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    Sarasota, FL Short Term Rental Properties for Lease

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    Osprey, FL Longboat Key, FL Nokomis, FL Bradenton, FL Lakewood Ranch, FL Venice, FL Palmetto, FL North Port, FL
    Boutique Guest House with Private Entry
    Updated: Jul 25
    Boutique Guest House with Private Entry

    451 WOODLAND DRIVE, Sarasota, FL 34234

    $2,400-$4,500/Mo
    488 sqft
    Boutique guest house built in 1925 in Sarasota’s Indian Beach–Sapphire Shores neighborhood
    Private entry with lush landscaping and two seating areas
    Seasonal availability: 1/2/27–6/30/27
    Rental rates: $4,500/mo (Jan–Apr) and $2,400/mo (May–Jun)
    All utilities included
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    1BR/1BA Bungalow with Courtyard
    Updated: Jul 4
    1BR/1BA Bungalow with Courtyard

    1912 MORRILL #1916, Sarasota, FL 34236

    $1,750/Mo
    500 sqft
    Modern 1BR/1BA bungalow in Towles Court Artist Colony in Laurel Park; built in 1961
    Open‑concept living/dining/kitchen with luxury vinyl plank flooring and modern kitchen with stainless appliances
    Private courtyard with grill, string lights, and outdoor dining space for eight
    Offered furnished or unfurnished; annual (12+ months) unfurnished or short/mid‑term furnished
    One dedicated parking space plus ample guest and street parking
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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 42 Potential Opportunities for your consideration. Besides 2 Active listings in Sarasota, FL, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 36 Properties for Sales.

    Short term rental properties for Lease in Nearby Cities

    Here are 4 Similar Spaces we found in Nearby Locations for your consideration.

    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    7740 SANDY RIDGE Dr 230, Kissimmee, FL 34747

    $2,999/Mo

    Second-floor residence with a fully equipped kitchen and access to resort pool, fitness, and recreation amenities.

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    Furnished Resort Condo
    Furnished Resort Condo

    3151 SUNSET WALK Dr 112, Kissimmee, FL 34747

    $2,700/Mo

    First-floor, fully furnished two-bedroom residence with a private balcony, contemporary finishes, and in-unit laundry.

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    Furnished Condo Near Theme Parks
    Furnished Condo Near Theme Parks

    4862 CAYVIEW Ave 102, Orlando, FL 32819

    $3,000/Mo

    Furnished condo near Universal's Epic Theme Park and Disney World.

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    Furnished Condo Near Universal Studios
    Furnished Condo Near Universal Studios

    7601 CANADA Ave 418, Orlando, FL 32819

    $1,450/Mo
    0.01 AC lot

    Furnished 1 bed, 1 bath condo available for short-term rent.

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    Similar Spaces for Sale in Sarasota, FL

    Consider Similar Space for Sale. We found 36 Spaces matching your search parameters.

    Private Triplex with Pool
    Private Triplex with Pool

    3476 WINTON Avenue, Sarasota, FL 34234

    $1,400,000
    3,228 sqft 0.63 AC lot

    Three detached residences share a landscaped outdoor setting with pool and cabana spaces.

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    Historic Three-Residence Rental Property
    Historic Three-Residence Rental Property

    2830 BAY SHORE Circle, Sarasota, FL 34234

    $1,500,000
    4,512 sqft 0.39 AC lot

    1925 estate with a main residence and two separately entered carriage-house units, subject to a seven-day minimum rental period.

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    Duplex with Private Pool
    Duplex with Private Pool

    1213 BENEDICT Court, Sarasota, FL 34237

    $640,000
    2,610 sqft 0.40 AC lot

    Two separate residences offer three bedrooms and three full bathrooms per unit, with RMF1 zoning and a private pool.

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    Historic Short-Term Rental Estate
    Historic Short-Term Rental Estate

    2830 BAY SHORE CIRCLE, Sarasota, FL 34234

    $1,500,000
    5,545 sqft

    Gated Sarasota property with three residences, period architectural details, and a seven-day minimum rental period.

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    Four-Home Quadplex Property
    Four-Home Quadplex Property

    1555 7TH Street, Sarasota, FL 34236

    $2,529,000
    3,705 sqft 0.14 AC lot

    Four contiguous rental residences offer annual occupancy and future flexibility within Sarasota’s Rosemary District.

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    Duplex with Private Swimming Pool
    Duplex with Private Swimming Pool

    1213 Benedict Ct, Sarasota, FL 34237

    $640,000
    2,610 sqft

    Two separate addresses support a flexible two-unit configuration near Downtown Sarasota.

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    Four-Home Rental Portfolio
    Four-Home Rental Portfolio

    1555 7TH STREET, Sarasota, FL 34236

    $2,529,000
    3,705 sqft 0.53 AC lot

    Four contiguous rental homes in the Rosemary District are currently leased on an annual basis.

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    Custom Duplex with Three-Car Garage
    Custom Duplex with Three-Car Garage

    1755 7TH ST, Sarasota, FL 34236

    $1,895,000
    4,400 sqft

    Two independent residences support flexible living arrangements and short-term rental use near downtown Sarasota.

