| Mirabella Seafood Company | Accommodation and Food Services | $197,964 | $199,390 | 41 | $7.3M |  Research |
| Professional Plastering Designs INC | Construction | $188,800 | $189,933 | 48 | $12.1M | Research |
| Professional Plastering Designs INC | Other Services (except Public Administration) | $188,800 | $190,578 | 34 | $6.5M | Research |
| Cristian Landscaping & Lawn Service Inc. | Administrative and Support and Waste Management | $186,692 | $189,030 | 24 | $5.2M | Research |
| Republic Marathon LLC | Accommodation and Food Services | $184,800 | $186,802 | 13 | <$5M | Research |
| Lazy Days South Inc. | Accommodation and Food Services | $175,000 | $176,497 | 40 | $7.1M | Research |
| Rb Transport LLC | Transportation and Warehousing | $174,020 | $0 | 10 | <$5M | Research |
| The King's Enterprises of the Keys Inc. | Construction | $172,160 | $174,733 | 15 | <$5M | Research |
| The King's Enterprises of the Keys, Inc. | Construction | $172,160 | $174,585 | 15 | <$5M | Research |
| Fl Keys Food Services LLC | Accommodation and Food Services | $168,776 | $170,334 | 68 | $12.1M | Research |
| Red Mangrove Holdings, LLC | Accommodation and Food Services | $158,697 | $160,178 | 16 | $5.0M | Research |
| Salt Service Inc. | Other Services (except Public Administration) | $158,475 | $159,505 | 15 | <$5M | Research |
| Vacation Boat Rentals of the Florida Keys | Real Estate and Rental and Leasing | $154,344 | $154,970 | 26 | $11.7M | Research |
| Vacation Boat Rentals of the Florida Keys, Inc. | Real Estate and Rental and Leasing | $154,300 | $155,345 | 26 | $11.7M | Research |
| Hidden Harbor Marine Environmental Project Inc. | Other Services (except Public Administration) | $145,460 | $146,236 | 25 | N/A | Research |
| Captain Pips Marina and Hideaway LLC | Accommodation and Food Services | $141,088 | $141,591 | 18 | $5.6M | Research |
| Hidden Harbor Marine Environmental Project, Inc. | Other Services (except Public Administration) | $139,195 | $140,823 | 19 | N/A | Research |
| Dynamic Transportation INC | Transportation and Warehousing | $135,987 | $118,290 | 14 | $13.6M | Research |
| Dynasty Marine Associates INC | Wholesale Trade | $134,795 | $135,679 | 14 | <$5M | Research |
| Key Colony Beach Inn, Inc. | Accommodation and Food Services | $134,125 | $136,021 | 30 | $5.3M | Research |
| Artic Temp INC | Construction | $132,162 | $132,995 | 9 | <$5M | Research |
| Artic Temp INC | Manufacturing | $132,161 | $133,725 | 10 | <$5M | Research |
| Republic Marathon LLC | Accommodation and Food Services | $132,100 | $133,649 | 16 | $5.0M | Research |
| Florida Keys Air Conditioning, Inc. | Construction | $130,608 | $131,928 | 19 | $6.0M | Research |
| Florigan Marina, LLC | Educational Services | $129,000 | $129,419 | 19 | <$5M | Research |