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 $429 per night from Apr 9 to Apr 10
    $429
    includes taxes & fees
    $381 per night
    Apr 9 - Apr 10
    9.2/10 Wonderful! (387 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $341 per night from Apr 27 to Apr 28
    $341
    includes taxes & fees
    $303 per night
    Apr 27 - Apr 28
    9/10 Wonderful! (1,000 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $373 per night from Apr 27 to Apr 28
    $373
    includes taxes & fees
    $331 per night
    Apr 27 - Apr 28
    9/10 Wonderful! (1,049 reviews)
    Topsider Resort

    Topsider Resort

    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 $378 per night from May 4 to May 5
    $378
    includes taxes & fees
    $336 per night
    May 4 - May 5
    8.8/10 Excellent! (1,212 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    The price is $370 per night from Apr 9 to Apr 10
    $370
    includes taxes & fees
    $333 per night
    Apr 9 - Apr 10
    8.8/10 Excellent! (1,000 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    The price is $336 per night from May 4 to May 5
    $336
    includes taxes & fees
    $298 per night
    May 4 - May 5
    8.6/10 Excellent! (1,000 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 $496 per night from Apr 27 to Apr 28
    $496
    includes taxes & fees
    $441 per night
    Apr 27 - Apr 28
    8/10 Very Good! (1,000 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $224 per night from May 4 to May 5
    $224
    includes taxes & fees
    $199 per night
    May 4 - May 5
    7.8/10 Good! (1,010 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $348 per night from Apr 6 to Apr 7
    $348
    includes taxes & fees
    $309 per night
    Apr 6 - Apr 7
    9/10 Wonderful! (1,418 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $373 per night from Apr 27 to Apr 28
    $373
    includes taxes & fees
    $331 per night
    Apr 27 - Apr 28
    9/10 Wonderful! (1,049 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $378 per night from May 4 to May 5
    $378
    includes taxes & fees
    $336 per night
    May 4 - May 5
    8.8/10 Excellent! (1,212 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
$224
Highest Price
$496
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