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
    $202 nightly
    The price is $228 total per night from Oct 9 to Oct 10
    $228 total
    Oct 9 - Oct 10
    Total with taxes and fees
    9.2/10 Wonderful! (408 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    $250 nightly
    The price is $281 total per night from Oct 6 to Oct 7
    $281 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (1,022 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,221 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
    $245 nightly
    The price is $276 total per night from Oct 6 to Oct 7
    $276 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.8/10 Excellent! (87 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 6 to Oct 7
    $234 total
    Oct 6 - Oct 7
    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
    $193 nightly
    The price is $217 total per night from Oct 21 to Oct 22
    $217 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8.6/10 Excellent! (1,006 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    $134 nightly
    The price is $147 total per night from Oct 6 to Oct 7
    $147 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    $114 nightly
    The price is $128 total per night from Oct 5 to Oct 6
    $128 total
    Oct 5 - Oct 6
    Total with taxes and fees
    7.8/10 Good! (1,013 reviews)

Hotel Options in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,221 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $182 nightly
    The price is $205 total per night from Oct 6 to Oct 7
    $205 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9.2/10 Wonderful! (1,529 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 6 to Oct 7
    $234 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.8/10 Excellent! (1,260 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
420 Condo Rentals
Lowest Price
$128
Highest Price
$281
Popular accommodation
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities, Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe, Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys., Luxurious 2BR Beachfront Condo | Steps to Pool & Ocean | Ocean Pointe Resort, Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!, Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more...., Top Floor Condo w/ Ocean Views Near Pool [Ocean Pointe 3405], Condo with Pool and Beach Access, Castaway Key, Double balcony ocean views in prime building 4

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