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    Sarasota, FL Short Term Rental Properties for Sale

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    29 properties
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    Updated Villa Near Siesta Key
    Updated: Feb 16, 2025
    Updated Villa Near Siesta Key

    3630 WHITE PINE COURT 138, Sarasota, FL 34238

    $360,000
    1,353 sqft
    Proven rental income history with existing reservations for 2026 and weekly rentals allowed.
    Prime location: Centrally located with easy access to major roads and only 5 miles to Siesta Key Public Beach.
    Extensive amenities: Enjoy the pickleball court, tennis court, putting green, shuffleboard, heated pool, jacuzzi, and clubhouse with billiards.
    Turnkey furnished: Ready for immediate occupancy or rental.
    Updated and well‑maintained villa: Recent upgrades include refrigerator (2024), living room furniture (2024), A/C (2022), and garage door opener (2025).
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    This listing looks promising.

    Here's a quick look at some key insights for

    3630 WHITE PINE COURT 138, SARASOTA, FL 34238

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    • Est. Cap Rate

      4.6%
      NOI ÷ price

    • Est. NOI

      $16K
      Annual

    • Price @ 7% Cap

      $234K
      Suggested

    • Property Type

      Condominium
      Built 1984
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    Single-Family Short-Term Rental Home
    Updated: Apr 7
    Single-Family Short-Term Rental Home

    4925 REMINGTON Drive, Sarasota, FL 34234

    $625,000
    1,605 sqft 0.17 AC lot
    Single‑family home built in 1958 with block construction
    Open floorplan with living room/dining room combo and kitchen/family room combo
    Central heating and central A/C
    Tile (ceramic) flooring and solid surface counters
    Fenced private yard with outdoor privacy
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    Raised Two-Unit Income Property
    Raised Two-Unit Income Property

    527 BEACH Road, Sarasota, FL 34242

    $3,195,000
    1,803 sqft 0.17 AC lot

    Fully renovated raised compound with two side-by-side units: 2BR/2BA and 2BR/1BA, zoned RMF1.

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    Block Duplex with Private Units
    Block Duplex with Private Units

    993 GARY Street, Sarasota, FL 34234

    $460,000
    1,679 sqft 0.22 AC lot

    Solid block duplex with two separate 2-bedroom, 1-bath units, updated interiors, and private laundry rooms.

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    Duplex with Private Pools
    Duplex with Private Pools

    2125 Montclair Drive, Sarasota, FL 34231

    $990,000
    5,682 sqft

    Two masonry, two-story 3BR/2.5BA units, each with screened patio, private yard, and separately metered utilities.

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    Beachfront Condo with Income History
    Beachfront Condo with Income History

    6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

    $575,000
    600 sqft

    Turnkey furnished 1-bed, 1-bath beachfront condo in Casa Mar with established short-term rental performance.

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    Renovated 2-Unit Multifamily Residence
    Renovated 2-Unit Multifamily Residence

    2655 BAY STREET, Sarasota, FL 34237

    $1,149,000
    3,432 sqft

    Fully renovated two-unit property with a legal attached 1-bedroom apartment and separate utilities.

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    Renovated Beach Road Duplex Compound
    Renovated Beach Road Duplex Compound

    527 Beach Rd, Sarasota, FL 34242

    $3,195,000
    1,803 sqft

    Fully renovated raised duplex offers two side-by-side units with modern systems and updated interiors.

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    Income-Generating Duplex With Updated Interiors
    Income-Generating Duplex With Updated Interiors

    993 Gary Street A & B, Sarasota, FL 34234

    $460,000
    1,679 sqft

    Duplex in flood zone X with two 2-bedroom, 1-bath units, screened lanais, private laundry, and covered carports with storage.

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    Historic Pineapple Apartments in Burns Square
    Historic Pineapple Apartments in Burns Square

    530 S ORANGE Ave, Sarasota, FL 34236

    $8,500,000
    3,000 sqft

    Landmark mixed-use property with vacation rentals and retail.

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    Short-Term Rental Apartment Building
    Short-Term Rental Apartment Building

    1236 13th Street, Sarasota, FL 34236

    $1,600,000
    2,832 sqft

    Five-unit apartment building zoned for short-term rentals, including four one-bedrooms and one two-bedroom with den.

