| Bluewater Key Rv Ownership Park Property Association INC | Real Estate and Rental and Leasing | $62,300 | $62,646 | 7 | <$5M | AI Deep Dive |
| Misohappy, LLC | Unknown | $62,153 | $62,679 | 20 | N/A | AI Deep Dive |
| Island Safari Rentals INC | Real Estate and Rental and Leasing | $62,000 | $62,277 | 7 | <$5M | AI Deep Dive |
| Fmh Builders INC | Construction | $62,000 | $62,202 | 8 | <$5M | AI Deep Dive |
| Conch & the Cuban Cafe INC | Accommodation and Food Services | $61,830 | $62,541 | 6 | <$5M | AI Deep Dive |
| Key Bridge INC | Health Care and Social Assistance | $61,700 | $61,966 | 5 | <$5M | AI Deep Dive |
| General Horseplay | Accommodation and Food Services | $61,300 | $62,005 | 14 | <$5M | AI Deep Dive |
| Irish Oak Barrel, LLC | Accommodation and Food Services | $61,250 | $61,923 | 7 | <$5M | AI Deep Dive |
| Valero-Duran Corp | Agriculture, Forestry, Fishing and Hunting | $61,117 | $61,485 | 5 | <$5M | AI Deep Dive |
| Derubeis Fine Art of Metal Key West LLC | Retail Trade | $60,900 | $61,212 | 5 | <$5M | AI Deep Dive |
| Flaghill LLC | Transportation and Warehousing | $60,884 | $57,065 | 2 | <$5M | AI Deep Dive |
| Derubeis Fine Art of Metal Key West LLC | Retail Trade | $60,800 | $61,138 | 5 | <$5M | AI Deep Dive |
| Team Kaufelt LLC | Real Estate and Rental and Leasing | $60,700 | $61,349 | 2 | <$5M | AI Deep Dive |
| Pirate Scooter Rentals INC | Retail Trade | $60,497 | $61,260 | 7 | <$5M | AI Deep Dive |
| Preferred Properties Coastal Realty, Inc. | Real Estate and Rental and Leasing | $60,400 | $61,024 | 7 | <$5M | AI Deep Dive |
| Law Offices of Samuel J. Kaufman, P.a. | Professional, Scientific, and Technical Services | $60,072 | $60,508 | 7 | <$5M | AI Deep Dive |
| Key West Botanical Garden Society, Inc. | Arts, Entertainment, and Recreation | $60,013 | $60,645 | 8 | N/A | AI Deep Dive |
| Cab Farms, INC | Administrative and Support and Waste Management | $60,000 | $60,778 | 5 | <$5M | AI Deep Dive |
| Thai Cuisine of Key West INC | Retail Trade | $60,000 | $60,245 | 9 | <$5M | AI Deep Dive |
| Cab Farm INC | Administrative and Support and Waste Management | $60,000 | $60,615 | 5 | <$5M | AI Deep Dive |
| Caribe Food, LLC | Accommodation and Food Services | $60,000 | $60,679 | 32 | $10.0M | AI Deep Dive |
| Beckmann's Auto Key West INC | Other Services (except Public Administration) | $59,700 | $60,125 | 8 | <$5M | AI Deep Dive |
| Peter Bacle | Agriculture, Forestry, Fishing and Hunting | $59,515 | $60,023 | 8 | <$5M | AI Deep Dive |
| Stock Island Lobster Company | Agriculture, Forestry, Fishing and Hunting | $59,515 | $60,292 | 8 | <$5M | AI Deep Dive |
| Conch Town's New Beginning LLC | Accommodation and Food Services | $59,500 | $60,201 | 11 | <$5M | AI Deep Dive |