| Gasparilla Inn INC | Accommodation and Food Services | $3,147,340 | $3,183,470 | 420 | $131.3M | AI Deep Dive |
| Grande Aire Services Inc. | Construction | $1,227,400 | $1,240,716 | 101 | $33.2M | AI Deep Dive |
| The Boca Grande Club Inc. | Accommodation and Food Services | $654,801 | $659,322 | 85 | $26.6M | AI Deep Dive |
| The Boca Grande Club Inc. | Other Services (except Public Administration) | $601,518 | $606,297 | 77 | $14.7M | AI Deep Dive |
| Traditions of Lee County Inc. | Accommodation and Food Services | $583,184 | $587,993 | 34 | $6.0M | AI Deep Dive |
| Safety Harbor Builders of Fl LLC | Construction | $405,100 | $408,119 | 35 | $10.6M | AI Deep Dive |
| Traditions of Lee County, Inc. | Accommodation and Food Services | $387,400 | $390,754 | 45 | $8.0M | AI Deep Dive |
| Marina Bar and Grille, LLC | Accommodation and Food Services | $354,485 | $358,217 | 24 | <$5M | AI Deep Dive |
| Temptation Restaurant of Boca Grande LLC | Accommodation and Food Services | $311,630 | $313,397 | 44 | $7.8M | AI Deep Dive |
| Mchugh Porter Builders, Inc. | Construction | $271,000 | $274,148 | 16 | <$5M | AI Deep Dive |
| Mchugh Porter Builders Inc. | Construction | $271,000 | $273,012 | 16 | <$5M | AI Deep Dive |
| The Temptation Restaurant of Boca Grande LLC | Accommodation and Food Services | $224,174 | $225,845 | 44 | $7.8M | AI Deep Dive |
| Scarpa Bg LLC | Accommodation and Food Services | $220,500 | $222,552 | 45 | $8.0M | AI Deep Dive |
| Bowen Construction Company | Construction | $176,600 | $178,753 | 18 | $5.5M | AI Deep Dive |
| Boca Grande Real Estate, Inc. | Real Estate and Rental and Leasing | $170,500 | $171,598 | 12 | <$5M | AI Deep Dive |
| Five Star Plumbing of SW Florida INC | Construction | $137,600 | $138,388 | 18 | $5.7M | AI Deep Dive |
| Hudson's Grocery | Retail Trade | $100,800 | $102,102 | 18 | <$5M | AI Deep Dive |
| Suntech Builders LLC | Construction | $91,959 | $92,705 | 6 | <$5M | AI Deep Dive |
| The Loose Caboose of Boca Grande Inc. | Accommodation and Food Services | $91,300 | $91,857 | 21 | <$5M | AI Deep Dive |
| Hopkins & Daughter | Information | $91,100 | $92,198 | 11 | <$5M | AI Deep Dive |
| Dewey Noller Builders INC | Construction | $84,500 | $83,683 | 7 | <$5M | AI Deep Dive |
| Boca Grande Marina, LLC | Arts, Entertainment, and Recreation | $75,093 | $75,883 | 6 | <$5M | AI Deep Dive |
| Kappy's Market LLC | Retail Trade | $72,350 | $72,705 | 8 | <$5M | AI Deep Dive |
| Kappy's Market LLC | Wholesale Trade | $72,300 | $72,827 | 10 | <$5M | AI Deep Dive |
| Gasparilla Pools Inc. | Professional, Scientific, and Technical Services | $70,883 | $71,789 | 12 | <$5M | AI Deep Dive |