Best Boutique Hotels Islamorada

Discover the best boutique & luxury hotels in Islamorada, Florida
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    • The private patio of Islander Resort, a luxury boutique hotel in Islamorada, Florida
    • The bungalow room of Islander Resort, a luxury boutique hotel in Islamorada, Florida
    • The private patio of Islander Resort, a luxury boutique hotel in Islamorada, Florida
    • The outdoor pool of Islander Resort, a luxury boutique hotel in Islamorada, Florida
    • The bar of Islander Resort, a luxury boutique hotel in Islamorada, Florida
    • The beach bar of Islander Resort, a luxury boutique hotel in Islamorada, Florida
    • The PuttTek course of Islander Resort, a luxury boutique hotel in Islamorada, Florida
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    Islander Resort

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    Islander Resort is one of the best boutique hotels in Islamorada, Florida. Nestled on 24 acres of island estate, the Florida Keys hotel offers the perfect setting for a seaside getaway. Recently refreshed, the property unveiled a breezy modern design….
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    • The outdoor pool of The Islands of Islamorada, a luxury boutique hotel in Islamorada, Florida
    • The villa room of The Islands of Islamorada, a luxury boutique hotel in Islamorada, Florida
    • The villa balcony of The Islands of Islamorada, a luxury boutique hotel in Islamorada, Florida
    • The villa bathroom of The Islands of Islamorada, a luxury boutique hotel in Islamorada, Florida
    • The villa terrace of The Islands of Islamorada, a luxury boutique hotel in Islamorada, Florida
    • The outdoor pool of The Islands of Islamorada, a luxury boutique hotel in Islamorada, Florida
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    The Islands of Islamorada

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    The Islands of Islamorada is one of the best luxury boutique hotels in Islamorada, Florida. Nestled at the beachfront, it comprises 22 four-bedroom oceanfront villas and 8 one-bedroom suites. They all embrace a laid-back luxury aesthetic with gleaming white walls…
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    • The outdoor pool of Three Waters Resort & Marina, a cool boutique hotel in Islamorada, Florida
    • The room of Three Waters Resort & Marina, a cool boutique hotel in Islamorada, Florida
    • The bathroom of Three Waters Resort & Marina, a cool boutique hotel in Islamorada, Florida
    • The room of Three Waters Resort & Marina, a cool boutique hotel in Islamorada, Florida
    • The seaside restaurant of Three Waters Resort & Marina, a cool boutique hotel in Islamorada, Florida
    • The beach of Three Waters Resort & Marina, a cool boutique hotel in Islamorada, Florida
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    Three Waters Resort & Marina

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    Three Waters Resort & Marina is one of the coolest boutique hotels in Islamorada, Florida. Occupying 15 acres of waterfront estate, it is perfect for a vibrant Florida Keys getaway. Opened in late 2024, the property draws inspiration from the island’s…
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