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    Five-Unit Short-Term Rental Building
    Five-Unit Short-Term Rental Building

    1236 13th St, Sarasota, FL 34236

    $1,600,000
    2,832 sqft

    Five-unit multifamily property zoned for short-term rental, with four one-bedroom units and one two-bedroom unit with a den.

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    Five-Bedroom Short-Term Rental With Pool
    Five-Bedroom Short-Term Rental With Pool

    B-6910 Midnight Pass Rd, Sarasota, FL 34242

    $2,895,000
    2,801 sqft

    Vacation rental residence with an elevator, resort-style pool and spa, and indoor-outdoor living areas.

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    Furnished Duplex with Two Residences
    Furnished Duplex with Two Residences

    2245 BAHIA VISTA Street, Sarasota, FL 34239

    $499,000
    1,652 sqft 0.13 AC lot

    Two separately configured homes include private kitchens, living areas, and dining spaces.

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

    170 Roosevelt Dr Unit 10, Sarasota, FL 34236

    $1,300,000
    294 sqft

    Turnkey short-term rental portfolio on South Lido Key.

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    Duplex with Separate Private Entrances
    Duplex with Separate Private Entrances

    993 GARY Street, Sarasota, FL 34234

    $450,000
    1,679 sqft 0.22 AC lot

    Two updated units offer private outdoor areas, separate utilities, screened lanais, and covered carports with locked storage.

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    4-Unit Short-Term Rental Portfolio
    4-Unit Short-Term Rental Portfolio

    170 ROOSEVELT Drive, Sarasota, FL 34236

    $1,300,000
    294 sqft 0.90 AC lot

    Updated studio residences with private patios, community pool access, and established beach-oriented operations.

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    Furnished Duplex with Updated Systems
    Furnished Duplex with Updated Systems

    2245 Bahia Vista St, Sarasota, FL 34239

    $499,000
    1,652 sqft

    Turnkey two-residence property with separate living areas, kitchens, furnishings, and laundry equipment.

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

    993 Gary Street A & B, Sarasota, FL 34234

    $450,000
    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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    Renovated Six-Unit Apartment Building
    Renovated Six-Unit Apartment Building

    171-104 Avenida Veneccia, Sarasota, FL 34242

    $3,990,000
    3,888 sqft

    Furnished vacation rental property with private suites, shared courtyard amenities, onsite laundry, and designated parking near Siesta Key Beach.

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    Three-Story Mixed-Use Building
    Three-Story Mixed-Use Building

    1345 2ND Street, Sarasota, FL 34236

    $3,750,000
    8,165 sqft 0.12 AC lot

    Downtown property combines a salon-ready first floor, treatment rooms, and a private residential penthouse with elevator access.

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    Updated Short-Term Rental Portfolio
    Updated Short-Term Rental Portfolio

    10-170 Roosevelt Dr, Sarasota, FL 34236

    $1,300,000
    294 sqft

    Four studio condominiums offer managed vacation-rental operations, private patios, and access to a shared pool near the beach.

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    Apartment Building with Pool
    Apartment Building with Pool

    5322 CALLE DE LA SIESTA, Sarasota, FL 34242

    $4,400,000
    4,437 sqft 0.13 AC lot

    Seven-unit income property near the beach and Village, with guest amenities and on-site operational space.

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    Duplex with Private Pools
    Duplex with Private Pools

    2125 Montclair Drive, Sarasota, FL 34231

    Contact for pricing
    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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    Four-Unit Multifamily Property
    Four-Unit Multifamily Property

    2119-2131 MONTCLAIR DRIVE, Sarasota, FL 34231

    $1,895,000
    5,857 sqft

    Four residences across two masonry buildings with garages, pools, screened outdoor areas, and separately parceled components.

    View details

    Sarasota, FL Short term rental properties Lease Rates & Market Statistics

    Explore 2 Short term rental properties for lease in Sarasota, FL on Realmo, a commercial real estate exchange covering the Sarasota area. The current inventory totals 988 square feet of properties.

    Asking lease rates for Short term rental properties in Sarasota start at $1,750/Mo, average $2,883/Mo, and reach $4,500/Mo at the top of the market. That's a 3x spread between entry-level and premium space, making side-by-side comparison of asking rents and lease terms essential.

    Sarasota accounts for 67% of the 3 short term rental properties currently available across Sarasota County, where a nearby market includes Venice. Short term rental properties are one of the more limited space types in Sarasota, with just 2 listings currently available — a scarcity worth factoring into lease negotiations. Also worth a look for tenants weighing alternatives: Apartment buildings (4 listings) elsewhere in the Sarasota market.

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    Popular Searches in Sarasota, FL

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    Most Searched ZIP Codes in Sarasota, FL

    • 34234
    • 34236

    Featured Sarasota Real Estate Agencies

    Realmo connects you with licensed Sarasota CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Preferred Shore
    50 S Lemon Ave, 302 Sarasota, FL 34236
    Phone: 19419991179
    PreferredShore.com
    Keller Williams on the Water Sarasota
    1549 Ringling Blvd, Ste 600 Sarasota, FL 34236
    Phone: 19418037522
    www.kwsarasotametro.com
    PREMIER PLUS REALTY
    227 CENTRAL AVE Sarasota, FL 34236
    Phone: 19412280077
    WWW.PREMIERPLUSREALTY.COM

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