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 $395 per night from Apr 14 to Apr 15
    $395
    per night
    Apr 14 - Apr 15
    9.2/10 Wonderful! (338 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $290 per night from Apr 21 to Apr 22
    $290
    per night
    Apr 21 - Apr 22
    9/10 Wonderful! (1,005 reviews)
    Topsider Resort by Capital Vacations

    Topsider Resort by Capital Vacations

    75500 Overseas Hwy, Islamorada, FL
    8.8/10 Excellent! (59 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $399 per night from Apr 16 to Apr 17
    $399
    per night
    Apr 16 - Apr 17
    8.8/10 Excellent! (1,016 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $256 per night from Apr 28 to Apr 29
    $256
    per night
    Apr 28 - Apr 29
    8.8/10 Excellent! (1,262 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    The price is $241 per night from Apr 4 to Apr 5
    $241
    per night
    Apr 4 - Apr 5
    8.8/10 Excellent! (1,006 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    The price is $266 per night from Apr 29 to Apr 30
    $266
    per night
    Apr 29 - Apr 30
    8.4/10 Very Good! (1,007 reviews)
    Pelican Cove Resort & Marina

    Pelican Cove Resort & Marina

    84457 Overseas Highway, Islamorada, FL
    8.2/10 Very Good! (1,000 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    The price is $170 per night from Mar 31 to Apr 1
    $170
    per night
    Mar 31 - Apr 1
    7.8/10 Good! (1,019 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    The price is $309 per night from Apr 7 to Apr 8
    $309
    per night
    Apr 7 - Apr 8
    8.8/10 Excellent! (1,283 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $399 per night from Apr 16 to Apr 17
    $399
    per night
    Apr 16 - Apr 17
    8.8/10 Excellent! (1,016 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    The price is $256 per night from Apr 28 to Apr 29
    $256
    per night
    Apr 28 - Apr 29
    8.8/10 Excellent! (1,262 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
299 Condo Rentals
Lowest Price
$170
Highest Price
$399
Popular accommodation
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys., Oceanfront Property with Elevator, Lagoon and 2 Heated Pools, BEAUTIFULLY DESIGNED OCEANFRONT CONDO, APR-MAY '24 SELL-OFF! Great Ocean & Marina VIEWS! UPSCALE 2/2 Quality Reno's!!!, Luxury Condo at Ocean Front Kawama Tower Complex, Welcome to your Tropical Home away from Home, Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo, NEWLY RENOVATED Oceanside Oasis at Kawama Tower, Castaway Key, Double balcony ocean views in prime building 4