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
    $331 nightly
    The price is $372 total per night from Nov 6 to Nov 7
    $372 total
    Nov 6 - Nov 7
    Total with taxes and fees
    9.4/10 Exceptional! (409 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    $262 nightly
    The price is $295 total per night from Nov 16 to Nov 17
    $295 total
    Nov 16 - Nov 17
    Total with taxes and fees
    9/10 Wonderful! (1,009 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $259 nightly
    The price is $291 total per night from Nov 20 to Nov 21
    $291 total
    Nov 20 - Nov 21
    Total with taxes and fees
    9/10 Wonderful! (1,263 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
    $271 nightly
    The price is $304 total per night from Nov 16 to Nov 17
    $304 total
    Nov 16 - Nov 17
    Total with taxes and fees
    8.8/10 Excellent! (103 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $203 nightly
    The price is $229 total per night from Dec 4 to Dec 5
    $229 total
    Dec 4 - Dec 5
    Total with taxes and fees
    8.8/10 Excellent! (1,272 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    $218 nightly
    The price is $246 total per night from Nov 10 to Nov 11
    $246 total
    Nov 10 - Nov 11
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    $151 nightly
    The price is $165 total per night from Nov 9 to Nov 10
    $165 total
    Nov 9 - Nov 10
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Creekside Inn

    Creekside Inn

    90611 Old Highway, Tavernier, FL
    $189 nightly
    The price is $213 total per night from Nov 24 to Nov 25
    $213 total
    Nov 24 - Nov 25
    Total with taxes and fees
    7.8/10 Good! (1,003 reviews)

Hotel Options in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $259 nightly
    The price is $291 total per night from Nov 20 to Nov 21
    $291 total
    Nov 20 - Nov 21
    Total with taxes and fees
    9/10 Wonderful! (1,263 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $223 nightly
    The price is $251 total per night from Dec 4 to Dec 5
    $251 total
    Dec 4 - Dec 5
    Total with taxes and fees
    9.2/10 Wonderful! (1,548 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $203 nightly
    The price is $229 total per night from Dec 4 to Dec 5
    $229 total
    Dec 4 - Dec 5
    Total with taxes and fees
    8.8/10 Excellent! (1,272 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
418 Condo Rentals
Lowest Price
$165
Highest Price
$439
Popular accommodation
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