| Palma Medical Services, LLC | Health Care and Social Assistance | $35,700 | $36,145 | 2 | <$5M | AI Deep Dive |
| John P Sheldon Od PA | Health Care and Social Assistance | $35,113 | $35,375 | 4 | <$5M | AI Deep Dive |
| St. Columba Episcopal Church | Other Services (except Public Administration) | $34,400 | $34,788 | 13 | N/A | AI Deep Dive |
| Marathon Vacationcom INC | Real Estate and Rental and Leasing | $34,230 | $34,680 | 5 | <$5M | AI Deep Dive |
| Marathon Vacationcom INC | Real Estate and Rental and Leasing | $34,230 | $34,422 | 4 | <$5M | AI Deep Dive |
| Grassy Key Diary Bar, Inc. | Accommodation and Food Services | $34,000 | $34,412 | 8 | <$5M | AI Deep Dive |
| Marathon Rt LLC | Accommodation and Food Services | $33,075 | $33,543 | 7 | <$5M | AI Deep Dive |
| Gulf View Waterfront Resort INC | Accommodation and Food Services | $33,000 | $33,238 | 4 | <$5M | AI Deep Dive |
| Cruz-In the Keys Construction, LLC | Construction | $32,658 | $32,908 | 4 | <$5M | AI Deep Dive |
| Wolfe Stevens Pllc | Professional, Scientific, and Technical Services | $32,500 | $32,911 | 1 | <$5M | AI Deep Dive |
| A. Dennis Kulig Contractor, Inc. | Construction | $31,292 | $31,682 | 4 | <$5M | AI Deep Dive |
| Island Skipper Fishing Inc. | Construction | $31,292 | $27,343 | 4 | <$5M | AI Deep Dive |
| Florida Keys Land & Sea Trust INC | Arts, Entertainment, and Recreation | $30,910 | $31,237 | 7 | N/A | AI Deep Dive |
| Cory Collier DBA Florida Straits LLC | Agriculture, Forestry, Fishing and Hunting | $30,687 | $30,950 | 2 | <$5M | AI Deep Dive |
| Keys Professional Group | Transportation and Warehousing | $30,600 | $30,805 | 5 | <$5M | AI Deep Dive |
| Am Electric INC | Construction | $30,190 | $30,402 | 7 | <$5M | AI Deep Dive |
| John O'connor, M.d., P.a. | Health Care and Social Assistance | $30,138 | $30,544 | 5 | <$5M | AI Deep Dive |
| Sam Williams PA | Unknown | $30,079 | $30,438 | 2 | N/A | AI Deep Dive |
| Duck Key Realty INC | Real Estate and Rental and Leasing | $30,052 | $30,420 | 9 | <$5M | AI Deep Dive |
| Jd Premier Aviation, LLC | Accommodation and Food Services | $30,000 | $8,168 | 2 | <$5M | AI Deep Dive |
| American Coastal Vacation Rentals LLC | Real Estate and Rental and Leasing | $29,845 | $30,039 | 7 | <$5M | AI Deep Dive |
| Keys Jj Dog House INC | Accommodation and Food Services | $29,750 | $30,092 | 8 | <$5M | AI Deep Dive |
| Catch 'em All Sportsfishing Inc. | Transportation and Warehousing | $29,500 | $29,658 | 1 | <$5M | AI Deep Dive |
| Meacham Electric INC | Construction | $29,495 | $29,857 | 4 | <$5M | AI Deep Dive |
| Marathon Bait & Tackle INC | Retail Trade | $29,392 | $29,771 | 4 | <$5M | AI Deep Dive |