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Compare Islamorada Condo Rentals

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Featured Islamorada Condo Rentals

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Islamorada Accommodation Oceanfront

    Lookout Lodge Resort
    Lookout Lodge Resort
    87770 Overseas Hwy, Islamorada, FL
    5/5Exceptional! (2 reviews)
    Lookout Lodge Resort
    Casa Morada
    Casa Morada
    136 Madeira Road, Islamorada, FL
    The price is $439 per night from Mar 31 to Apr 1
    4.8/5Exceptional! (4 reviews)
    Casa Morada
    Islander Resort
    Islander Resort
    82100 Overseas Highway, Islamorada, FL
    The price is $518 per night from Mar 9 to Mar 10
    4.7/5Exceptional! (56 reviews)
    Islander Resort
    Cheeca Lodge & Spa
    Cheeca Lodge & Spa
    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $779 per night from Mar 7 to Mar 8
    4.6/5Wonderful! (34 reviews)
    Cheeca Lodge & Spa
    Amara Cay Resort
    Amara Cay Resort
    80001 Overseas Hwy, Islamorada, FL
    The price is $319 per night from Mar 24 to Mar 25
    4.4/5Excellent! (34 reviews)
    Amara Cay Resort
    Postcard Inn Beach Resort & Marina
    Postcard Inn Beach Resort & Marina
    84001 Overseas Hwy, Islamorada, FL
    4.3/5Excellent! (57 reviews)
    Postcard Inn Beach Resort & Marina
    Pelican Cove Resort & Marina
    Pelican Cove Resort & Marina
    84457 Overseas Highway, Islamorada, FL
    The price is $332 per night from Mar 4 to Mar 5
    4.2/5Very Good! (70 reviews)
    Pelican Cove Resort & Marina
    Topsider Resort by Capital Vacations
    Topsider Resort by Capital Vacations
    75500 Overseas Hwy, Islamorada, FL
    4/5Very Good! (1 review)
    Topsider Resort by Capital Vacations
    Creekside Inn Islamorada
    Creekside Inn Islamorada
    90611 Old Highway, Tavernier, FL
    The price is $188 per night from Mar 4 to Mar 5
    3.8/5Good! (41 reviews)
    Creekside Inn Islamorada

Luxury Condos

Find luxury condos in Islamorada
Get your vacation off to a fabulous start by booking a luxury condo in Islamorada. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Islamorada condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Islamorada will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Hotel Options in Islamorada

    Islander Resort
    Islander Resort
    82100 Overseas Highway, Islamorada, FL
    The price is $518 per night from Mar 9 to Mar 10
    4.7/5Exceptional! (56 reviews)
    Islander Resort
    Postcard Inn Beach Resort & Marina
    Postcard Inn Beach Resort & Marina
    84001 Overseas Hwy, Islamorada, FL
    4.3/5Excellent! (57 reviews)
    Postcard Inn Beach Resort & Marina
    Chesapeake Beach Resort
    Chesapeake Beach Resort
    83409 Overseas Hwy, Islamorada, FL
    The price is $287 per night from Mar 4 to Mar 5
    3.5/5Good! (53 reviews)
    Chesapeake Beach Resort