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    Key West, FL Hospitality Properties for Sale

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    Stock Island, FL Sugarloaf Key, FL Cudjoe Key, FL
    11 results
    Waterfront Key West Investment Opportunity
    $4,750,000
    3,788 SF
    Waterfront Key West Investment Opportunity

    901 Eisenhower Drive, Key West, FL 33040

    Historic Key West property with multi-family and commercial potential.
    • Rare FULL TRANSIENT RECEIVER ZONE with 5 ROGOs, allowing for flexible commercial and residential use.
    • Large 15,609 sq ft waterfront lot zoned General Commercial, offering significant development potential.
    • Legal five‑unit multi‑family configuration, including a historic main house (4 units) and a separate cottage (1 unit).
    • Prime location beside Garrison Bight, near Bayview Park and Tennis Courts, and a short distance from beaches and attractions.
    • Historic property built prior to 1912, held by the same family for over a century, offering unique character and charm.
    Updated: Dec 26, 2025
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    Historic Key West Boutique Inn
    $9,950,000
    0.08 Acres
    Historic Key West Boutique Inn

    1117 Duval Street, Key West, FL 33040

    Iconic hospitality property with 7 licensed transient accommodations.
    • Prime Duval Street location in Old Town Key West, steps from attractions and benefiting from high tourism demand.
    • 7 licensed transient accommodations in a supply‑constrained lodging market.
    • Historic property with a unique Prohibition‑era legacy as a rum‑running hub, featuring a basement and distinctive architectural details.
    • Extensive recent renovations including new bathrooms, furnishings, paint, mini‑split A/C, and a new roof.
    • Turnkey boutique inn operation, blending historic character with modern amenities.
    Updated: May 26
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    Turnkey Eco-Tour & Rental Business
    $850,000
    Turnkey Eco-Tour & Rental Business

    Premier eco-tour and luxury houseboat rental company for sale.

    Rat Key Street Gulf, Key West, FL 33040

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    Waterfront Key West Investment Opportunity
    $4,750,000
    3,788 SF
    Waterfront Key West Investment Opportunity

    Historic Key West property with multi-family configuration and commercial zoning.

    901 Eisenhower Drive, Key West, FL 33040

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    Key West Ocean View Opportunity
    $9,888,000
    2,071 SF
    Key West Ocean View Opportunity

    Undeveloped property in the Historic Commercial Tourist District.

    1430 Vernon Avenue, Key West, FL 33040

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    Key West Turnkey Business Opportunity
    $199,000
    Key West Turnkey Business Opportunity

    Turnkey boat charter and Airbnb business in Key West, Florida.

    1 Boat Rental Business, Key West, FL 33040

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    Historic Inn in Key West
    $20,350,000
    4,788 SF
    Historic Inn in Key West

    Award-winning 38-room inn with historic charm and modern amenities.

    521 United Street, Key West, FL 33040

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    Key West Hospitality Property
    $19,550,000
    4,166 SF
    Key West Hospitality Property

    Hospitality property designed for group travelers near Key West Port.

    823 Fleming Street, Key West, FL 33040

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    Boutique Guesthouse in Old Town
    $10,500,000
    0.18 Acres
    Boutique Guesthouse in Old Town

    Historic Key West guesthouse with 15 deluxe rooms.

    412 Frances Street, Key West, FL 33040

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    Historic Key West Mixed-Use Property
    $4,950,000
    8,472 SF
    Historic Key West Mixed-Use Property

    Unique mixed-use property near Duval Street with historic significance.

    314 Simonton Street, Key West, FL 33040

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    Private Island Near Key West
    $6,499,000
    54.44 Acres
    Private Island Near Key West

    Rare 54.44-acre island property with mainland access near Key West.

    7200 5th Street, Key West, FL 33040

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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 11 Active listings in Key West, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 61 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

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

    Waterfront Redevelopment Opportunity in Marathon
    $3,549,000
    6,128 SF
    Waterfront Redevelopment Opportunity in Marathon

    Rare waterfront property with redevelopment potential and deep water dockage.

    14 125Th Street Gulf, Marathon, FL 33050

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    Waterfront Redevelopment Opportunity in Marathon
    $3,549,000
    6,128 SF
    Waterfront Redevelopment Opportunity in Marathon

    Rare waterfront property with deep water dockage and highway frontage.

    14 125Th Street Gulf, Marathon, FL 33050

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    Oceanfront Bed and Breakfast Opportunity
    $3,899,000
    Oceanfront Bed and Breakfast Opportunity

    Waterfront B&B in Big Pine Key with income potential.

