| Pirate Scooter Rentals INC | Real Estate and Rental and Leasing | $59,208 | $59,743 | 6 | <$5M | AI Deep Dive |
| Alan Fowler Law Pllc | Professional, Scientific, and Technical Services | $59,000 | $59,656 | 4 | <$5M | AI Deep Dive |
| 600 Frances Street LLC | Retail Trade | $59,000 | $59,649 | 7 | <$5M | AI Deep Dive |
| Sunjinka LLC | Accommodation and Food Services | $58,701 | $59,319 | 8 | <$5M | AI Deep Dive |
| Catherine Simonton Corporation | Accommodation and Food Services | $58,200 | $58,415 | 9 | <$5M | AI Deep Dive |
| Leslie Vollmert | Accommodation and Food Services | $58,138 | $39,637 | 3 | <$5M | AI Deep Dive |
| Key West Vacation Properties & Realty LLC | Real Estate and Rental and Leasing | $58,100 | $58,703 | 6 | <$5M | AI Deep Dive |
| Sharon V. Ward, M.d., P.a. | Health Care and Social Assistance | $58,100 | $58,608 | 5 | <$5M | AI Deep Dive |
| Key West Welding and Fabrication, INC | Manufacturing | $58,100 | $58,757 | 5 | <$5M | AI Deep Dive |
| Cannon Blue Enterprises INC | Other Services (except Public Administration) | $57,989 | $58,391 | 4 | <$5M | AI Deep Dive |
| Paradise Lawn and Garden INC | Other Services (except Public Administration) | $57,747 | $58,487 | 4 | <$5M | AI Deep Dive |
| Paradise Lawn and Garden Inc. | Other Services (except Public Administration) | $57,747 | $58,165 | 4 | <$5M | AI Deep Dive |
| Kit Carson, Inc. | Accommodation and Food Services | $57,500 | $58,347 | 7 | <$5M | AI Deep Dive |
| Mckenzie Enterprises Inc. | Arts, Entertainment, and Recreation | $57,356 | $57,903 | 10 | <$5M | AI Deep Dive |
| South Street Hospitality LLC | Accommodation and Food Services | $57,257 | $57,670 | 5 | <$5M | AI Deep Dive |
| Allen & Coll, P.a. | Professional, Scientific, and Technical Services | $57,100 | $57,604 | 4 | <$5M | AI Deep Dive |
| Bluewater Key Rv Ownership Park Property Association, Inc. | Accommodation and Food Services | $57,100 | $57,410 | 8 | <$5M | AI Deep Dive |
| Catherine Simonton Corporation | Accommodation and Food Services | $57,000 | $57,584 | 8 | <$5M | AI Deep Dive |
| D.w. Key West LLC | Administrative and Support and Waste Management | $56,918 | $2,959 | 6 | <$5M | AI Deep Dive |
| Flaghill LLC | Transportation and Warehousing | $56,796 | $57,260 | 6 | <$5M | AI Deep Dive |
| Jason P. Manchester, D.m.d., P.a. | Health Care and Social Assistance | $56,698 | $57,049 | 5 | <$5M | AI Deep Dive |
| Guest Services, Inc. | Accommodation and Food Services | $56,648 | $57,193 | 7 | <$5M | AI Deep Dive |
| Conch West INC | Transportation and Warehousing | $56,600 | $57,180 | 11 | <$5M | AI Deep Dive |
| Hangover Hospital, LLC | Health Care and Social Assistance | $56,450 | $0 | 8 | <$5M | AI Deep Dive |
| Florida Keys Outreach Coalition, Inc. | Health Care and Social Assistance | $56,445 | $56,847 | 12 | N/A | AI Deep Dive |