| Florida Keys Taxi Dispatch 2000inc | Administrative and Support and Waste Management | $140,915 | $141,645 | 10 | <$5M |  AI Deep Dive |
| Florida Keys Taxi Dispatch 2000, Inc. | Transportation and Warehousing | $140,910 | $142,585 | 19 | $18.4M | AI Deep Dive |
| Blue Island Irrigation INC | Real Estate and Rental and Leasing | $140,246 | $141,395 | 15 | $6.8M | AI Deep Dive |
| Wayne Garcia Building Contractors Inc. | Construction | $140,000 | $141,404 | 12 | <$5M | AI Deep Dive |
| Caribe Nautical Services INC | Administrative and Support and Waste Management | $140,000 | $140,801 | 27 | $5.1M | AI Deep Dive |
| Fat Tuesday/key West Limited Partnership | Accommodation and Food Services | $139,855 | $141,611 | 37 | <$5M | AI Deep Dive |
| Arnold's Auto and Marine Repair INC | Other Services (except Public Administration) | $138,795 | $140,052 | 13 | <$5M | AI Deep Dive |
| Lucky Seven Uw LLC | Accommodation and Food Services | $138,516 | $139,451 | 18 | <$5M | AI Deep Dive |
| Historic Key West Vacation Rentals LLC | Accommodation and Food Services | $138,490 | $139,207 | 9 | <$5M | AI Deep Dive |
| Affiliated Design & Construction Managers LLC | Construction | $138,300 | $139,441 | 15 | $17.1M | AI Deep Dive |
| 218 Duval Street Corp | Accommodation and Food Services | $138,246 | $139,231 | 14 | <$5M | AI Deep Dive |
| Caribe Nautical Services, Inc. | Retail Trade | $138,100 | $140,867 | 27 | $7.1M | AI Deep Dive |
| The Gardens Hotel, LLC | Accommodation and Food Services | $137,975 | $139,434 | 18 | $5.6M | AI Deep Dive |
| Curry Mansion Corporation | Accommodation and Food Services | $137,852 | $139,525 | 15 | <$5M | AI Deep Dive |
| Elias J Gerth MD | Health Care and Social Assistance | $137,700 | $138,687 | 16 | <$5M | AI Deep Dive |
| Lacrematipiazzo LLC | Unknown | $136,770 | $138,378 | 32 | N/A | AI Deep Dive |
| Mcintyr Construction Llc. | Construction | $136,362 | $138,346 | 12 | <$5M | AI Deep Dive |
| Azur Restaurant INC | Accommodation and Food Services | $135,985 | $136,622 | 16 | <$5M | AI Deep Dive |
| Bourbon Street Pub INC | Accommodation and Food Services | $135,951 | $136,521 | 15 | <$5M | AI Deep Dive |
| 218 Duval Street Corp. | Accommodation and Food Services | $135,578 | $136,952 | 15 | <$5M | AI Deep Dive |
| Ibis Bay Water Sports LLC | Accommodation and Food Services | $135,000 | $96,471 | 3 | <$5M | AI Deep Dive |
| Cafe Des Artistes Inc. | Accommodation and Food Services | $134,800 | $135,425 | 16 | <$5M | AI Deep Dive |
| Cayo Huseo Enterprises Inc. | Construction | $134,317 | $134,921 | 12 | <$5M | AI Deep Dive |
| Cayo Hueso Enterprises, Inc. | Real Estate and Rental and Leasing | $134,317 | $135,929 | 12 | <$5M | AI Deep Dive |
| Montessori Children's School of Key West, Inc. | Health Care and Social Assistance | $134,000 | $134,998 | 24 | N/A | AI Deep Dive |