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    7-Unit Hospitality-Style Apartment Building
    7-Unit Hospitality-Style Apartment Building

    5322 Calle De La Siesta, Sarasota, FL 34242

    $4,900,000
    4,437 sqft

    Seven-unit property with nightly rental operation, pool amenities, rooftop deck, and on-site laundry.

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    Downtown Sarasota Mixed-Use Building
    Downtown Sarasota Mixed-Use Building

    1345 2ND STREET, Sarasota, FL 34236

    $3,800,000
    8,165 sqft 0.12 AC lot

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

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    Remodeled Duplex Near Siesta Key
    Remodeled Duplex Near Siesta Key

    2214 MICHELE DRIVE, Sarasota, FL 34231

    $799,000
    1,840 sqft 0.26 AC lot

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

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    Siesta Key Bayside Condo
    Siesta Key Bayside Condo

    1325 SIESTA BAYSIDE DRIVE 1325B, Sarasota, FL 34242

    $1,099,000
    1,645 sqft

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

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    Beachfront Oasis at Siesta Key
    Beachfront Oasis at Siesta Key

    915 SEASIDE DRIVE 407, Sarasota, FL 34242

    $3,250,000
    2,255 sqft 3.63 AC lot

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

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    Turnkey Furnished Siesta Key Condo
    Turnkey Furnished Siesta Key Condo

    6157 MIDNIGHT PASS ROAD E65, Sarasota, FL 34242

    $547,500
    1,101 sqft 4.25 AC lot

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

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    Fully Renovated Duplex with In-Law Suite
    Fully Renovated Duplex with In-Law Suite

    1041 S TUTTLE AVENUE, Sarasota, FL 34237

    $595,000
    1,186 sqft

    Turnkey renovated duplex currently operating as two short-term rentals with a private fenced yard and paved off-street parking.

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    Lido Key Income-Producing Portfolio
    Lido Key Income-Producing Portfolio

    170 ROOSEVELT Dr 10, Sarasota, FL 34236

    $1,300,000

    Turnkey short-term rental portfolio on South Lido Key.

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    Beachfront Condominium Unit with Furnishings
    Beachfront Condominium Unit with Furnishings

    5830 MIDNIGHT PASS Rd 48, Sarasota, FL 34242

    $558,000

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

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    Siesta Key Condo Investment
    Siesta Key Condo Investment

    6703 MIDNIGHT PASS ROAD 208, Sarasota, FL 34242

    $349,000
    702 sqft

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

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    Waterfront Condominium Complex on Siesta Key
    Waterfront Condominium Complex on Siesta Key

    9022 MIDNIGHT PASS Rd, Sarasota, FL 34242

    $6,500,000
    0.44 AC lot

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

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    Modern Top-Floor Condo Near Downtown
    Modern Top-Floor Condo Near Downtown

    1703 N TAMIAMI TRAIL 504, Sarasota, FL 34234

    $550,000
    858 sqft

    New construction condo with flexible rental options and community amenities.

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    Renovated 5-Unit Rental Building
    Renovated 5-Unit Rental Building

    525 RAWLS AVENUE, Sarasota, FL 34236

    $1,150,000
    1,316 sqft

    Five rental units feature new mini-split AC and private terraces, with four units updated with new kitchens.

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    Sarasota, FL Short Term Rental Properties Market Trends and Statistics

    Explore 29 short term rental properties for sale in Sarasota, FL, showcased through 29 active listings on our real estate platform. These investment opportunities span a total of 49,869 square feet of properties for sale, with an estimated market value of $38,647,250.

    Sale prices for short term rental properties in Sarasota, FL start at $349,000, averaging $1,756,693, 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

    Commercial property segments ranked by active listings on the market

    Short term rental properties 30
    Apartment buildings 18
    Duplexes 18
    Quadplexes 3
    Triplexes 3

    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 average listing prices of real estate assets

    Neighborhood Average Price
    34243 $120K
    34238 $360K
    34234 $541.4K
    34231 $1.1M
    34237 $1.1M

    Taxes & Financing

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

    Listings Trend

    New vs delisted commercial listings in Sarasota County

    New Delisted

    Total CRE Inventory on Market (SF)

    Property Size Breakdown

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

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    Most Searched ZIP Codes in Sarasota, FL

    • 34242
    • 34236
    • 34234
    • 34243
    • 34231
    • 34238

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