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
    $250 nightly
    The price is $282 total per night from Jul 10 to Jul 11
    $282 total
    Jul 10 - Jul 11
    Total includes taxes and fees
    9.2/10 Wonderful! (399 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    $268 nightly
    The price is $302 total per night from Aug 4 to Aug 5
    $302 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    9/10 Wonderful! (1,001 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
    $347 nightly
    The price is $391 total per night from Jul 13 to Jul 14
    $391 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    9/10 Wonderful! (46 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 Jul 31 to Aug 1
    $291 total
    Jul 31 - Aug 1
    Total includes taxes and fees
    9/10 Wonderful! (1,119 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
    $276 nightly
    The price is $310 total per night from Jul 13 to Jul 14
    $310 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    8.8/10 Excellent! (1,222 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    $214 nightly
    The price is $240 total per night from Jul 20 to Jul 21
    $240 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8.6/10 Excellent! (1,005 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    $175 nightly
    The price is $192 total per night from Jul 10 to Jul 11
    $192 total
    Jul 10 - Jul 11
    Total includes taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    $212 nightly
    The price is $238 total per night from Jul 10 to Jul 11
    $238 total
    Jul 10 - Jul 11
    Total includes 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
    $199 nightly
    The price is $224 total per night from Aug 3 to Aug 4
    $224 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    9/10 Wonderful! (1,482 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 Jul 31 to Aug 1
    $291 total
    Jul 31 - Aug 1
    Total includes taxes and fees
    9/10 Wonderful! (1,119 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $276 nightly
    The price is $310 total per night from Jul 13 to Jul 14
    $310 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    8.8/10 Excellent! (1,222 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
443 Condo Rentals
Lowest Price
$192
Highest Price
$742
Popular accommodation
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more...., Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball , Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo, Summer Deals! OCEANFRONT Lux 1300sf with Stunning Views & All Amenities of home!, Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach, Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe, RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES! Still have an open week in July!, Castaway Key, Double balcony ocean views in prime building 4, Oceanfront Property with Elevator, Lagoon and 2 Heated Pools