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    Sarasota, FL Short Term Rental Properties for Sale

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    Lehigh Acres, FL Cape Coral, FL Port Charlotte, FL
    28 results
    Sarasota Duplex: Investment Opportunity
    $675,000
    1,605 SF

    Sarasota Duplex: Investment Opportunity

    4925 REMINGTON DRIVE, Sarasota, FL 34234

    Well-maintained Sarasota duplex, ideal for short-term rental or personal retreat.

    • Turnkey, income‑producing property currently operating as a successful short‑term rental/Airbnb.
    • Desirable Sarasota location near beaches, shopping, dining, and entertainment.
    • Well‑maintained single‑family home with a bright and comfortable layout.
    • Versatile property suitable for investment, seasonal getaway, or full‑time residence.
    • Outdoor areas and private yard perfect for entertaining and enjoying the Florida weather.
    Updated: Apr 7
    View details
    Historic Sarasota Multifamily Investment Opportunity
    $8,500,000
    13,762 SF

    Historic Sarasota Multifamily Investment Opportunity

    530 S ORANGE AVENUE, Sarasota, FL 34236

    Unique historic multifamily and retail property in Sarasota's Burns Square.

    • Historic building built in 1925 by Owen Burns, Sarasota's first developer
    • Prime location in Burns Square, acting as the entrance to downtown from the south
    • Thriving vacation rental with 8 suites (potential for 13)
    • Includes 7 retail shops and a 3,000 sq ft owner's suite
    • Unique architectural features: Wrought‑iron balconies, Venetian plaster, exposed beams, and triangulated design
    Updated: Mar 16
    View details
    Siesta Key Condo with Income
    $1,745,000
    2,780 SF

    Siesta Key Condo with Income

    Luxury condo with rental potential near Siesta Key Beach.

    1021 CRESCENT STREET, Sarasota, FL 34242
    View details
    Lido Key Income-Producing Triplex
    $990,000
    294 SF

    Lido Key Income-Producing Triplex

    Turnkey short-term rental triplex on South Lido Key.

    170 ROOSEVELT DRIVE, Sarasota, FL 34236
    View details
    Renovated Multifamily Property Near Downtown
    $1,099,900
    3,432 SF

    Renovated Multifamily Property Near Downtown

    Professionally designed 2-unit multifamily property near downtown Sarasota.

    2655 BAY STREET, Sarasota, FL 34237
    View details
    Sarasota Multi-Family Investment Property
    $4,900,000
    4,437 SF

    Sarasota Multi-Family Investment Property

    Seven-unit property near the beach with nightly rental potential.

    5322 CALLE DE LA SIESTA, Sarasota, FL 34242
    View details
    Sarasota Duplex: Investment Opportunity
    $675,000
    1,605 SF

    Sarasota Duplex: Investment Opportunity

    Sarasota duplex near beaches, shopping, and dining. Income potential.

    4925 REMINGTON DRIVE, Sarasota, FL 34234
    View details
    Siesta Key Income Property
    $2,975,000
    1,803 SF

    Siesta Key Income Property

    Fully renovated duplex on Beach Road, Siesta Key.

    527 BEACH ROAD, Sarasota, FL 34242
    View details
    Renovated Duplex in Siesta Key
    $2,890,000
    1,998 SF

    Renovated Duplex in Siesta Key

    Income-generating duplex with nightly rental exemption and development potential.

    5228 CALLE MENORCA, Sarasota, FL 34242
    View details
    Sarasota Quadruplex Near Downtown
    $1,149,999
    3,058 SF

    Sarasota Quadruplex Near Downtown

    Four-unit property near downtown Sarasota with income potential.

    2016 5TH STREET, Sarasota, FL 34237
    View details
    Laurel Park Triplex Investment Opportunity
    $1,000,000
    1,826 SF

    Laurel Park Triplex Investment Opportunity

    Income-producing triplex in Sarasota's historic Laurel Park neighborhood.

