| 101 | Skipjack Resort & Marina | 1k | 455 | Marathon, United States | $$$$ |
| 102 | Sands Of Islamorada | 1k | 278 | Islamorada, United States | $$$$ |
| 103 | Bayside Inn Key Largo | 1k | 1865 | Key Largo, United States | $$$$ |
| 104 | The Artist House | 1k | 254 | Key West, United States | $$$$ |
| 105 | Almond Tree Inn - Adults Only | 1k | 288 | Key West, United States | $$$$ |
| 106 | Grassy Flats Resort & Beach Club | 1k | 573 | Marathon, United States | $$$$ |
| 107 | New Orleans House - Gay Male Adult Guesthouse | 1k | 151 | Key West, United States | $$$$ |
| 108 | Faro Blanco Resort Marathon Florida Keys, Curio By Hilton | 1k | 434 | Marathon, United States | $$$$ |
| 109 | Blackfin Resort And Marina | 1k | 1485 | Marathon, United States | $$$$ |
| 110 | Sun Outdoors Marathon | 1k | 71 | Duck Key, United States | $$$$ |
| 111 | Sunset Cove Beach Resort | 1k | 775 | Key Largo, United States | $$$$ |
| 112 | Fairfield By Marriott Inn & Suites Key West At The Keys Collection | 970 | 2741 | Key West, United States | $$$$ |
| 113 | Island Bay Resort | 970 | 132 | Key Largo, United States | $$$$ |
| 114 | Coconut Cove Resort & Marina | 970 | 278 | Islamorada, United States | $$$$ |
| 115 | La Te Da - Adult Only, 21 Or Older | 960 | 176 | Key West, United States | $$$$ |
| 116 | Marreros Guest Mansion - Adult Only | 950 | 40 | Key West, United States | $$$$ |
| 117 | Captain Pip'S Marina & Hideaway | 950 | 1305 | Marathon, United States | $$$$ |
| 118 | The Grand Guesthouse | 940 | 715 | Key West, United States | $$$$ |
| 119 | Orchid Key Inn - Adults Only | 930 | 300 | Key West, United States | $$$$ |
| 120 | Coco Plum Beach & Tennis Club & Marina | 930 | 53 | Marathon, United States | $$$$ |
| 121 | Bonefish Bay Motel | 920 | 861 | Marathon, United States | $$$$ |
| 122 | Southwinds Motel | 920 | 1447 | Key West, United States | $$$$ |
| 123 | Parmer'S Resort | 910 | 403 | Little Torch Key, United States | $$$$ |
| 124 | Hampton Inn Marathon - Florida Keys | 910 | 696 | Marathon, United States | $$$$ |
| 125 | Fiesta Key Rv Resort Standard Room 8 | 850 | 105 | Layton, United States | $$$$ |
| 126 | Kingsail Resort | 840 | 1761 | Marathon, United States | $$$$ |
| 127 | Aqua Lodges At Hurricane Hole Marina | 830 | 631 | Stock Island, United States | $$$$ |
| 128 | Yacht Haven | 820 | 693 | Marathon, United States | $$$$ |
| 129 | Seashell Motel | 810 | 839 | Key West, United States | $$$$ |
| 130 | Coconut Bay Resort - Key Largo | 800 | 119 | Key Largo, United States | $$$$ |
| 131 | The Conch House Heritage Inn | 780 | 36 | Key West, United States | $$$$ |
| 132 | Fairfield Inn & Suites By Marriott Key West | 770 | 882 | Key West, United States | $$$$ |
| 133 | Wicker Guesthouse | 760 | 2739 | Key West, United States | $$$$ |
| 134 | Topsider Resort | 760 | 6 | Lower Matecumbe Beach, United States | $$$$ |
| 135 | The Pelican Key Largo Cottages | 740 | 2268 | Key Largo, United States | $$$$ |
| 136 | Deer Run On The Atlantic | 740 | 5 | Big Pine Key, United States | $$$$ |
| 137 | Drift Hotel | 730 | 1218 | Key Largo, United States | $$$$ |
| 138 | Atlantic Bay Resort | 710 | 1348 | Key Largo, United States | $$$$ |
| 139 | Rainbow Bend Resort | 710 | 626 | Duck Key, United States | $$$$ |
| 140 | Dove Creek Resort & Marina, Trademark Collection By Wyndham | 700 | 635 | Key Largo, United States | $$$$ |
| 141 | Seascape Tropical Inn (Adults Only) | 670 | 488 | Key West, United States | $$$$ |
| 142 | Old Town Suites | 630 | 386 | Key West, United States | $$$$ |
| 143 | Simonton Court Historic Inn & Cottages | 630 | 947 | Key West, United States | $$$$ |
| 144 | Largo Resort | 620 | 190 | Key Largo, United States | $$$$ |
| 145 | Coconut Cay Marina & Rv Park | 610 | 700 | Marathon, United States | $$$$ |
| 146 | Southernmost Point Guest House & Garden Bar | 610 | 1139 | Key West, United States | $$$$ |
| 147 | Creekside Inn | 610 | 1336 | Tavernier, United States | $$$$ |
| 148 | Coconut Palm Inn | 600 | 177 | Tavernier, United States | $$$$ |
| 149 | Gulf View Waterfront Resort | 600 | 396 | Marathon, United States | $$$$ |
| 150 | Sugarloaf Key Rv Resort & Cottages | 600 | 626 | Summerland Key, United States | $$$$ |
