corporation | Manufacturing | $941,000 | $948,296 | 60 | $15.7M | Research |
| St Johns County Council On Aging INC | Health Care and Social Assistance | $802,163 | $807,130 | 140 | N/A | Research |
| D3 Air and Space Operations INC | Professional, Scientific, and Technical Services | $778,397 | $781,617 | 37 | $5.2M | Research |
| David Dobbs Enterprises Inc. | Manufacturing | $740,520 | $748,439 | 82 | $28.9M | Research |
| Parrot Heads INC | Accommodation and Food Services | $721,308 | $731,707 | 103 | $18.3M | Research |
| Besch and Smith Civil Group Inc. | Construction | $690,316 | $694,212 | 59 | $18.3M | Research |
| Colonial Quarter LLC | Accommodation and Food Services | $680,497 | $685,431 | 76 | $13.5M | Research |
| Get in Touch INC | Construction | $669,895 | $676,222 | 156 | $36.1M | Research |
| Vilano Management Services, Inc. | Professional, Scientific, and Technical Services | $598,000 | $603,880 | 53 | $5.5M | Research |
| St Augustine Resorts INC | Accommodation and Food Services | $582,358 | $586,952 | 58 | $18.1M | Research |
| Security and Fire Electronics INC | Manufacturing | $576,617 | $582,288 | 62 | $16.2M | Research |
| Db Civil Construction LLC | Construction | $570,000 | $413,434 | 50 | $15.5M | Research |
| Sea-Wall Motor Lodge INC | Accommodation and Food Services | $535,605 | $541,078 | 67 | $21.0M | Research |
| Icc Builders LLC | Construction | $514,642 | $0 | 30 | $9.1M | Research |
| Ice Plant Bar & Bottle Shop Inc. | Accommodation and Food Services | $514,500 | $517,373 | 35 | $6.2M | Research |
| Oasis On the Island LLC | Accommodation and Food Services | $501,997 | $505,595 | 64 | $11.4M | Research |
| Colonial Quarter, LLC | Accommodation and Food Services | $486,069 | $491,767 | 102 | $18.1M | Research |
| Hyppo LLC | Manufacturing | $483,257 | $456,207 | 131 | $46.2M | Research |
| St. Augustine Lighthouse & Maritime Museum Inc. | Arts, Entertainment, and Recreation | $481,592 | $485,752 | 62 | N/A | Research |
| Computer Evidence Specialists LLC | Professional, Scientific, and Technical Services | $474,104 | $479,339 | 50 | $10.3M | Research |
| Island Irish Enterprises LLC | Accommodation and Food Services | $466,924 | $469,609 | 70 | $12.4M | Research |