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 $570 per night from Jan 15 to Jan 16
    $570
    includes taxes & fees
    $515 per night
    Jan 15 - Jan 16, 2025
    9.2/10 Wonderful! (370 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $381 per night from Jan 8 to Jan 9
    $381
    includes taxes & fees
    $338 per night
    Jan 8 - Jan 9, 2025
    9/10 Wonderful! (1,002 reviews)
    Topsider Resort by Capital Vacations

    Topsider Resort by Capital Vacations

    75500 Overseas Hwy, Islamorada, FL
    8.8/10 Excellent! (59 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $354 per night from Dec 24 to Dec 25
    $354
    includes taxes & fees
    $315 per night
    Dec 24 - Dec 25
    8.8/10 Excellent! (1,002 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $341 per night from Jan 5 to Jan 6
    $341
    includes taxes & fees
    $303 per night
    Jan 5 - Jan 6, 2025
    8.8/10 Excellent! (1,207 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    The price is $182 per night from Jan 7 to Jan 8
    $182
    includes taxes & fees
    $166 per night
    Jan 7 - Jan 8, 2025
    8.8/10 Excellent! (1,001 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    The price is $319 per night from Jan 15 to Jan 16
    $319
    includes taxes & fees
    $283 per night
    Jan 15 - Jan 16, 2025
    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 $503 per night from Jan 6 to Jan 7
    $503
    includes taxes & fees
    $447 per night
    Jan 6 - Jan 7, 2025
    8/10 Very Good! (1,001 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $181 per night from Jan 20 to Jan 21
    $181
    includes taxes & fees
    $161 per night
    Jan 20 - Jan 21, 2025
    7.8/10 Good! (1,000 reviews)

Hotel Options in Islamorada

    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $341 per night from Jan 5 to Jan 6
    $341
    includes taxes & fees
    $303 per night
    Jan 5 - Jan 6, 2025
    8.8/10 Excellent! (1,207 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $318 per night from Jan 5 to Jan 6
    $318
    includes taxes & fees
    $288 per night
    Jan 5 - Jan 6, 2025
    9/10 Wonderful! (1,384 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $381 per night from Jan 8 to Jan 9
    $381
    includes taxes & fees
    $338 per night
    Jan 8 - Jan 9, 2025
    9/10 Wonderful! (1,002 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
349 Condo Rentals
Lowest Price
$181
Highest Price
$570
Popular accommodation
Serenity In The Sun Condo Fabulous Ocean View, Ocean Views All Rooms ! Top Floor ! Largest - End Unit, Quiet !!, RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!, Ohana Cay 4 bed & 4 bath @ Mariners Club - Sleeps 10!!, Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys., Beautiful condo with amazing Ocean, Marina & Beach views!, Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball , Enjoy Sunny Skies & Serene Seas from Top Floor End Unit at Ocean Pointe Bldg 2, Island Escape at Ocean Pointe