    1557 Long Beach Dr, Big Pine Key, FL 33043

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    Oceanfront Bed and Breakfast Opportunity
    $3,899,000
    3,029 SF
    Oceanfront Bed and Breakfast Opportunity

    Waterfront property with income potential in the Florida Keys.

    1557 Long Beach Dr, Big Pine Key, FL 33043

    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Land for Sale
    $1,175,000
    Land for Sale

    Land available for purchase.

    Key West, FL 33040

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    RV Lot with Concrete Seawall
    $430,000
    RV Lot with Concrete Seawall

    RV lot in gated community with boating access.

    551-701 Spanish Main Dr, Cudjoe Key, FL 33042

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    Waterfront Lot Ready to Build
    $679,000
    0.09 Acres
    Waterfront Lot Ready to Build

    Premium waterfront lot with building rights and deep water dockage.

    1021 27Th Street Ocean, Marathon, FL 33050

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    Gulf Front Estate in Marathon
    $9,950,000
    10,852 SF
    Gulf Front Estate in Marathon

    3.86-acre mixed-use commercial property with highway and water frontage.

    6500-6600 Overseas Highway, Marathon, FL 33050

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    Off-Market Properties in Key West, FL

    Consider similar Off-Market properties in Key West, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    1500 Alberta St
    HOTEL/MOTEL
    4,110 SF Lot: 0.16 Acres
    Value Estimation by Request

    1500 Alberta St, Key West, FL 33040-4705

    View details
    200 Sunset Ln
    HOTEL/MOTEL
    Lot: 0.61 Acres
    Value Estimation by Request

    200 Sunset Ln, Key West, FL 33040-8312

    View details
    200 Sunset Way
    HOTEL/MOTEL
    Lot: 0.11 Acres
    Value Estimation by Request

    200 Sunset Way, Key West, FL 33040-8312

    View details
    3675 Roosevelt Blvd
    HOTEL/MOTEL
    Lot: 7.10 Acres
    Value Estimation by Request

    3675 Roosevelt Blvd, Key West, FL 33040-5254

    View details
    200 Sunset Ln
    HOTEL/MOTEL
    Lot: 0.16 Acres
    Value Estimation by Request

    200 Sunset Ln, Key West, FL 33040-8312

    View details
    3625 Seaside Dr, Unit 25312
    HOTEL/MOTEL
    798 SF Lot: 2.31 Acres
    Value Estimation by Request
    Unit 25312

    3625 Seaside Dr, Key West, FL 33040-5225

    View details
    1445 Roosevelt Blvd
    HOTEL/MOTEL
    Lot: 5.05 Acres
    Value Estimation by Request

    1445 Roosevelt Blvd, Key West, FL 33040-4538

    View details
    3625 Seaside Dr, Unit 25205
    HOTEL/MOTEL
    798 SF Lot: 2.31 Acres
    Value Estimation by Request
    Unit 25205

    3625 Seaside Dr, Key West, FL 33040-5225

    View details
    910 Simonton St, Unit 6
    HOTEL/MOTEL
    528 SF Lot: 0.12 Acres
    Estimated value
    $980,000
    Unit 6

    910 Simonton St, Key West, FL 33040-7491

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    3841 Roosevelt Blvd, Unit 115
    HOTEL/MOTEL
    1,357 SF Lot: 7.63 Acres
    Estimated value
    $1,330,000
    Unit 115

    3841 Roosevelt Blvd, Key West, FL 33040-4534

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    617 Frnt St
    HOTEL/MOTEL
    Lot: 0.44 Acres
    Value Estimation by Request

    617 Frnt St, Key West, FL 33040-6620

    View details
    5051 Overseas Hwy
    HOTEL/MOTEL
    Lot: 0.35 Acres
    Value Estimation by Request

    5051 Overseas Hwy, Key West, FL 33040-4320

    View details
    3625 Seaside Dr, Unit 25106
    HOTEL/MOTEL
    798 SF Lot: 2.31 Acres
    Estimated value
    $800,000
    Unit 25106

    3625 Seaside Dr, Key West, FL 33040-5225

    View details

    Key West, FL Hospitality Properties Investment Opportunities Market Analysis

    Explore 72 hospitality properties for sale in Key West, FL, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 27,073 square feet of properties for sale, with an estimated market value of $64,238,000.

    Sale prices for hospitality properties in Key West, FL start at $4,750,000, averaging $10,706,333, and reaching up to $20,350,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Top Commercial Asset Segments

    Hotels 6
    Bed & breakfasts 4
    Campgrounds 1

    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 median listing prices of real estate assets

    Neighborhood Average Price
    33040 $8.4M

    Taxes & Financing

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

    Listings Trend

    Total CRE Area on Market Trend

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