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    Islamorada, FL
    Short Term Rental

    Islamorada, FL Short Term Rental Properties for Sale

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    Tavernier, FL Key Largo, FL Plantation Key, FL Homestead, FL Long Key, FL
    Waterfront Duplex Compound
    Updated: Feb 16
    Waterfront Duplex Compound

    Islamorada, FL 33036

    $3,524,000
    3,524 sqft 0.16 AC lot
    3,524 square feet on a 0.1607‑acre parcel
    Two 2BR/1BA residences upstairs plus a separate 3BR/2BA lower‑level area
    Seven bedrooms and four bathrooms in total
    70‑foot concrete dock with fish‑cleaning station on a 6' control‑depth canal
    Private pool, concrete sun deck, outdoor shower, balconies, and patios
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    Islamorada Waterfront Family Compound
    Updated: Dec 15, 2025
    Islamorada Waterfront Family Compound

    110 Gulfview Drive, Islamorada, FL 33036

    $3,524,000
    3,524 sqft
    Waterfront property with a 70‑foot concrete dock, fish‑cleaning station, and easy access to the bay and ocean.
    Multi‑family compound with two autonomous 2BR/1BA residences upstairs and a separate 3BR/2BA finished area downstairs**, offering privacy and flexibility.
    Strong income potential, capable of generating $16,000+ per month in rental income.
    Includes a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value).
    Enjoy resort‑style amenities including a private pool, expansive sun deck, and outdoor shower.
    View details
    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Islamorada, 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.

    Oceanfront Short-Term Rental Property
    Oceanfront Short-Term Rental Property

    16 Seaside Avenue, Key Largo, FL 33037

    $11,750,000
    6,585 sqft 0.14 AC lot

    Oceanfront residence with private dockage, pool, elevator, and eligibility for seven-day vacation rentals.

    View details
    Three-Residence Short-Term Rental Property
    Three-Residence Short-Term Rental Property

    2394 Coco Plum Drive, Marathon, FL 33050

    $11,000,000
    12,198 sqft 1.31 AC lot

    Waterfront rental compound with private pools, docks, and RM - Residential Medium zoning for weekly rentals.

    View details
    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
    Waterfront Rental Homes Compound
    Waterfront Rental Homes Compound

    2394 Coco Plum Drive, Marathon, FL 33050

    $11,000,000

    Three professionally built waterfront residences with private pools and docks, zoned for weekly rentals.

    View details

    Islamorada, FL Short Term Rental Properties Market Trends and Statistics

    Explore 2 short term rental properties for sale in Islamorada, FL on our real estate platform. These investment opportunities span a total of 7,048 square feet of properties for sale, with an estimated market value of $7,048,000.

    Sale prices for short term rental properties in Islamorada, FL average $3,524,000 — 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

    Short term rental properties 2
    Apartment buildings 1
    Duplexes 1
    Mobile home & RV parks 1
    Quadplexes 1

    Demographics Overview

    Population 3,632
    Population Growth (5Y) +10.9%
    Median Household Income $88,214
    College Educated 55.8%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    33036 $3.5M

    Taxes & Financing

    Tax Rate (average for all types) 0.89%
    Property Tax per SF $9.44 per SF
    Tax Rate vs County Average 0.14 pp above 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

    How Realmo verifies these figures

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    Most Searched ZIP Codes in Islamorada, FL

    • 33036

    Featured Islamorada Real Estate Agencies

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

    Berkshire Hathaway HomeServices Freewheeler Realty
    85992 Overseas Hwy, P.O. Box 1634 Islamorada, FL 33036
    Phone: 13056644444
    www.bhhsfreewheeler.com
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