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 $494 per night from Apr 30 to May 1
    $494
    includes taxes & fees
    $439 per night
    Apr 30 - May 1
    9.2/10 Wonderful! (391 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $323 per night from May 22 to May 23
    $323
    includes taxes & fees
    $287 per night
    May 22 - May 23
    9/10 Wonderful! (1,005 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $373 per night from May 20 to May 21
    $373
    includes taxes & fees
    $331 per night
    May 20 - May 21
    9/10 Wonderful! (1,064 reviews)
    Topsider Resort

    Topsider Resort

    75500 Overseas Hwy, Islamorada, FL
    8.8/10 Excellent! (61 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 $371 per night from May 12 to May 13
    $371
    includes taxes & fees
    $330 per night
    May 12 - May 13
    8.8/10 Excellent! (17 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $310 per night from May 4 to May 5
    $310
    includes taxes & fees
    $276 per night
    May 4 - May 5
    8.8/10 Excellent! (1,195 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    The price is $192 per night from Apr 30 to May 1
    $192
    includes taxes & fees
    $175 per night
    Apr 30 - May 1
    8.8/10 Excellent! (1,002 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    The price is $271 per night from May 4 to May 5
    $271
    includes taxes & fees
    $241 per night
    May 4 - May 5
    8.6/10 Excellent! (1,005 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $188 per night from May 11 to May 12
    $188
    includes taxes & fees
    $167 per night
    May 11 - May 12
    7.8/10 Good! (1,005 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $280 per night from Apr 30 to May 1
    $280
    includes taxes & fees
    $249 per night
    Apr 30 - May 1
    9/10 Wonderful! (1,431 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $373 per night from May 20 to May 21
    $373
    includes taxes & fees
    $331 per night
    May 20 - May 21
    9/10 Wonderful! (1,064 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 $371 per night from May 12 to May 13
    $371
    includes taxes & fees
    $330 per night
    May 12 - May 13
    8.8/10 Excellent! (17 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
440 Condo Rentals
Lowest Price
$188
Highest Price
$494
Popular accommodation
Its an enjoyable two bed/bath unit with pleasant view of the marina and 0cean., Overlooking The Marina and Ocean Includes Use of Golf Cart Pet-Friendly, Ocean View Suite, Top Floor, Updated, Paradise Awaits: 2 BR Beautiful Condo w/ Pool, Beach, Marina & Resort Perks, Welcome to Paradise!, Condo with Pool and Beach Access, Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe, Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more...., BEAUTIFULLY DESIGNED OCEANFRONT CONDO