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    Sarasota, FL Short Term Rental Properties for Sale

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    State Of Florida, FL Osprey, FL North Port, FL
    32 results
    Five-Unit Multifamily with Heated Pool
    $1,500,000
    4,291 SF
    Five-Unit Multifamily with Heated Pool

    4001 GROVELAND AVENUE, Sarasota, FL 34231

    Five 2-bedroom, 1-bath units with individually metered utilities and a heated, cooled pool, suited to flexible rental use.
    • Prime location in Sarasota's desirable zip code, minutes from Siesta Key.
    • 5‑unit property with flexible rental options: long‑term, seasonal, or short‑term (motel/hotel license available).
    • Turnkey units with recent improvements: exterior paint (2024), remodeled kitchens (2024), updated bathrooms, plumbing replacement (2009/2010), roof replacement (2014).
    • Private amenities: heated and cooled swimming pool, screened patio room, and tropical outdoor space.
    • Investor‑friendly features: individually metered utilities, public water and sewer, paved parking, no required flood insurance.
    Updated: Apr 27
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    Sarasota Duplex: Investment Opportunity
    $629,000
    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.
    • Immediate income potential as a successful short‑term rental/Airbnb.
    • Convenient location near beaches, shopping, dining, and entertainment.
    • Turnkey investment, seasonal getaway, or full‑time residence versatility.
    • Bright and comfortable layout with inviting living spaces.
    • Well‑maintained property with private yard and fence.
    Updated: Apr 7
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    Historic Sarasota Multifamily Investment Opportunity
    $8,500,000
    13,762 SF
    Historic Sarasota Multifamily Investment Opportunity

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

    530 S ORANGE AVENUE, Sarasota, FL 34236

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    Sarasota Duplex: Investment Opportunity
    $629,000
    1,605 SF
    Sarasota Duplex: Investment Opportunity

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

    4925 REMINGTON DRIVE, Sarasota, FL 34234

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    Siesta Key Condo with Income
    $1,699,000
    2,780 SF
    Siesta Key Condo with Income

    Luxury condo with short-term rental potential near Siesta Key.

    1021 CRESCENT STREET, Sarasota, FL 34242

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    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

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    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

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    Siesta Key Income-Generating Duplex
    $3,195,000
    1,803 SF
    Siesta Key Income-Generating Duplex

    Renovated duplex on Beach Road, Siesta Key. Turnkey investment.

    527 BEACH ROAD, Sarasota, FL 34242

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    Income-Producing Duplex in Sarasota
    $460,000
    1,679 SF
    Income-Producing Duplex in Sarasota

    Updated duplex with income potential near downtown Sarasota.

    993 GARY STREET, Sarasota, FL 34234

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    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

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    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

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    Lido Key Income-Producing Portfolio
    $990,000
    Lido Key Income-Producing Portfolio

    Turnkey short-term rental portfolio on South Lido Key.

    170 ROOSEVELT Dr 10, Sarasota, FL 34236

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    Historic Pineapple Apartments in Burns Square
    $8,500,000
    3,000 SF
    Historic Pineapple Apartments in Burns Square

    Landmark mixed-use property with vacation rentals and retail.

    530 S ORANGE Ave, Sarasota, FL 34236

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    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

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    Beachfront Condominium Unit with Furnishings
    $558,000
    Beachfront Condominium Unit with Furnishings

    Turnkey one-bedroom, one-bath condo in Jamaica Royale with access to private beachfront and multiple heated pools.

    5830 MIDNIGHT PASS Rd 48, Sarasota, FL 34242

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    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

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    Sarasota Four-Unit Income Property
    $1,149,999
    Sarasota Four-Unit Income Property

    Four units near downtown Sarasota with income potential.

    2016 5TH St, Sarasota, FL 34237

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    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

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    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

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    Siesta Key Income Opportunity
    $1,300,000
    Siesta Key Income Opportunity

    Concrete triplex near Siesta Key Beach with income potential.

    1760 WISCONSIN Ln, Sarasota, FL 34239

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    Laurel Park Multifamily Investment
    $1,099,000
    Laurel Park Multifamily Investment

    Four-unit property in desirable location with income potential.

    301 S OSPREY Ave, Sarasota, FL 34236

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    Sarasota Studio Condo with Gulf Access
    $120,000
    Sarasota Studio Condo with Gulf Access

    Updated studio condo with no rental restrictions and gulf access.

    7150 N TAMIAMI Trl S521, Sarasota, FL 34243

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    Downtown Sarasota Mixed-Use Building
    $3,800,000
    8,165 SF
    Downtown Sarasota Mixed-Use Building

    Three-story mixed-use building in the heart of Downtown Sarasota.

    1345 2ND STREET, Sarasota, FL 34236

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    Siesta Key Multifamily Investment Opportunity
    $2,400,000
    4,435 SF
    Siesta Key Multifamily Investment Opportunity

    Income property near Siesta Key Beach with expansion potential.

    1761 SIESTA DR & 1760 WISCONSIN LN, Sarasota, FL 34239

    View details

    Sarasota, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 32 short term rental properties for sale in Sarasota, FL, showcased through 32 active listings on our real estate platform. These investment opportunities span a total of 68,642 square feet of properties for sale, with an estimated market value of $49,905,149.

    Sale prices for short term rental properties in Sarasota, FL start at $349,000, averaging $2,079,381, 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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    Top Commercial Asset Segments

    Short term rental properties 36
    Apartment buildings 20
    Duplexes 17
    Quadplexes 7
    Triplexes 7

    Property Size Breakdown

    The majority of commercial real estate listings in Sarasota fall within the 25,000 to 50,000 square foot range.

    Demographics Overview

    Population 264K
    Population Growth (5Y) +6.9%
    Median Household Income $83,135
    College Educated 43.1%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    34243 $120K
    34238 $360K
    34234 $553.4K
    34231 $1.1M
    34237 $1.1M

    Taxes & Financing

    Tax Rate (average for all types) 1.33%
    Property Tax per SF $10.04 per sq ft
    Tax Rate vs County Average 0.02 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    Total CRE Area on Market Trend

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    Most Searched ZIP Codes in Sarasota, FL

    • 34242
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