Compare Islamorada Condo Rentals

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Featured Condo Rentals in Islamorada

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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.

Hotel Options in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $214 nightly
    The price is $241 total per night from Sep 7 to Sep 8
    $241 total
    Sep 7 - Sep 8
    Total with taxes and fees
    9.2/10 Wonderful! (1,436 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $158 nightly
    The price is $178 total per night from Oct 5 to Oct 6
    $178 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9.2/10 Wonderful! (1,782 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $206 nightly
    The price is $232 total per night from Sep 15 to Sep 16
    $232 total
    Sep 15 - Sep 16
    Total with taxes and fees

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
396 Condo Rentals
Lowest Price
$178
Highest Price
$395
Popular accommodation
Caloosa Cove Resort by CoolVacay, Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo, Toes in the Sand - 2 Bedroom Condo Sleeps 4, Fall Special! 5 Star Resort Lagoon Pool Tennis GolfCart Kayaks Amenities, Oceanfront Key Largo Paradise - Private Beach + Pool, Hot Tub & Marina, Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!, Florida Keys Getaway - Slps 4 - Ocean View, Key Largo Oceanfront Escape: Pools, Beach, Fishing Pier, No Steps ! 🏝️, BEST Ocean Views All Rooms Building 4, 4th floor! Largest - End Unit, Quiet !!

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