Best hotels in Islamorada

Best hotels in Islamorada: the best-rated on Staylist is The Islands of Islamorada (AI score 8.2, typically $763 a night); the best-rated under $400 is Cheeca Lodge & Spa (AI score 7.2, typically $378 a night). Staylist lists 9 hotels in Islamorada, United States, each with a booking link.

More about hotels in Islamorada

Across the 8 with a previously observed price, typical nightly rates run from about $378 to $436, with the middle around $397. Of the 6 with listed amenities, common ones include private beach area (100%), wi-fi in public areas (100%), outdoor swimming pool (83%), gym (83%). Guests most often mention friendly host.

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  1. The Islands of Islamorada
    18.2The Islands of Islamorada4-star$763 / night
  2. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
    27.9Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort5-star$426 / night
  3. Cheeca Lodge & Spa
    37.2Cheeca Lodge & Spa5-star$378 / night
  4. Topsider Resort
    47.2Topsider Resort3-starCheck live price →
  5. Bayside Villas by Islander Resort
    57.1Bayside Villas by Islander Resort3-star$274 / night
  6. Amara Cay Resort
    66.9Amara Cay Resort4-star$436 / night
  7. 76.7La Siesta Resort & VillasIslamorada$386 / night
  8. 85.7Fisher Inn Resort & MarinaIslamorada$397 / night
  9. 95.5The Caribbean ResortIslamorada$506 / night

Previously observed price; confirm current price and availability. Data updated 2 October 2026. How Staylist ranks hotels.

Best Hotels in Islamorada (2026): 9 Rated · Staylist World