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    Key West, FL
    Short Term Rental

    Key West, FL Short Term Rental Properties for Sale

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    Stock Island, FL Summerland Key, FL Big Pine Key, FL Cudjoe Key, FL
    Six-Unit Bed And Breakfast
    Updated: Aug 28
    Six-Unit Bed And Breakfast

    223 Eanes Lane, Key West, FL 33040

    $6,999,000
    1,630 sqft 0.12 AC lot
    Six guest accommodations, each with a private bath
    1630 square feet on a 0.12‑acre property
    Transient license in place
    Adjacent to the Ernest Hemingway Home in Old Town Key West
    Outdoor pool with tropical landscaping
    View details
    Waterfront Houseboat Rental Property
    Updated: Apr 24
    Waterfront Houseboat Rental Property

    Rat Key Street Gulf, Key West, FL 33040

    $850,000
    Two custom‑built luxury houseboats included
    Short‑term rental operation with overnight accommodations
    Guided eco tours, private charters, and island excursions
    24' Twin Vee included
    CG - General Commercial zoning
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    Charter Marina Business
    Charter Marina Business

    1 Boat Rental Business, Key West, FL 33040

    $150,000

    Marine business with charter vessels, transferable wet slips, and an established short-term rental operation.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Short-Term Rental Property
    Short-Term Rental Property

    1401 Atlantic Boulevard, Key West, FL 33040

    $3,400,000
    2,530 sqft

    A three-residence setup pairs a monthly-rental home with two detached, transient-licensed guest suites.

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    Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 4 Active listings in Key West, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Waterfront Duplex with Private Pool
    Waterfront Duplex with Private Pool

    219 Sombrero Beach Road, Marathon, FL 33050

    $1,439,000
    1,840 sqft 0.16 AC lot

    Waterfront residence with private dockage, beach access, and a four-bedroom, three-bath configuration.

    View details
    Updated Canal-Front Duplex
    Updated Canal-Front Duplex

    Key Colony Beach, FL 33051

    $875,000
    885 sqft 0.10 AC lot

    Two-bedroom waterfront residence with outdoor entertaining areas, modernized interiors, and boating-oriented improvements.

    View details
    Canal-Front Duplex with Dockage
    Canal-Front Duplex with Dockage

    Key Colony Beach, FL 33051

    $2,845,000
    4,478 sqft 0.19 AC lot

    Legal duplex configuration offers separate living spaces with an interior lockout and established vacation-rental activity.

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    Waterfront Condominium Development
    Waterfront Condominium Development

    1 Kyle Way S, Marathon, FL 33050

    Contact for pricing

    Pre-construction waterfront condos in Marathon offer deeded boat slips and deeded transient rental licenses with nightly rental allowance.

    View details

    Key West, FL Short Term Rental Properties Market Trends and Statistics

    Explore 4 short term rental properties for sale in Key West, FL, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 4,160 square feet of properties for sale, with an estimated market value of $11,399,000.

    Sale prices for short term rental properties in Key West, FL start at $150,000, averaging $2,849,750, and reaching up to $6,999,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Duplexes 15
    Apartment buildings 8
    Short term rental properties 4
    Quadplexes 2
    Triplexes 2

    Demographics Overview

    Population 36K
    Population Growth (5Y) +3.8%
    Median Household Income $79,038
    College Educated 17.6%

    High-Yield Neighborhoods for Investment

    Identify Key West submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    33040 $2.7M

    Taxes & Financing

    Tax Rate (average for all types) 0.71%
    Property Tax per SF $10.90 per SF
    Tax Rate vs County Average 0.03 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Monroe County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale Residential Income pricing trends in Monroe County

    Residential Income

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    Browse Short term rental properties for Sale Near Key West, FL

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    Most Searched ZIP Codes in Key West, FL

    • 33040

    Featured Key West Real Estate Agencies

    Realmo connects you with licensed Key West CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty
    336 Duval St Key West, FL 33040
    Phone: 13052945155
    www.keysrealestate.com
    Truman & Co. Real Estate Services
    1205 Truman Avenue Key West, FL 33040
    Phone: 13052922244
    www.trumanandcompany.com
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