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

    Casa Morada

    Casa Morada

    136 Madeira Road, Islamorada, FL
    The price is $576 per night from Feb 26 to Feb 27
    $576
    includes taxes & fees
    $521 per night
    Feb 26 - Feb 27
    9.2/10 Wonderful! (383 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $456 per night from Feb 27 to Feb 28
    $456
    includes taxes & fees
    $405 per night
    Feb 27 - Feb 28
    9/10 Wonderful! (1,006 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $516 per night from Mar 23 to Mar 24
    $516
    includes taxes & fees
    $459 per night
    Mar 23 - Mar 24
    9/10 Wonderful! (1,032 reviews)
    Topsider Resort by Capital Vacations

    Topsider Resort by Capital Vacations

    75500 Overseas Hwy, Islamorada, FL
    8.8/10 Excellent! (61 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $445 per night from Feb 25 to Feb 26
    $445
    includes taxes & fees
    $396 per night
    Feb 25 - Feb 26
    8.8/10 Excellent! (1,207 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    The price is $443 per night from Feb 24 to Feb 25
    $443
    includes taxes & fees
    $398 per night
    Feb 24 - Feb 25
    8.8/10 Excellent! (1,001 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    The price is $420 per night from Feb 25 to Feb 26
    $420
    includes taxes & fees
    $373 per night
    Feb 25 - Feb 26
    8.6/10 Excellent! (1,002 reviews)
    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    84001 Overseas Hwy, Islamorada, FL
    The price is $610 per night from Feb 25 to Feb 26
    $610
    includes taxes & fees
    $543 per night
    Feb 25 - Feb 26
    8/10 Very Good! (1,003 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $242 per night from Mar 20 to Mar 21
    $242
    includes taxes & fees
    $215 per night
    Mar 20 - Mar 21
    7.8/10 Good! (1,006 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $386 per night from Feb 24 to Feb 25
    $386
    includes taxes & fees
    $344 per night
    Feb 24 - Feb 25
    9/10 Wonderful! (1,406 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $516 per night from Mar 23 to Mar 24
    $516
    includes taxes & fees
    $459 per night
    Mar 23 - Mar 24
    9/10 Wonderful! (1,032 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $445 per night from Feb 25 to Feb 26
    $445
    includes taxes & fees
    $396 per night
    Feb 25 - Feb 26
    8.8/10 Excellent! (1,207 reviews)

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.

Islamorada Condo Rentals essential information

Accommodation
361 Condo Rentals
Lowest Price
$242
Highest Price
$610
Popular accommodation
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