| Sand Key Associates Limited Partnership | Accommodation and Food Services | $2,826,100 | $2,520,108 | 312 | $97.6M |  Research |
| Clearwater Marine Aquarium | Arts, Entertainment, and Recreation | $1,627,900 | $1,650,103 | 321 | N/A | Research |
| Island Way Grill INC | Accommodation and Food Services | $1,277,045 | $1,293,505 | 119 | $21.1M | Research |
| Palm Pavilion of Clearwater INC | Accommodation and Food Services | $1,229,309 | $1,238,562 | 95 | $16.9M | Research |
| Palm Pavilion, Inc. | Accommodation and Food Services | $893,725 | $118,732 | 127 | $22.5M | Research |
| Clearwater Beach Seafoods LLC | Accommodation and Food Services | $871,388 | $877,052 | 113 | $20.1M | Research |
| Island Way Grill, INC | Accommodation and Food Services | $851,202 | $863,142 | 140 | $24.9M | Research |
| Palm Pavilion of Clearwater INC | Accommodation and Food Services | $785,643 | $792,975 | 109 | $19.4M | Research |
| Quality Boats of Clearwater, Inc. | Wholesale Trade | $643,552 | $649,791 | 72 | $22.1M | Research |
| Shephard's Beach Resort, INC | Accommodation and Food Services | $640,700 | $924,766 | 193 | $60.3M | Research |
| Cb Beachwalk Partners LLC | Accommodation and Food Services | $603,197 | $606,984 | 85 | $15.1M | Research |
| Frenchy's Rockaway Grill, Inc. | Accommodation and Food Services | $505,873 | $512,294 | 121 | $21.5M | Research |
| Savis Inc. | Professional, Scientific, and Technical Services | $447,720 | $379,719 | 24 | <$5M | Research |
| Blowfish Holdings LLC | Accommodation and Food Services | $401,208 | $403,571 | 51 | $9.1M | Research |
| Marina Cantina, LLC | Accommodation and Food Services | $377,417 | $382,921 | 73 | $13.0M | Research |
| Backwaters On Sand Key LLC | Accommodation and Food Services | $374,530 | $379,137 | 37 | $6.6M | Research |
| Shephard's Management, Inc. | Accommodation and Food Services | $371,500 | $373,780 | 27 | $8.4M | Research |
| Hoot the Dog LLC | Accommodation and Food Services | $277,651 | $280,954 | 54 | $9.6M | Research |
| Cooter's Bar, L.c. | Other Services (except Public Administration) | $277,100 | $279,201 | 38 | $7.3M | Research |
| Captain Memo's Pirate Cruise | Arts, Entertainment, and Recreation | $277,000 | $279,588 | 20 | <$5M | Research |
| Salt Cracker Grill, INC | Accommodation and Food Services | $270,365 | $274,451 | 62 | $11.0M | Research |
| Lucky Beach Club Limited Liability Company | Accommodation and Food Services | $243,200 | $244,909 | 30 | <$5M | Research |
| Simple Solutions and Innovations, INC | Wholesale Trade | $227,715 | $230,530 | 16 | <$5M | Research |
| Clearwater Angler LLC | Accommodation and Food Services | $224,500 | $226,047 | 28 | <$5M | Research |
| Heilman's Restuarants INC | Accommodation and Food Services | $216,009 | $217,518 | 38 | $6.7M | Research |