| Paramount Planners | Administrative and Support and Waste Management | $54,165 | $54,563 | 3 | <$5M | AI Deep Dive |
| Key Island Pizzeria LLC | Accommodation and Food Services | $54,100 | $54,794 | 17 | <$5M | AI Deep Dive |
| Schwartz Property Sales, Inc. | Real Estate and Rental and Leasing | $53,894 | $54,271 | 5 | <$5M | AI Deep Dive |
| Southern Floor Tiles INC | Retail Trade | $53,749 | $46,494 | 3 | <$5M | AI Deep Dive |
| Key Largo Marine Tours, INC | Other Services (except Public Administration) | $53,000 | $53,626 | 10 | <$5M | AI Deep Dive |
| Blue Water Canvas & Marine Interiors in . | Manufacturing | $52,505 | $52,794 | 10 | <$5M | AI Deep Dive |
| Blue Water Canvas & Marine Interiors | Manufacturing | $52,505 | $52,954 | 10 | <$5M | AI Deep Dive |
| Sandpiper Loft INC | Retail Trade | $52,052 | $52,674 | 13 | <$5M | AI Deep Dive |
| Sandpiper Loft INC | Retail Trade | $52,052 | $52,437 | 13 | <$5M | AI Deep Dive |
| Sea and Sky Rental LLC | Real Estate and Rental and Leasing | $52,000 | $52,704 | 4 | <$5M | AI Deep Dive |
| Florida Keys Aluminum INC | Manufacturing | $51,222 | $51,654 | 6 | <$5M | AI Deep Dive |
| Florida Keys Jewelry, Inc. | Retail Trade | $51,000 | $51,523 | 6 | <$5M | AI Deep Dive |
| Vogt-Spear Corporation | Construction | $50,000 | $50,515 | 6 | <$5M | AI Deep Dive |
| Fernandez the Bull Key Largo, INC | Accommodation and Food Services | $50,000 | $50,418 | 8 | <$5M | AI Deep Dive |
| Smart Cookie Productions Inc. | Professional, Scientific, and Technical Services | $50,000 | $41,810 | 2 | <$5M | AI Deep Dive |
| Vogt-Spear | Professional, Scientific, and Technical Services | $50,000 | $50,278 | 8 | <$5M | AI Deep Dive |
| Timothy James Slawson, P.a. | Professional, Scientific, and Technical Services | $50,000 | $50,504 | 1 | <$5M | AI Deep Dive |
| Key Largo Chamber of Commerce Inc. | Other Services (except Public Administration) | $49,000 | $49,183 | 12 | <$5M | AI Deep Dive |
| Dolphin Point Villas LLC | Real Estate and Rental and Leasing | $48,800 | $49,236 | 6 | <$5M | AI Deep Dive |
| Dolphin Point Villas LLC | Real Estate and Rental and Leasing | $48,800 | $49,360 | 5 | <$5M | AI Deep Dive |
| Haley Mccarthy LLC | Accommodation and Food Services | $48,500 | $49,023 | 8 | <$5M | AI Deep Dive |
| Seafarer Resort and Beach LLC | Accommodation and Food Services | $48,200 | $48,482 | 7 | <$5M | AI Deep Dive |
| Trailer Shop Keys, LLC | Retail Trade | $47,950 | $32,774 | 5 | <$5M | AI Deep Dive |
| Habitat for Humanity of the Upper Keys INC | Health Care and Social Assistance | $47,700 | $47,954 | 3 | N/A | AI Deep Dive |
| Taste of the Keys INC | Retail Trade | $47,500 | $48,065 | 15 | <$5M | AI Deep Dive |