| Wayne Garcia Building Contractor INC | Construction | $155,700 | $156,993 | 11 | <$5M | AI Deep Dive |
| Old Town Tavern Key West LLC | Accommodation and Food Services | $155,211 | $156,113 | 28 | <$5M | AI Deep Dive |
| Home Services Key West Llc. | Administrative and Support and Waste Management | $154,709 | $15,814 | 2 | <$5M | AI Deep Dive |
| Holtkamp Construction, Inc. | Construction | $154,559 | $156,261 | 15 | <$5M | AI Deep Dive |
| Thirsty Mermaid LLC | Accommodation and Food Services | $153,031 | $154,481 | 6 | <$5M | AI Deep Dive |
| Key West Golf Club LLC | Real Estate and Rental and Leasing | $153,002 | $153,950 | 25 | <$5M | AI Deep Dive |
| The Bc Too LLC | Accommodation and Food Services | $152,869 | $153,510 | 24 | <$5M | AI Deep Dive |
| Redfish Bluefish INC | Accommodation and Food Services | $151,770 | $154,595 | 21 | <$5M | AI Deep Dive |
| Pinchers Crab Shack of Key West Inc. | Accommodation and Food Services | $151,094 | $152,108 | 50 | $8.9M | AI Deep Dive |
| The Banyan Tree of Key West Condominium and Owners Associati | Accommodation and Food Services | $150,720 | $152,399 | 22 | N/A | AI Deep Dive |
| Help Yourself Foods INC | Accommodation and Food Services | $150,000 | $150,696 | 12 | <$5M | AI Deep Dive |
| Hector Guzman DDS PA | Health Care and Social Assistance | $150,000 | $150,567 | 12 | <$5M | AI Deep Dive |
| Eden House of Key West INC | Accommodation and Food Services | $149,975 | $151,304 | 11 | <$5M | AI Deep Dive |
| Four Star Rentals INC | Real Estate and Rental and Leasing | $149,681 | $150,387 | 11 | <$5M | AI Deep Dive |
| Affiliated Design & Construction Managers LLC | Construction | $149,300 | $151,000 | 15 | <$5M | AI Deep Dive |
| Hibiscus Motel INC | Accommodation and Food Services | $148,932 | $149,941 | 20 | $6.3M | AI Deep Dive |
| Jmd Development INC | Accommodation and Food Services | $147,400 | $148,231 | 14 | <$5M | AI Deep Dive |
| Oppenheimer Eye Clinic LLC | Health Care and Social Assistance | $146,479 | $147,908 | 12 | <$5M | AI Deep Dive |
| Island Refrigeration & A/c INC | Construction | $145,600 | $147,307 | 13 | <$5M | AI Deep Dive |
| Paradise Inn Hostel LLC | Accommodation and Food Services | $144,751 | $144,560 | 10 | <$5M | AI Deep Dive |
| Bender & Associates Architects | Professional, Scientific, and Technical Services | $144,700 | $145,436 | 6 | <$5M | AI Deep Dive |
| Long Investments | Accommodation and Food Services | $143,640 | $144,634 | 16 | <$5M | AI Deep Dive |
| Smokin Tuna LLC | Accommodation and Food Services | $143,000 | $144,267 | 29 | <$5M | AI Deep Dive |
| The Conch Shack LLC | Accommodation and Food Services | $142,745 | $144,020 | 22 | <$5M | AI Deep Dive |
| Kanga Construction, LLC | Construction | $141,890 | $200,164 | 9 | <$5M | AI Deep Dive |