| 151 | Breezy Palms Resort | 590 | 1626 | Islamorada, United States | $$$$ |
| 152 | Caribbean House | 590 | 284 | Key West, United States | $$$$ |
| 153 | Sun Outdoors Key Largo | 580 | 168 | Key Largo, United States | $$$$ |
| 154 | Old Town Manor | 560 | 966 | Key West, United States | $$$$ |
| 155 | Coconut Mallory Resort And Marina | 560 | 128 | Key West, United States | $$$$ |
| 156 | Suite Dreams Inn By The Beach | 520 | 36 | Key West, United States | $$$$ |
| 157 | Looe Key Reef Resort And Dive Center | 520 | 272 | Summerland Key, United States | $$$$ |
| 158 | Glunz Ocean Beach Hotel And Resort | 510 | 358 | Marathon, United States | $$$$ |
| 159 | Rock Reef Resort | 480 | 676 | Key Largo, United States | $$$$ |
| 160 | The Cabana Inn Key West - Adult Exclusive | 470 | 907 | Key West, United States | $$$$ |
| 161 | Edgewater Lodge | 460 | 364 | Layton, United States | $$$$ |
| 162 | Coconut Cay Resort | 450 | 1068 | Marathon, United States | $$$$ |
| 163 | Harborside Motel & Marina | 440 | 1334 | Key West, United States | $$$$ |
| 164 | Old Wooden Bridge Resort & Marina | 420 | 333 | Big Pine Key, United States | $$$$ |
| 165 | Pegasus International Hotel | 420 | 913 | Key West, United States | $$$$ |
| 166 | Treasure Harbor | 400 | 159 | Islamorada, United States | $$$$ |
| 167 | Conch Key Fishing Lodge & Marina | 390 | 408 | Conch Key, United States | $$$$ |
| 168 | Key Largo Cottages | 380 | 16 | Key Largo, United States | $$$$ |
| 169 | Villas At Hawks Cay Resort | 380 | 39 | Duck Key, United States | $$$$ |
| 170 | Sunset Inn | 370 | 1504 | Islamorada, United States | $$$$ |
| 171 | El Patio Motel | 370 | 2594 | Key West, United States | $$$$ |
| 172 | Ragged Edge Resort & Marina | 360 | 113 | Islamorada, United States | $$$$ |
| 173 | Courtney'S Place Historic Cottages & Inns | 345 | 1021 | Key West, United States | $$$$ |
| 174 | The Ocean View Inn | 325 | 329 | Islamorada, United States | $$$$ |
| 175 | Alexander'S Guesthouse-Adult Exclusive | 310 | 35 | Key West, United States | $$$$ |
| 176 | Fiesta Key Rv Resort Waterfront Cottage 33 | 300 | 55 | Layton, United States | $$$$ |
| 177 | Rose Lane Villas | 270 | 266 | Key West, United States | $$$$ |
| 178 | Tranquillity Guest House | 270 | 543 | Key West, United States | $$$$ |
| 179 | Knight'S Key Suites | 240 | 259 | Marathon, United States | $$$$ |
| 180 | Andrews Inn & Garden Cottages | 240 | 148 | Key West, United States | $$$$ |
| 181 | The Speakeasy Inn And Rum Bar | 200 | 397 | Key West, United States | $$$$ |
| 182 | Village At Hawks Cay Villas By Keyscaribbean | 200 | 19 | Duck Key, United States | $$$$ |
| 183 | Big Pine Key Motel | 190 | 544 | Big Pine Key, United States | $$$$ |
| 184 | Key West Inn-Key Largo | 160 | 863 | Key Largo, United States | $$$$ |
| 185 | The Hammocks At Marathon | 160 | 44 | Marathon, United States | $$$$ |
| 186 | Key Lime Cottage | 160 | 2 | Key West, United States | $$$$ |
| 187 | Curry House - Room 5 | 160 | 3 | Key West, United States | $$$$ |
| 188 | Papa'S Hideaway | 150 | 31 | Key West, United States | $$$$ |
| 189 | Alexander Palms Court - No Hidden Resort Fees! | 150 | 711 | Key West, United States | $$$$ |
| 190 | Blue Room At The Grand Maloney | 150 | 4 | Key West, United States | $$$$ |
| 191 | The Porch On Frances Inn - Adults Exclusive | 140 | 131 | Key West, United States | $$$$ |
| 192 | Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking | 120 | 62 | Key West, United States | $$$$ |
| 193 | Kw42 Bahama House | 120 | 9 | Key West, United States | $$$$ |
| 194 | Coral Hammock Poolside Home | 120 | 6 | Key West, United States | $$$$ |
| 195 | L'Habitation Guesthouse- Adult Exclusive | 100 | 1129 | Key West, United States | $$$$ |
| 196 | Tropical Cottages | 100 | 403 | Marathon, United States | $$$$ |
| 197 | Kona Kai Oasis | 100 | 118 | Key West, United States | $$$$ |
| 198 | Amoray Dive Resort | 90 | 550 | Key Largo, United States | $$$$ |
| 199 | Classic King With Balcony At Curry Mansion | 90 | 2 | Key West, United States | $$$$ |
| 200 | Sugarloaf Lodge | 80 | 396 | Sugarloaf Shores, United States | $$$$ |
