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
    $518 nightly
    The price is $583 total per night from Jan 25 to Jan 26
    $583 total
    Jan 25 - Jan 26
    Total with taxes and fees
    9.4/10 Exceptional! (418 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $364 nightly
    The price is $410 total per night from Jan 29 to Jan 30
    $410 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,010 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $377 nightly
    The price is $425 total per night from Feb 1 to Feb 2
    $425 total
    Feb 1 - Feb 2
    Total with taxes and fees
    9.2/10 Wonderful! (1,299 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
    $398 nightly
    The price is $448 total per night from Jan 29 to Jan 30
    $448 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9/10 Wonderful! (133 reviews)
    Topsider Resort

    Topsider Resort

    75500 Overseas Hwy Islamorada FL
    8.8/10 Excellent! (62 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $284 nightly
    The price is $320 total per night from Jan 26 to Jan 27
    $320 total
    Jan 26 - Jan 27
    Total with taxes and fees
    8.8/10 Excellent! (1,268 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway Islamorada FL
    $424 nightly
    The price is $477 total per night from Jan 28 to Jan 29
    $477 total
    Jan 28 - Jan 29
    Total with taxes and fees
    8.6/10 Excellent! (1,002 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222 Islamorada FL
    $192 nightly
    The price is $212 total per night from Jan 29 to Jan 30
    $212 total
    Jan 29 - Jan 30
    Total with taxes and fees
    8.6/10 Excellent! (1,005 reviews)
    Creekside Inn

    Creekside Inn

    90611 Old Highway Tavernier FL
    $199 nightly
    The price is $224 total per night from Jan 25 to Jan 26
    $224 total
    Jan 25 - Jan 26
    Total with taxes and fees
    7.8/10 Good! (1,000 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $242 nightly
    The price is $273 total per night from Jan 29 to Jan 30
    $273 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,649 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $377 nightly
    The price is $425 total per night from Feb 1 to Feb 2
    $425 total
    Feb 1 - Feb 2
    Total with taxes and fees
    9.2/10 Wonderful! (1,299 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
    $398 nightly
    The price is $448 total per night from Jan 29 to Jan 30
    $448 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9/10 Wonderful! (133 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
433 Condo Rentals
Lowest Price
$212
Highest Price
$583
Popular accommodation
Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball, Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!, Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!, Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4., Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball, Oceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS, Breathtaking Ocean views! Owners who care. “Sangria Sunrise”! 10% off charters!, Condo with Pool and Beach Access, Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC

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