Add Listing
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Residential Income
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price range
    $
    $
    Size
    Property size / sq.ft.
    AI Search

    Monroe County, FL Short Term Rental Properties for Sale

    15 results
    List
    Map
    Oceanfront Multifamily with Rental Potential
    $2,345,000
    1,716 SF

    Oceanfront Multifamily with Rental Potential

    127 Seaside Avenue, Key Largo, FL 33037

    Oceanfront multifamily property with deepwater dockage and nightly rental approval.

    • Approved for nightly rentals, offering significant income potential
    • Deepwater dockage with 100 feet of concrete dock and immediate ocean access
    • Enjoy panoramic ocean views from two updated units, each with 2 bedrooms, 1 bathroom, and private oceanfront porches
    • Approval for a 20,000lb boat lift and observation deck
    • Ownership of the ocean bottom, providing added value and flexibility
    Updated: Mar 4
    View details
    Key Largo Lot with RV
    $319,000
    0.03 Acres

    Key Largo Lot with RV

    325 Calusa St #5, Key Largo, FL 33037

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

    • RV included in the price!
    • Short‑term rentals (Airbnb) allowed with high rental returns.
    • Low HOA fee of $172/month.
    • Sewer and electricity connections in place.
    • Community boat ramp access.
    Updated: Mar 13
    View details
    Waterfront Residences: Luxury & Income
    $11,000,000
    12,198 SF

    Waterfront Residences: Luxury & Income

    Three designer homes on a waterfront parcel with income potential.

    2394 Coco Plum Drive, Marathon, FL 33050
    View details
    Waterfront Compound with Income Potential
    $3,524,000
    3,524 SF

    Waterfront Compound with Income Potential

    Luxury multi-family compound with income potential in Lower Matecumbe, FL.

    Islamorada, FL 33036
    View details
    Key Largo Lot/Land Opportunity
    $350,000

    Key Largo Lot/Land Opportunity

    Lot in Key Largo with potential for recreational use.

    325 Calusa St 376, Key Largo, FL 33037
    View details
    Key West Multi-Family Homes
    $5,850,000
    3,010 SF

    Key West Multi-Family Homes

    Two homes near Duval Street with private pools and rental history.

    421 - 423 Simonton Street, Key West, FL 33040
    View details
    Waterfront Residences: Luxury & Income
    $11,000,000

    Waterfront Residences: Luxury & Income

    Three designer homes on an exclusive waterfront parcel with income potential.

    2394 Coco Plum Drive, Marathon, FL 33050
    View details
    Waterfront Duplex with Rental Income
    $1,899,000
    2,540 SF

    Waterfront Duplex with Rental Income

    Renovated waterfront duplex in Key Colony Beach with rental potential.

    Key Colony Beach, FL 33051
    View details
    Canal-Front Duplex with Rental Income
    $3,350,000
    4,478 SF

    Canal-Front Duplex with Rental Income

    7-bedroom duplex with rental history and waterfront access.

    Key Colony Beach, FL 33051
    View details
    Waterfront Retreat in Key Colony
    $845,000
    1,040 SF

    Waterfront Retreat in Key Colony

    2-bedroom, 2-bath waterfront retreat with open bay views and docks.

    Key Colony Beach, FL 33051
    View details
    Waterfront Duplex Near Sombrero Beach
    $770,000
    834 SF

    Waterfront Duplex Near Sombrero Beach

    Updated waterfront duplex near Sombrero Beach, ideal for rental income.

    17 Man-O-War Drive, Marathon, FL 33050
    View details
    Turnkey Duplex with Dockage
    $1,848,000
    2,528 SF

    Turnkey Duplex with Dockage

    Furnished duplex with dockage and rental income potential.

    Key Colony Beach, FL 33051
    View details
    Waterfront Duplex in Marathon, Florida
    $1,099,000
    1,512 SF

    Waterfront Duplex in Marathon, Florida

    Duplex with canal access, ideal for rental income or residence.

    4901/4903 49th Street, Marathon, FL 33050
    View details
    Oceanfront Home on Atlantic
    $629,000
    1,000 SF

    Oceanfront Home on Atlantic

    New construction, ocean views, community amenities, and rental potential.

    101 11th Street Ocean, Lot 33, Marathon, FL 33050
    View details
    Oceanfront Home on Atlantic
    Contact for pricing
    1,000 SF

    Oceanfront Home on Atlantic

    Oceanfront property with sunrise/sunset views, modern amenities, and rental potential.

    101 11th Street Ocean, Marathon, FL 33050
    View details
    Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 15 Active listings in Monroe County, FL, we suggest exploring several alternatives: plus 4 Land Listings that present a potential for development.

    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.

    Waterfront Land with Approved Plans
    $599,000

    Waterfront Land with Approved Plans

    Vacant land with new seawall and approved building plans.

    93 N Conch Avenue, Conch Key, FL 33050
    View details
    Conch Key Vacant Land Parcel
    $499,000

    Conch Key Vacant Land Parcel

    4500 SF parcel with development potential in Conch Key.

    77 S 77 Conch Avenue, Conch Key, FL 33050
    View details
    Oceanfront Development Opportunity in Marathon
    $10,500,000

    Oceanfront Development Opportunity in Marathon

    Rare oceanfront land for luxury residential development in Florida Keys.

    57478 Overseas Highway, Marathon, FL 33050
    View details
    Oceanfront Development Opportunity in Marathon
    $10,500,000

    Oceanfront Development Opportunity in Marathon

    Rare 6-acre oceanfront land parcel in the Florida Keys.

    57478 Overseas Highway, Marathon, FL 33050
    View details

    Monroe County, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 15 short term rental properties for sale in Monroe County, FL, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 39,596 square feet of properties for sale, with an estimated market value of $14,726,000.

    Sale prices for short term rental properties in Monroe County, FL start at $319,000, averaging $1,840,750, and reaching up to $5,850,000 — 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

    Short term rental properties by market

    Browse Short term rental properties for Sale Near Monroe, FL

    Popular Categories

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!