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    Pinellas County, FL Short Term Rental Properties for Sale

    43 results
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    Turnkey Madeira Beach Investment Opportunity
    $399,000
    755 SF

    Turnkey Madeira Beach Investment Opportunity

    179 Medallion Blvd, Madeira Beach, FL 33708

    Fully renovated Madeira Beach vacation rental with proven income history.

    • Turnkey vacation rental property with proven income: $27,873 gross in 2024 and $13,575 already booked for 2026.
    • Fully renovated and furnished with high‑end furniture, appliances, kitchenware, and beach equipment.
    • Prime location in Madeira Beach Yacht Club, just 1,500 feet from the beach and walking distance to amenities.
    • Enjoy on‑site amenities: Gated community with clubhouse, two heated pools, four fishing piers, and a marina.
    • New roof and high‑efficiency heat pump installed in 2025.
    Updated: Jan 16
    View details
    Triplex on Sunset Beach
    $585,000
    1,791 SF

    Triplex on Sunset Beach

    205 Bay Plz, Treasure Island, FL 33706

    Investor special with rental income potential.

    • triplex on sunset beach
    • priced well below the pre‑hurricane appraisal of $750k
    • consistent rental history and proven rental demand
    • upper 2br/1ba unit had no damage from storms and is currently rented and turnkey
    • unbeatable location near caddy's, ka'tiki, and the beach
    Updated: Jan 15
    View details
    Waterfront Triplex Estate: Osprey Oasis
    $4,350,000
    6,424 SF

    Waterfront Triplex Estate: Osprey Oasis

    Newly constructed, fully furnished waterfront triplex in Treasure Island, Florida.

    12400 Capri Cir N, Treasure Island, FL 33706
    View details
    Downtown Dunedin Commercial Opportunity
    $3,625,000
    4,236 SF

    Downtown Dunedin Commercial Opportunity

    Two-story building in downtown Dunedin near shops and restaurants.

    220 Scotland St, Dunedin, FL 34698
    View details
    Gulfport Four-Unit Income Property
    $925,000
    2,792 SF

    Gulfport Four-Unit Income Property

    Rare four-unit complex in Gulfport's waterfront district, potential for mixed-use.

    2938 Beach Blvd S, Gulfport, FL 33707
    View details
    Updated Triplex Near Indian Rocks Beach
    $949,000
    1,480 SF

    Updated Triplex Near Indian Rocks Beach

    Fully updated triplex near the beach with income potential.

    1214 Bay Pine Blvd, Indian Rocks Beach, FL 33785
    View details
    Updated Triplex Near Indian Rocks Beach
    $949,000
    1,480 SF

    Updated Triplex Near Indian Rocks Beach

    Fully updated triplex near the beach with income potential.

    1214 Bay Pine Blvd, Indian Rocks Beach, FL 33785
    View details
    Unique Gulfport Property Near Boca Ciega
    $3,248,000
    5,168 SF

    Unique Gulfport Property Near Boca Ciega

    Modular home with bay views, income potential, and multi-generational living.

    5659 Shore Blvd S, Gulfport, FL 33707
    View details
    Updated Quadruplex Near St. Pete Beach
    $1,750,000
    2,938 SF

    Updated Quadruplex Near St. Pete Beach

    Four-unit property near St. Pete Beach, ideal for short-term rentals.

    650 70Th Ave, St Pete Beach, FL 33706
    View details
    Updated Duplex Near Clearwater Beach
    $365,000
    1,008 SF

    Updated Duplex Near Clearwater Beach

    Move-in ready duplex near Clearwater Beach with income potential.

    726 Stremma Rd, Largo, FL 33770
    View details
    Renovated Duplex Near Treasure Island Beach
    $875,000
    2,204 SF

    Renovated Duplex Near Treasure Island Beach

    Fully renovated duplex, one block from the beach, ideal for investors.

    11295 1St St E, Saint Petersburg, FL 33706
    View details
    Indian Rocks Beach Turnkey Duplex
    $1,125,000
    1,700 SF

    Indian Rocks Beach Turnkey Duplex

    Turnkey beach duplex with strong rental history and future bookings.

