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    Monroe County, FL Hospitality Properties for Sale

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    28 properties
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    Oceanfront Short-Term Rental Property
    Updated: Aug 24
    Oceanfront Short-Term Rental Property

    16 Seaside Avenue, Key Largo, FL 33037

    $11,750,000
    6,585 sqft 0.14 AC lot
    6,585‑square‑foot oceanfront residence on 0.14 acres
    7 bedrooms, 7 full bathrooms, and 2 half bathrooms
    Protected private boat basin with 6 slips
    Eligible for seven‑day vacation rentals
    Three‑level layout with commercial elevator
    View details
    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
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    Fractional Resort Residences
    Fractional Resort Residences

    104000 Overseas Highway, Key Largo, FL 33037

    $289,000
    2,300 sqft

    Fractional ownership includes furnished residences, resort amenities, waterfront access, and use of two boats.

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    Iconic Waterfront Restaurant and Bar
    Iconic Waterfront Restaurant and Bar

    58000 Card Sound Road, Key Largo, FL 33037

    $4,900,000
    2,297 sqft 0.95 AC lot

    Legendary waterfront bar and restaurant in Key Largo, Florida.

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    Resort Property with Marina
    Resort Property with Marina

    101910 Overseas Hwy, Key Largo, FL 33037

    $12,900,000
    2.57 AC lot

    A multi-building waterfront destination includes lodging, recreation, and direct bay access.

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    Boutique Motel with Waterfront Access
    Boutique Motel with Waterfront Access

    243 61st Street, Marathon, FL 33050

    $5,900,000
    4,557 sqft 0.56 AC lot

    Thirteen furnished guest rooms span eight cottages and a main building with on-site laundry and guest parking.

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    Waterfront Boutique Hotel
    Waterfront Boutique Hotel

    97850 Overseas Highway, Key Largo, FL 33037

    $12,450,000
    2.00 AC lot

    Bayfront lodging property with dockage, pool, beach, and boat ramp.

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    200 Treasure Harbor Dr, Islamorada, FL, 33036-3136
    200 Treasure Harbor Dr, Islamorada, FL, 33036-3136

    200 Treasure Harbor Dr, Islamorada, FL 33036

    $6,995,000
    1,219 sqft 1.09 AC lot

    Unique Marina and Resort with Deep Water Harbor and Amenities.

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    Hotel with On-Site Restaurant
    Hotel with On-Site Restaurant

    27340 Overseas Highway, Ramrod Key, FL 33042

    $12,250,000
    1.67 AC lot

    The lodging property includes a restaurant, a dive operation, and a passenger vessel.

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    Key Largo Lot with RV
    Key Largo Lot with RV

    325 Calusa St #5, Key Largo, FL 33037

    $319,000
    0.03 AC lot

    Lot with RV in Key Largo, short-term rentals allowed.

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    Waterfront Resort With Private Marina
    Waterfront Resort With Private Marina

    101910 Overseas Hwy, Key Largo, FL 33037

    $12,900,000
    16,840 sqft 2.60 AC lot

    Bayside resort with guest accommodations, event flexibility, pools, beach access, and a private marina.

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    RV Lot with Full Hookups
    RV Lot with Full Hookups

    101551 Overseas Highway, Key Largo, FL 33037

    $285,000
    0.04 AC lot

    Vacant RV lot within a gated Florida Keys campground and marina community with rental-program enrollment and recreational amenities.

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    38-Room Boutique Hotel
    38-Room Boutique Hotel

    521 United Street, Key West, FL 33040

    $20,350,000
    4,788 sqft 0.50 AC lot

    Renovated guest accommodations surround landscaped outdoor amenities, including pools, a spa, and a dining area.

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    Boutique Motel With Cottages
    Boutique Motel With Cottages

    243 61st Street Gulf, Marathon, FL 33050

    $5,900,000
    0.56 AC lot

    Furnished guest accommodations include kitchenettes, on-site laundry, and a leased tiki bar and food truck operation.

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    Waterfront Boutique Hotel with Dockage
    Waterfront Boutique Hotel with Dockage

    97850 Overseas Highway, Key Largo, FL 33037

    $12,450,000
    3.00 AC lot

    21-room boutique hotel with protected dockage, sandy beach, and heated pool on Florida Bay.

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    Islamorada Development Opportunity For Sale
    Islamorada Development Opportunity For Sale

    80939 Overseas Hwy, Islamorada, FL 33036

    $3,900,000
    0.75 AC lot

    Development opportunity in downtown Islamorada with restaurant and transient units.

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    RV Park Rental Lot
    RV Park Rental Lot

    58-325 Calusa St, Key Largo, FL 33037

    $390,000
    0.04 AC lot

    Fully set-up rental lot in Calusa Campground with a trailer sleeping up to 10 and resort-style community amenities.

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    Oceanfront Bed and Breakfast Opportunity
    Oceanfront Bed and Breakfast Opportunity

    1557 Long Beach Dr, Big Pine Key, FL 33043

    Contact for pricing
    3,029 sqft

    Waterfront property with income potential in the Florida Keys.

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    Deeded RV Resort Lot with Full Hookups
    Deeded RV Resort Lot with Full Hookups

    Key West, FL 33040

    $599,000

    Level, deeded RV lot with full hookups including water, sewer, electricity, cable, and high-speed internet access.

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    Waterfront Commercial Property in Marathon
    Waterfront Commercial Property in Marathon

    38 Coco Plum Dr, Marathon, FL 33050

    $4,950,000
    0.69 AC lot

    Versatile waterfront property with mixed-use potential in the Florida Keys.

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    6-Unit Bed & Breakfast with Pool
    6-Unit Bed & Breakfast with Pool

    223 Eanes Lane, Key West, FL 33040

    $6,999,000

    Boutique hospitality property with private guest baths, tropical grounds, an outdoor pool, and a transient license.

    View details
    Oceanfront Resort Residence Portfolio
    Oceanfront Resort Residence Portfolio

    231 E Shore Dr, Summerland Key, FL 33042

    Contact for pricing
    4,200 sqft

    Seven newly constructed residences offer private infinity pools and assigned dockage with direct ocean access in a gated enclave.

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    Renovated Boutique Hotel
    Renovated Boutique Hotel

    521 United Street, Key West, FL 33040

    $20,350,000

    Boutique hotel with 38 renovated rooms, en-suite baths, and resort-style outdoor common areas with pools and jacuzzi.

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    Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL
    Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL

    62250 Overseas Hwy Little Conch Is, Conch Key, FL 33050

    $5,750,000
    826 sqft 1.98 AC lot

    Rare Florida Keys island with entitlements and development flexibility.

    View details
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    Monroe County, FL Hospitality Properties Market Trends and Statistics

    Explore 72 hospitality properties for sale in Monroe County, FL, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 48,271 square feet of properties for sale, with an estimated market value of $207,650,000.

    Sale prices for hospitality properties in Monroe County, FL start at $285,000, averaging $7,986,538, 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.

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    Featured Monroe County Real Estate Agencies

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

    Ocean Sotheby's International Realty
    81888 Overseas Hwy Islamorada, FL 33036
    Phone: (305) 712-8888
    www.oceansir.com
    Berkshire Hathaway HomeServices Keys Real Estate
    9141 Overseas Highway Marathon, FL 33050
    Phone: (305) 743-7636
    www.keysrealestate.com
    Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty
    336 Duval St Key West, FL 33040
    Phone: (305) 294-5155
    www.keysrealestate.com
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