| American Cooling Service LLC | Construction | $66,000 | $66,702 | 5 | <$5M | AI Deep Dive |
| Conch Harbor Fuel, LLC | Other Services (except Public Administration) | $66,000 | $66,717 | 6 | <$5M | AI Deep Dive |
| Eden Entertainment Limited Inc. | Arts, Entertainment, and Recreation | $65,937 | $66,393 | 6 | <$5M | AI Deep Dive |
| Eden Entertainment Limited, Inc. | Arts, Entertainment, and Recreation | $65,937 | $66,628 | 9 | <$5M | AI Deep Dive |
| Truman Annex Real Estate Co INC | Real Estate and Rental and Leasing | $65,900 | $66,726 | 9 | <$5M | AI Deep Dive |
| Alan Fowler Law Pllc | Professional, Scientific, and Technical Services | $65,815 | $66,457 | 6 | <$5M | AI Deep Dive |
| Owen Trepanier & Associates, Inc. | Professional, Scientific, and Technical Services | $65,500 | $66,051 | 4 | <$5M | AI Deep Dive |
| Keyboard Productions of Florida INC | Wholesale Trade | $65,411 | $66,081 | 5 | <$5M | AI Deep Dive |
| Lower Keys Urology Pllc | Health Care and Social Assistance | $65,406 | $65,832 | 6 | <$5M | AI Deep Dive |
| Lighthouse Electric of Key West INC | Construction | $65,300 | $66,064 | 6 | <$5M | AI Deep Dive |
| Key West Vacation Proeprties & Realty LLC | Real Estate and Rental and Leasing | $65,111 | $65,363 | 4 | <$5M | AI Deep Dive |
| Eight, LLC | Accommodation and Food Services | $65,100 | $65,639 | 12 | <$5M | AI Deep Dive |
| Divoll Construction, Inc. | Construction | $65,004 | $65,599 | 8 | <$5M | AI Deep Dive |
| Castro Construction of the Florida Keys INC | Construction | $65,000 | $65,534 | 5 | $5.7M | AI Deep Dive |
| Keys Quality Management LLC | Accommodation and Food Services | $64,400 | $64,865 | 6 | <$5M | AI Deep Dive |
| Djs Clam Shack | Accommodation and Food Services | $64,283 | $64,899 | 6 | <$5M | AI Deep Dive |
| Dj's Clam Shack LLC | Accommodation and Food Services | $64,283 | $64,565 | 12 | <$5M | AI Deep Dive |
| Mtd Restaurant, LLC | Accommodation and Food Services | $63,900 | $64,377 | 22 | <$5M | AI Deep Dive |
| Windsor Holdings of Key West LLC | Retail Trade | $63,393 | $63,787 | 6 | <$5M | AI Deep Dive |
| George D Peterson MD PA | Health Care and Social Assistance | $63,300 | $64,003 | 3 | <$5M | AI Deep Dive |
| Little Room Jazz Club LLC | Accommodation and Food Services | $62,800 | $63,376 | 11 | <$5M | AI Deep Dive |
| P.j.'s Painting & Repair Inc. | Construction | $62,500 | $62,972 | 2 | <$5M | AI Deep Dive |
| Mikes Painting & Repair INC | Construction | $62,400 | $63,145 | 5 | <$5M | AI Deep Dive |
| Mike's Painting & Repair | Construction | $62,400 | $62,610 | 5 | <$5M | AI Deep Dive |
| Ibiza Enterprises LLC | Accommodation and Food Services | $62,308 | $63,124 | 30 | $5.3M | AI Deep Dive |