    407 OHIO PLACE, Sarasota, FL 34236
    View details
    Siesta Key Income Property
    $1,975,000
    1,691 SF

    Siesta Key Income Property

    Renovated duplex near Siesta Key with strong rental income.

    6550 SABAL DRIVE, Sarasota, FL 34242
    View details
    Sarasota Multi-Family Investment Opportunity
    $1,600,000
    2,832 SF

    Sarasota Multi-Family Investment Opportunity

    Five-unit multi-family building zoned for short-term rentals in Sarasota.

    1236 13TH STREET, Sarasota, FL 34236
    View details
    Siesta Key Quadruplex Opportunity
    $1,200,000
    2,961 SF

    Siesta Key Quadruplex Opportunity

    Quadruplex near Siesta Key Village with income potential.

    618 AVENIDA DE MAYO, Sarasota, FL 34242
    View details
    Turnkey Furnished Siesta Key Condo
    $547,500
    1,101 SF

    Turnkey Furnished Siesta Key Condo

    2-bed, 2-bath condo near Siesta Key Beach.

    6157 MIDNIGHT PASS ROAD E65, Sarasota, FL 34242
    View details
    Water View Condo in Sarasota
    $498,750
    896 SF

    Water View Condo in Sarasota

    Condo with water views, marina, and rental potential.

    1709 N TAMIAMI TRAIL 408, Sarasota, FL 34234
    View details
    Remodeled Duplex Near Siesta Key
    $799,000
    1,840 SF

    Remodeled Duplex Near Siesta Key

    Two-unit multifamily property near beaches, golf, shopping, and restaurants.

    2214 MICHELE DRIVE, Sarasota, FL 34231
    View details
    Modern Top-Floor Condo Near Downtown
    $550,000
    858 SF

    Modern Top-Floor Condo Near Downtown

    New construction condo with flexible rental options and community amenities.

    1703 N TAMIAMI TRAIL 504, Sarasota, FL 34234
    View details
    Updated Villa Near Siesta Key
    $360,000
    1,353 SF

    Updated Villa Near Siesta Key

    Turnkey furnished villa with amenities and income potential.

    3630 WHITE PINE COURT 138, Sarasota, FL 34238
    View details
    Siesta Key Condo Investment
    $349,000
    702 SF

    Siesta Key Condo Investment

    One-bedroom condo near Siesta Key Beach with rental potential.

    6703 MIDNIGHT PASS ROAD 208, Sarasota, FL 34242
    View details
    Siesta Key Boutique Hospitality Investment
    $2,795,000

    Siesta Key Boutique Hospitality Investment

    Four-unit property near Siesta Beach, a top-rated coastal destination.

    6905 POINT OF ROCKS Rd, Sarasota, FL 34242
    View details
    Waterfront Condominium Complex on Siesta Key
    $6,500,000
    0.44 Acres

    Waterfront Condominium Complex on Siesta Key

    Income-producing, nine-unit waterfront condominium complex near Turtle Beach.

    9022 MIDNIGHT PASS Rd, Sarasota, FL 34242
    View details
    Beachfront Oasis at Siesta Key
    $3,250,000
    2,255 SF

    Beachfront Oasis at Siesta Key

    Luxury 3-bedroom condo with sunset views and resort amenities.

    915 SEASIDE DRIVE 407, Sarasota, FL 34242
    View details
    Siesta Key Bayside Condo
    $1,099,000
    1,645 SF

    Siesta Key Bayside Condo

    Furnished 3-bedroom condo with short-term rental potential.

    1325 SIESTA BAYSIDE DRIVE 1325B, Sarasota, FL 34242
    View details

    Sarasota, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 28 short term rental properties for sale in Sarasota, FL, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 155,509 square feet of properties for sale, with an estimated market value of $31,984,899.

    Sale prices for short term rental properties in Sarasota, FL start at $675,000, averaging $2,284,635, and reaching up to $8,500,000 — 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 Short term rental properties for Sale Near Sarasota, FL

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    Most Searched ZIP Codes in Sarasota, FL

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