| Bayside Pet Resort of Osprey INC | Accommodation and Food Services | $158,000 | $160,239 | 14 | <$5M | AI Deep Dive |
| Max's Table INC | Accommodation and Food Services | $147,448 | $148,721 | 15 | <$5M | AI Deep Dive |
| Spanish Point Inc. | Accommodation and Food Services | $144,837 | $146,331 | 83 | $14.7M | AI Deep Dive |
| Conservation Foundation of the Gulf Coast | Other Services (except Public Administration) | $136,070 | $137,344 | 12 | N/A | AI Deep Dive |
| Holland Landscaping & Tree Service INC | Construction | $133,500 | $134,939 | 25 | $8.5M | AI Deep Dive |
| Lauren P. Kohl, P.a. | Professional, Scientific, and Technical Services | $132,819 | $133,996 | 11 | <$5M | AI Deep Dive |
| Venice Lawn Care, Inc. | Other Services (except Public Administration) | $117,500 | $118,120 | 15 | <$5M | AI Deep Dive |
| Sarasota Crew, Inc. | Arts, Entertainment, and Recreation | $116,000 | $108,801 | 16 | <$5M | AI Deep Dive |
| Osprey Dental LLC | Real Estate and Rental and Leasing | $114,800 | $115,785 | 10 | <$5M | AI Deep Dive |
| Cplaz. INC | Accommodation and Food Services | $112,430 | $113,317 | 16 | <$5M | AI Deep Dive |
| Bayside Pet Resort of Osprey INC | Management of Companies and Enterprises | $111,137 | $111,694 | 24 | <$5M | AI Deep Dive |
| Sean R. Bates | Health Care and Social Assistance | $110,550 | $112,018 | 10 | <$5M | AI Deep Dive |
| Sarasota Crew Inc. | Arts, Entertainment, and Recreation | $107,800 | $108,736 | 24 | <$5M | AI Deep Dive |
| Caithness Construction LLC | Construction | $106,444 | $107,313 | 9 | <$5M | AI Deep Dive |
| Max's Table INC | Accommodation and Food Services | $104,612 | $105,311 | 23 | <$5M | AI Deep Dive |
| Layton Capital LLC | Administrative and Support and Waste Management | $104,390 | $105,096 | 12 | <$5M | AI Deep Dive |
| Spanish Point INC | Accommodation and Food Services | $103,500 | $104,710 | 29 | $5.1M | AI Deep Dive |
| M&f Fabrics, Inc. | Retail Trade | $88,800 | $96,522 | 9 | <$5M | AI Deep Dive |
| Gulf Coast Heritage Association INC | Arts, Entertainment, and Recreation | $87,094 | $87,689 | 16 | <$5M | AI Deep Dive |
| M & F Fabrics Inc. | Retail Trade | $86,600 | $87,618 | 9 | <$5M | AI Deep Dive |
| M&f Fabrics of Naples LLC | Retail Trade | $85,766 | $86,750 | 11 | <$5M | AI Deep Dive |
| M&f Fabrics of Naples, LLC | Retail Trade | $82,533 | $83,347 | 11 | <$5M | AI Deep Dive |
| Medicarr LLC | Finance and Insurance | $79,500 | $80,222 | 5 | <$5M | AI Deep Dive |
| Cplaz. INC | Unknown | $79,000 | $79,944 | 16 | N/A | AI Deep Dive |
| J & T Holland INC | Administrative and Support and Waste Management | $77,362 | $35,095 | 5 | <$5M | AI Deep Dive |