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
    $394 nightly
    The price is $443 total per night from Jan 14 to Jan 15
    $443 total
    Jan 14 - Jan 15
    Total with taxes and fees
    9.4/10 Exceptional! (416 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $365 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! (1,005 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $320 nightly
    The price is $361 total per night from Jan 29 to Jan 30
    $361 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,285 reviews)
    Topsider Resort

    Topsider Resort

    75500 Overseas Hwy Islamorada FL
    8.8/10 Excellent! (62 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
    $356 nightly
    The price is $400 total per night from Jan 21 to Jan 22
    $400 total
    Jan 21 - Jan 22
    Total with taxes and fees
    8.8/10 Excellent! (124 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $273 nightly
    The price is $308 total per night from Jan 22 to Jan 23
    $308 total
    Jan 22 - Jan 23
    Total with taxes and fees
    8.8/10 Excellent! (1,260 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway Islamorada FL
    $272 nightly
    The price is $307 total per night from Jan 14 to Jan 15
    $307 total
    Jan 14 - Jan 15
    Total with taxes and fees
    8.6/10 Excellent! (1,005 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222 Islamorada FL
    $216 nightly
    The price is $238 total per night from Jan 19 to Jan 20
    $238 total
    Jan 19 - Jan 20
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Creekside Inn

    Creekside Inn

    90611 Old Highway Tavernier FL
    $169 nightly
    The price is $190 total per night from Jan 13 to Jan 14
    $190 total
    Jan 13 - Jan 14
    Total with taxes and fees
    7.8/10 Good! (1,001 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $249 nightly
    The price is $280 total per night from Jan 28 to Jan 29
    $280 total
    Jan 28 - Jan 29
    Total with taxes and fees
    9.2/10 Wonderful! (1,624 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
    $356 nightly
    The price is $400 total per night from Jan 21 to Jan 22
    $400 total
    Jan 21 - Jan 22
    Total with taxes and fees
    8.8/10 Excellent! (124 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $320 nightly
    The price is $361 total per night from Jan 29 to Jan 30
    $361 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,285 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
$190
Highest Price
$443
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., 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, Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

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