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Apartment for rent
  • $17,640/mo

    536 Fleming St FLOOR 2-ID1297611P, Key West, FL 33040

    2beds
    2,023sqft
    Price may not include required fees and charges.
    Apartment
    Available Thu Oct 9 2025
    No pets
    -- A/C
    In unit laundry
    None parking
    -- Heating
    Contact manager for more details about this home.

    What's special

    Historic red brick building
    Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a 30-day minimum stay. Start your day with idyllic Key West mornings at The Maloney, where the soft light of sunrise filters through 19th-century brick-framed windows, perfectly complementing a velvety cup of cafe con leche. The vibrant evenings offer a curated collection of local paintings and carvings, set against the glow of 100-year-old Dade County pine floors, creating an ideal ambiance for hosting a quiet dinner or serving cocktails to friends. Mid-stay cleans are available upon request. Situated on one of Key West's prime corners, The Maloney places you within a block of award-winning restaurants, coffee and sandwich shops, wine bars, craft cocktail bars, a local grocery store, and the world-famous Duval Street. The neighborhood's walkability is complemented by options to rent bikes from Fury or Island Bicycles, which offer pick-up and drop-off services. For a unique island experience, rent a scooter or golf cart from Minty's. Traditional transportation options like Uber, Lyft, and taxis, including the reliable Pink Taxi, are also available for convenient travel. There is no parking included with your stay. Damages to the property or additional cleaning due to excessive mess are subject to charges.
    23 days
    on Zillow
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    Travel times

    Renting now? Get $1,000 closer to owning

    Unlock a $400 renter bonus, plus up to a $600 savings match when you open a Foyer+ account.

    Offers by Foyer; terms for both apply. Details on landing page.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Furnished: Yes
    Interior area
    • Total interior livable area: 2,023 sqft

    Property

    Parking
    • Parking features: Contact manager
    • Details: Contact manager
    Features
    • Exterior features: , Balcony, CO Detector, Fire Detector, Heating fuel: none, View Type: None
    • Has view: Yes
    • View description: Contact manager

    Construction

    Type & style
    • Home type: Apartment
    • Property subtype: Apartment

    Building

    Management
    • Pets allowed: No

    Community & HOA

    Location
    • Region: Key West

    Financial & listing details

    • Lease term: 1 Month

    Price history

    DateEventPrice
    10/4/2025Price change$17,640+1.2%$9/sqft
    Source: Zillow Rentals
    10/3/2025Price change$17,430+2.5%$9/sqft
    Source: Zillow Rentals
    10/1/2025Price change$17,010+2.1%$8/sqft
    Source: Zillow Rentals
    9/29/2025Price change$16,665+3.3%$8/sqft
    Source: Zillow Rentals
    9/27/2025Price change$16,125+2.7%$8/sqft
    Source: Zillow Rentals

    Neighborhood: Old Town

    There are 2 available units in this apartment building