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    Monroe County, FL Hospitality Properties for Sale

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    31 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
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    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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    Furnished Short-Term Rental Residences
    Furnished Short-Term Rental Residences

    104000 Overseas Highway, Key Largo, FL 33037

    $279,000
    2,300 sqft

    Six three-bedroom residences offer resort amenities, waterfront access, furnished interiors, and private outdoor space in Key Largo.

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    See what stands out in Monroe County

    We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

    We check every listing here. A few are worth a second look.

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    Local Demand available after sign in
    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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    Private Marina with Floating Docks
    Private Marina with Floating Docks

    200 Treasure Harbor Drive, Plantation Key, FL 33036

    $8,500,000
    1,069 sqft 1.09 AC lot

    Oceanfront harbor with boat rentals, vacation lodging, and commercial support buildings.

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    Waterfront Resort with Private Marina
    Waterfront Resort with Private Marina

    101910 Overseas Hwy, Key Largo, FL 33037

    $12,900,000
    2.57 AC lot

    Bayside hospitality property with guest accommodations, pools, beach access, and a private boat ramp.

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    25-Room Hotel with Restaurant
    25-Room Hotel with Restaurant

    27340 Overseas Highway, Ramrod Key, FL 33042

    $12,250,000
    1.67 AC lot

    Florida Keys hospitality property with lodging, food-and-beverage, diving, and SC - Sub Urban Commercial zoning.

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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

    Waterfront resort featuring guest accommodations, swimming pools, private beach access, 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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    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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    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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    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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    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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    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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    Oversized RV Lot
    Oversized RV Lot

    101551 Overseas Highway, Key Largo, FL 33037

    $325,000
    0.07 AC lot

    Deeded recreational parcel with full RV hookups, boat storage capacity, and access to campground and marina 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.

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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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    Iconic Waterfront Restaurant and Bar
    Iconic Waterfront Restaurant and Bar

    58000 Card Sound Rd, Key Largo, FL 33037

    Contact for pricing
    7,026 sqft 0.95 AC lot

    Legendary waterfront bar and restaurant in Key Largo, Florida.

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    Oceanfront Short-Term Rental Estate
    Oceanfront Short-Term Rental Estate

    16 Seaside Avenue, Key Largo, FL 33037

    $11,750,000

    Newly built three-level residence with pool, elevator, generator, and private boat basin.

    View details
    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

    Monroe County, FL Hospitality Properties Market Trends and Statistics

    Explore 72 hospitality properties for sale in Monroe County, FL, showcased through 31 active listings on our real estate platform. These investment opportunities span a total of 54,069 square feet of properties for sale, with an estimated market value of $232,165,000.

    Sale prices for hospitality properties in Monroe County, FL start at $279,000, averaging $8,291,607, 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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    Browse Hospitality properties for Sale Near Monroe, FL

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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.

    Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty
    336 Duval St Key West, FL 33040
    Phone: 13052945155
    www.keysrealestate.com
    Berkshire Hathaway HomeServices Freewheeler Realty
    85992 Overseas Hwy, P.O. Box 1634 Islamorada, FL 33036
    Phone: 13056644444
    www.bhhsfreewheeler.com
    American Caribbean Real Estate
    99900 Overseas Highway, PO Box 600 Key Largo, FL 33037
    Phone: 13054514078
    www.americancaribbean.com/

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