Compare Key West Condo Rentals

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Featured Key West 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.

Key West Accommodation Oceanfront

    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL
    $272 nightly
    The price is $306 total per night from Sep 8 to Sep 9
    $306 total
    Sep 8 - Sep 9
    Total with taxes and fees
    9/10 Wonderful! (1,000 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd, Key West, FL
    $172 nightly
    The price is $194 total per night from Sep 4 to Sep 5
    $194 total
    Sep 4 - Sep 5
    Total with taxes and fees
    9/10 Wonderful! (1,211 reviews)
    Pier House Resort & Spa

    Pier House Resort & Spa

    1 Duval St, Key West, FL
    $381 nightly
    The price is $429 total per night from Sep 1 to Sep 2
    $429 total
    Sep 1 - Sep 2
    Total with taxes and fees
    9/10 Wonderful! (1,012 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $219 nightly
    The price is $247 total per night from Sep 2 to Sep 3
    $247 total
    Sep 2 - Sep 3
    Total with taxes and fees
    8.8/10 Excellent! (1,716 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $229 nightly
    The price is $258 total per night from Sep 4 to Sep 5
    $258 total
    Sep 4 - Sep 5
    Total with taxes and fees
    8.6/10 Excellent! (2,695 reviews)
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd, Key West, FL
    $147 nightly
    The price is $165 total per night from Sep 21 to Sep 22
    $165 total
    Sep 21 - Sep 22
    Total with taxes and fees
    8/10 Very Good! (1,988 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $169 nightly
    The price is $190 total per night from Sep 21 to Sep 22
    $190 total
    Sep 21 - Sep 22
    Total with taxes and fees
    7.8/10 Good! (1,551 reviews)
    Key West Sailing Adventure With Sunset Charter Included

    Key West Sailing Adventure With Sunset Charter Included

    201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL
    Restless Native Catamaran Key West

    Restless Native Catamaran Key West

    201 Williams Street Dock c-18, Key West, FL

Hotel Options in Key West

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd, Key West, FL
    $184 nightly
    The price is $207 total per night from Aug 25 to Aug 26
    $207 total
    Aug 25 - Aug 26
    Total with taxes and fees
    8.4/10 Very Good! (1,474 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $219 nightly
    The price is $247 total per night from Sep 2 to Sep 3
    $247 total
    Sep 2 - Sep 3
    Total with taxes and fees
    8.8/10 Excellent! (1,716 reviews)
    Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3850 N Roosevelt Blvd, Key West, FL
    $126 nightly
    The price is $142 total per night from Sep 1 to Sep 2
    $142 total
    Sep 1 - Sep 2
    Total with taxes and fees
    7.8/10 Good! (1,069 reviews)

Luxury Condos

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

Key West Condo Rentals essential information

Accommodation
645 Condo Rentals
Lowest Price
$142
Highest Price
$429
Popular accommodation
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool, WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool, GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!, ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!, SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!, COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!, Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym, Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony, FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!