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Islamorada Hotels with Pools

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Cheeca Lodge & Spa
Cheeca Lodge & Spa
4.0 of 5 stars 1,906 Reviews
Celebrate Mom this May
Chesapeake Beach Resort
Chesapeake Beach Res...
4.0 of 5 stars 436 Reviews
15% off room rate
Casa Morada
Casa Morada
4.5 of 5 stars 560 Reviews
$10 off room rate
Pool Budget Family-friendly Mid-range Beach Luxury Resort hotel Independent Hotels Romantic Fitness center Boutique Charming Quiet Green Best Value Restaurant Pets Allowed Suites Free Breakfast Bar/Lounge Kitchenette Free Parking Room Service Spa Internet Free Wifi 3-star Concierge 2-star Air Conditioning Non-Smoking Hotel Meeting room Business services Days Inn Trendy Reduced mobility rooms 4-star
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    Special Offer Celebrate Mom this May
    Cheeca Lodge & Spa Slideshow
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    #1 Just for You
    Good choice for travelers who love local culture, Offers free wifi, Romantic
    #9 of 20 hotels in Islamorada
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    Pool
    Postcard Inn Beach Resort & Marina at Holiday Isle Slideshow
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    #2 Just for You
    Has a pool, Mid-range hotel, Popular mid-range hotel in Islamorada
    #17 of 20 hotels in Islamorada
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    Pool
    Special Offer Summer Savings!
    The Moorings Village and Spa Slideshow
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    #3 Just for You
    A top romantic hotel in Islamorada, Popular romantic hotel in Islamorada, Has a spa
    #2 of 20 hotels in Islamorada
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    Pool
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    #4 Just for You
    Popular kid-friendly hotel in Islamorada, Has a restaurant, A top kid-friendly hotel in Islamorada
    #7 of 20 hotels in Islamorada
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    Pool
    Amara Cay Resort Slideshow
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    #5 Just for You
    Has a bar/lounge, Mid-range hotel, Popular mid-range hotel in Islamorada
    #8 of 20 hotels in Islamorada
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    Pool
    La Siesta Resort & Marina Slideshow
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    #6 Just for You
    Other travelers love this hotel, Offers free wifi
    #16 of 20 hotels in Islamorada
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    Pool
    Special Price 15% off room rate
    Chesapeake Beach Resort Slideshow
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    #7 Just for You
    A top romantic hotel in Islamorada, Has a pool, Budget hotel
    #14 of 20 hotels in Islamorada
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    Pool
    Pelican Cove Resort Marina Hotel Islamorada Slideshow
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    #8 Just for You
    Popular budget hotel in Islamorada, Has a restaurant
    #15 of 20 hotels in Islamorada
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    Pool
    Drop Anchor Resort Slideshow
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    #9 Just for You
    Other travelers love this hotel, Mid-range hotel, Family-friendly
    #6 of 20 hotels in Islamorada
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    Pool
    GreenLeadersSilver level
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    #10 Just for You
    Has a fitness center, Budget hotel, A top environmentally friendly hotel in Islamorada
    #13 of 20 hotels in Islamorada
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    Pool
    Special Price $10 off room rate
    Casa Morada Slideshow
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    #11 Just for You
    A top romantic hotel in Islamorada, Has a bar/lounge, Popular mid-range hotel in Islamorada
    #3 of 20 hotels in Islamorada
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    Pool
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    #12 Just for You
    Has a pool, Other travelers love this hotel
    #11 of 20 hotels in Islamorada
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    Special Offer Free boat dockage
    The Caribbean Resort at Sea Isle Slideshow
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    #13 Just for You
    Offers free wifi, Mid-range hotel, Popular romantic hotel in Islamorada
    #4 of 20 hotels in Islamorada
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    Pool
    Ocean House Slideshow
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    #14 Just for You
    Has a concierge, Budget hotel, Popular budget hotel in Islamorada
    #1 of 20 hotels in Islamorada
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    Pool
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    #15 Just for You
    Other travelers love this hotel
    #5 of 20 hotels in Islamorada
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    Pool
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    #16 Just for You
    #10 of 20 hotels in Islamorada
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    #17 Just for You
    Has a pool
    #12 of 20 hotels in Islamorada
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    Pool
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    #18 Just for You
    Budget hotel, Offers free wifi, Popular budget hotel in Islamorada
    #18 of 20 hotels in Islamorada
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    Pool
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    #19 Just for You
    Has a spa, Other travelers love this hotel
    #19 of 20 hotels in Islamorada
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    Pool
    Special Offer Plan Ahead and Save 15%
    Days Inn & Suites Islamorada Slideshow
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    #20 Just for You
    Has a restaurant
    #20 of 20 hotels in Islamorada
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    Pool
    Islamorada Travel Forum Need specific advice visiting Islamorada, Florida Keys? Visit the TripAdvisor Travel Forum for Islamorada and ask our Destination Experts and the travel community.