    807 Gulf Blvd, Indian Rocks Beach, FL 33785
    View details
    Madeira Beach Duplex Near Beach
    Pending
    $449,900
    1,352 SF

    Madeira Beach Duplex Near Beach

    Duplex in prime location, steps from the beach. Cash only.

    13434 1St St E, Madeira Beach, FL 33708
    View details
    Gulf Front Villas in Indian Shores
    $7,499,999
    0.30 Acres

    Gulf Front Villas in Indian Shores

    Five Gulf front villas with vacation rental potential.

    19310 Gulf Blvd, Belleair Beach, FL 33785
    View details
    St. Pete Beach Multifamily Property
    $1,250,000
    2,032 SF

    St. Pete Beach Multifamily Property

    Four-unit multifamily property near St. Pete Beach with income potential.

    7815 Boca Ciega Dr, St Pete Beach, FL 33706
    View details
    Redington Shores Multifamily Waterfront Property
    $2,250,000
    6,021 SF

    Redington Shores Multifamily Waterfront Property

    8-unit multifamily property on the intracoastal waterway in Redington Shores.

    18205 Gulf Blvd, Saint Petersburg, FL 33708
    View details
    Pinellas Park Duplex Investment Opportunity
    $350,000
    1,154 SF

    Pinellas Park Duplex Investment Opportunity

    Two-unit property near dining, shopping, and Gulf beaches.

    6002 72Nd Ave N, Pinellas Park, FL 33781
    View details
    Income-Producing Duplex Near Gulfport Attractions
    $549,000
    1,893 SF

    Income-Producing Duplex Near Gulfport Attractions

    Income-producing duplex near dining, shopping, entertainment, parks, and waterfront.

    5437 Delette Ave S, Gulfport, FL 33707
    View details
    Updated Triplex Near Indian Rocks Beach
    $1,149,900
    2,100 SF

    Updated Triplex Near Indian Rocks Beach

    Renovated triplex with vacation rental approval near the beach.

    717 E Gulf Blvd, Indian Rocks Beach, FL 33785
    View details
    Indian Rocks Beach Multifamily Investment
    $4,485,000
    8,575 SF

    Indian Rocks Beach Multifamily Investment

    Seven townhomes/condos near the Gulf of America, ideal for rentals.

    812 E Gulf Blvd, Indian Rocks Beach, FL 33785
    View details
    Remodeled Fourplex Near Indian Rocks Beach
    $2,100,000
    2,077 SF

    Remodeled Fourplex Near Indian Rocks Beach

    Turn-key fourplex near the beach with short-term rental potential.

    711 E Gulf Blvd, Indian Rocks Beach, FL 33785
    View details
    MADEIRA BEACH Multi-Family Investment
    $859,000
    2,040 SF

    MADEIRA BEACH Multi-Family Investment

    Multi-family property near beach, great investment opportunity.

    100 144Th Ave, Madeira Beach, FL 33708
    View details
    Gulfport Mixed-Use Opportunity
    $695,000
    1,851 SF

    Gulfport Mixed-Use Opportunity

    Versatile property with commercial/residential zoning and income potential.

    5617 Gulfport Blvd S, Gulfport, FL 33707
    View details
    Remodeled Duplex Near Downtown
    $725,000
    1,844 SF

    Remodeled Duplex Near Downtown

    Fully remodeled duplex in Safety Harbor, steps from downtown.

    415 Mapleway, Safety Harbor, FL 34695
    View details

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

    Explore 43 short term rental properties for sale in Pinellas County, FL, showcased through 43 active listings on our real estate platform. These investment opportunities span a total of 244,372 square feet of properties for sale, with an estimated market value of $50,194,699.

    Prices for short term rental properties in Pinellas County, FL start at $350,000, averaging $1,619,183, and reaching up to $7,499,999 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Short term rental properties for Sale Near Pinellas, FL

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