| Hildenborough Hotels Limited INC | $434,109 | $437,665 | 23 | $7.2M | AI Deep Dive |
| Key West Seaport, LLC | $424,437 | $427,437 | 75 | $13.3M | AI Deep Dive |
| Pepe's Cafe INC | $417,600 | $419,862 | 41 | $7.3M | AI Deep Dive |
| Waterfront Brewery, LLC | $415,737 | $425,565 | 65 | $11.5M | AI Deep Dive |
| Boat House Key West, LLC | $397,800 | $231,145 | 43 | $7.6M | AI Deep Dive |
| Murphy's Law Pizza, LLC | $396,615 | $401,716 | 75 | $13.3M | AI Deep Dive |
| Casa Cayo Hueso LLC | $390,500 | $396,455 | 44 | $7.8M | AI Deep Dive |
| Two Friends Patio Restaurant LLC | $382,500 | $386,676 | 34 | $6.0M | AI Deep Dive |
| Boyd's Key West Campground Inc. | $381,362 | $383,745 | 30 | $9.4M | AI Deep Dive |
| 1000 Atlantic Boulevard, LLC | $381,150 | $387,757 | 50 | $8.9M | AI Deep Dive |
| S.o.a.p. Del Dia INC | $377,483 | $381,101 | 45 | $8.0M | AI Deep Dive |
| Onpointe Restaurant Group LLC | $376,316 | $378,521 | 41 | $7.3M | AI Deep Dive |
| Mad Eats Key West LLC | $373,994 | $377,160 | 41 | $7.3M | AI Deep Dive |
| Hogs Breath Saloon of Key West INC | $368,698 | $370,910 | 43 | $7.6M | AI Deep Dive |
| Southernmost House Ltd | $348,999 | $352,605 | 44 | $13.8M | AI Deep Dive |
| Denny's Restaurant | $338,251 | $340,641 | 30 | $5.3M | AI Deep Dive |
| Pepe's Cafe Inc. | $331,700 | $334,538 | 44 | $7.8M | AI Deep Dive |
| Lucy's Duval LLC | $328,878 | $332,779 | 267 | $47.4M | AI Deep Dive |
| Island Hotel Properties Inc. | $324,443 | $326,300 | 35 | $10.9M | AI Deep Dive |
| Front Street Enterprises, LLC | $313,800 | $317,827 | 58 | $10.3M | AI Deep Dive |
| Hildenborough Hotels Limited, Inc. | $310,077 | $312,617 | 26 | $8.1M | AI Deep Dive |
| La Te Da Key West LLC | $296,061 | $298,786 | 27 | <$5M | AI Deep Dive |
| Moondog Cafe LLC | $295,706 | $297,115 | 23 | <$5M | AI Deep Dive |
| Imcmv Key West Cafe LLC | $292,800 | $295,439 | 47 | $8.3M | AI Deep Dive |
| Conch Flyer Concessions LLC | $289,151 | $292,990 | 24 | <$5M | AI Deep Dive |