| Bear Staffing Services Corporation | Administrative and Support and Waste Management | $3,100,000 | $3,160,106 | 471 | $74.1M |  Research |
| Snook of Marco Island LLC | Accommodation and Food Services | $1,210,688 | $1,231,651 | 156 | $27.7M | Research |
| Walker Marine Group INC | Retail Trade | $1,163,070 | $1,172,407 | 102 | $26.6M | Research |
| Snook of Marco Island, LLC | Accommodation and Food Services | $1,119,500 | $1,133,915 | 156 | $27.7M | Research |
| Hideaway Beach Association, Inc. | Arts, Entertainment, and Recreation | $1,110,249 | $705,892 | 144 | $20.2M | Research |
| Davinci's Restaurant of Marco Island LLC | Accommodation and Food Services | $987,000 | $999,926 | 93 | $16.5M | Research |
| Condee Cooling & Electric, Inc. | Administrative and Support and Waste Management | $925,492 | $934,901 | 65 | $14.1M | Research |
| The Oyster Society LLC | Accommodation and Food Services | $716,481 | $725,844 | 68 | $12.1M | Research |
| Davinci's Restaurant of Marco Island, LLC | Accommodation and Food Services | $705,000 | $714,484 | 93 | $16.5M | Research |
| Marco Prime Seafood & Grille LLC | Accommodation and Food Services | $681,506 | $690,506 | 62 | $11.0M | Research |
| Pals Places INC | Accommodation and Food Services | $644,255 | $646,725 | 82 | $14.6M | Research |
| Eclypses INC | Professional, Scientific, and Technical Services | $620,988 | $625,093 | 29 | $6.0M | Research |
| Eclypses, Inc. | Professional, Scientific, and Technical Services | $587,300 | $590,759 | 31 | $6.4M | Research |
| USA Grading INC | Construction | $585,500 | $590,574 | 66 | $24.7M | Research |
| 3g Home Exteriors Inc. | Construction | $530,187 | $537,610 | 45 | $10.4M | Research |
| The Oyster Society, LLC | Accommodation and Food Services | $529,000 | $535,841 | 68 | $12.1M | Research |
| Mango's Dockside Bistro at the Esplanade LLC | Accommodation and Food Services | $527,000 | $530,667 | 76 | $13.5M | Research |
| Marco Island Charter Middle School, Inc. | Educational Services | $519,752 | $523,419 | 34 | <$5M | Research |
| Marco Prime Seafood & Grille, LLC | Accommodation and Food Services | $509,000 | $515,443 | 62 | $11.0M | Research |
| Pals Places INC | Accommodation and Food Services | $498,890 | $501,620 | 90 | $16.0M | Research |
| Hoffmann Water Sports LLC | Real Estate and Rental and Leasing | $446,187 | $449,335 | 40 | $18.1M | Research |
| Joey's Pizza, Inc. | Accommodation and Food Services | $437,500 | $441,779 | 50 | $8.9M | Research |
| Doreeno's LLC | Accommodation and Food Services | $434,538 | $437,737 | 50 | $8.9M | Research |
| Island Carousel INC | Arts, Entertainment, and Recreation | $415,965 | $421,383 | 130 | $18.2M | Research |
| Pinchers of Florida LLC | Accommodation and Food Services | $413,410 | $415,958 | 75 | $13.3M | Research |