Compare Cow Key Condo Rentals

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Featured Cow Key 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.

Hotel Options in Cow Key

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd Key West FL
    $323 nightly
    The price is $363 total per night from Jan 6 to Jan 7
    $363 total
    Jan 6 - Jan 7
    Total with taxes and fees
    8.4/10 Very Good! (1,858 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $292 nightly
    The price is $329 total per night from Jan 4 to Jan 5
    $329 total
    Jan 4 - Jan 5
    Total with taxes and fees
    8/10 Very Good! (1,804 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $275 nightly
    The price is $309 total per night from Jan 6 to Jan 7
    $309 total
    Jan 6 - Jan 7
    Total with taxes and fees
    8.8/10 Excellent! (1,768 reviews)

Luxury Condos

Find luxury condos in Cow Key
Get your vacation off to a fabulous start by booking a luxury condo in Cow Key. 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 Cow Key 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 Cow Key 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.

Cow Key Condo Rentals essential information

Accommodation
592 Condo Rentals
Lowest Price
$309
Highest Price
$1,121
Popular accommodation
Treehouse Condo 2nd Floor Balcony sleeps 6 free parking, Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome, JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!, **SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…, Coconut Mallory Resort And Marina By Kees Vacations, Duval Delight | Recently Remodeled Condo on Duval!, Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis, OCTOBER 2025 LOW RATES!!! ATLANTIC HIDEAWAY- Key West, GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

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