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Islamorada Travel Guide powered by advice from Real Travelers

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Find out about Islamorada hotels before you book by reading Islamorada Hotel Reviews from Real Travelers across the web. Then compare prices across multiple sites to find a great deal.

Islamorada Travel Experiences

  • Clare & Michael Clare & Michael said

    A conversation with Stephen Frink at the party sealed the deal for our decision to go further south. He said that there’s more to life th... Continue reading »

    by Real Traveler Clare & Michael
  • Clare & Michael Clare & Michael said

    THE DIVINGMy Florida Keys diving experience had been limited to Key West. So needless to say, I really wasn’t sure what to expect. I was... Continue reading »

    by Real Traveler Clare & Michael
  • Lori and Ian Lori and Ian said

    The day started with the last of the goodbyes as Michelle and Matt headed back to Australia, Alison left for New York City and Kirsty and... Continue reading »

    by Real Traveler Lori and Ian
  • Ben Connor Ben Connor said

    A 60cm deep, 80km wide and 160km long very slow moving river of grass dappled with tree islands, herons, pelicans and 14ft alligators sun... Continue reading »

    by Real Traveler Ben Connor
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12 hotels found
  • 1. Clarion Collection Castillo Real

    Real Traveler Rating: 4.7 out of 5 based on 32 reviews from 4 sources

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    from $99
    Clarion Collection Castillo Real
    Based on 32 reviews from 4 sources.
    Service: Rating of 4.7 out of 5
    Location: Rating of 4.7 out of 5
    Room: Rating of 4.8 out of 5
    • "Will recommend to others and will always stay here when in the area." — source Travelocity

      "Outside very nice, decorative building, grounds and pool nice, clean & quiet. Lobby, hallways and restaurant nicely decorated and clean." — source Orbitz

  • 2. Hilton Garden Inn St Augustine

    Real Traveler Rating: 4.2 out of 5 based on 124 reviews from 4 sources

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    from $106
    Hilton Garden Inn St Augustine
    Based on 124 reviews from 4 sources.
    Service: Rating of 4.3 out of 5
    Location: Rating of 4.0 out of 5
    Room: Rating of 4.4 out of 5
    • "The hotel wasn't quite as nice as I had expected, but it was still a pretty good hotel." — source Orbitz

      "Great place to stay close to the beach." — source Priceline

  • 3. Chesapeake Resort

    Real Traveler Rating: 3.9 out of 5 based on 33 reviews from 3 sources

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    from $145
    Chesapeake Resort
    Based on 33 reviews from 3 sources.
    Service: Rating of 4.5 out of 5
    Location: Rating of 5.0 out of 5
    Room: Rating of 3.9 out of 5
    • "I paid $215/night + taxes so I don't feel I got my money's worth and would never recommend to a friend." — source Orbitz

      "I plan on goingback again and would recommend the resort to others." — source Skoosh

  • 4. Islander Resort

    Real Traveler Rating: 3.8 out of 5 based on 24 reviews from 3 sources

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    from $132
    Islander Resort
    Based on 24 reviews from 3 sources.
    Service: Rating of 3.9 out of 5
    Location: Rating of 4.7 out of 5
    Room: Rating of 4.3 out of 5
    • "NIce location, hotel could have been cleaner, but overall it was OK for a beach hotel." — source Orbitz

      "Our room was located in an area with a nice view and the room was clean and nicely decorated." — source Travelocity

  • WindMark Beach Morning Glory

    In the Village Center, Windmark Beach loft accommodations embrace a vacation that can be both tranquil and exciting, depending on you. The community is amidst 3. 5 miles of boardwalk overlooking the natural beauty of the area l... more

  • 6. Pines and Palms Resort

    Real Traveler Rating: 4.6 out of 5 based on 4 reviews from 2 sources

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    from $126
    Pines and Palms Resort
    Based on 4 reviews from 2 sources.
    Service: Rating of 4.9 out of 5
    Location: Rating of 4.9 out of 5
    Room: Rating of 5.0 out of 5
    • "Our private cottage had just enough space for two, and the hotel's motto Clean, comfortable, Caribbean cottages says it all." — source Orbitz

      "You want relaxing accommodations at a very competitive price." — source Orbitz

  • 7. Holiday Isle Beach Resorts And Marina

    Real Traveler Rating: 2.7 out of 5 based on 147 reviews from 6 sources

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    from $94
    Holiday Isle Beach Resorts And Marina
    Based on 147 reviews from 6 sources.
    Service: Rating of 2.9 out of 5
    Location: Rating of 4.0 out of 5
    Room: Rating of 2.8 out of 5
    • "I would NEVER stay there again or recommend Holiday Isle to my worst enemy." — source Hotels.com

      "Visiting Miami we decided to pop down to the keys and discover a great hotel in the Holiday Isle." — source Travelocity

  • 8. La Siesta Resort and Marina

    Real Traveler Rating: 4.0 out of 5 based on 2 reviews from 1 source

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    from $169
    La Siesta Resort and Marina
    Average by real travelers
    Based on 2 reviews from 1 source.
    Service: Rating of 5.0 out of 5
    Location: Rating of 5.0 out of 5
    Room: Rating of 5.0 out of 5
    • "We stayed in one of the ocean front rooms and enjoyed the size and location." — source Orbitz

  • 9. Pelican Cove Resort Marina

    Real Traveler Rating: 3.0 out of 5 based on 4 reviews from 2 sources

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    from $116
    Pelican Cove Resort Marina
    Average by real travelers
    Based on 4 reviews from 2 sources.
    Service: Rating of 4.0 out of 5
    Location: Rating of 5.0 out of 5
    Room: Rating of 3.5 out of 5
    • "The room was surprisingly large and always cleaned early in the morning." — source Travelocity

      "I guess they just don't care about customer service." — source Travelocity

  • 10. Casa Morada

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    from $229
    Casa Morada

    Guests of Casa Morada enjoy the seclusion of a private tropical island but are only minutes away from some of the best dining and outdoor activities in the Florida Keys. more

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12 hotels found