Skip main navigation
House for rent
    • Accepts Zillow applications
    $4,200/mo

    5255 Winding Way, Sarasota, FL 34242

    2beds
    1,300sqft
    Price may not include required fees and charges.
    Fast & easy Zillow application.

    This property accepts Zillow applications. Click 'Apply now' to fill out the online form once and apply to as many participating properties as you want. Just $35 for 30 days.

    Single family residence
    Available now
    Cats, dogs OK
    Central air
    Shared laundry
    Attached garage parking
    Heat pump

    What's special

    Walk to the beachWood burning fireplaceWood floorsNew bathroomsNew kitchenLarge screened porchFountain in the pond
    FULLY FURNISHED , Just Remodeled. New Kitchen, New Bathrooms. One of a kind. Walk to the beach. Sweetheart house on Twin Oak Pond. Sit in front of your fireplace, watch and listen to the fountain in the pond outside your window. Ground level 2 bedrooms and 2 full baths, large screened porch, wood floors, open kitchen and wood burning fireplace. Biking distance to the #1 beach in the country. Bliss!! 12 months lease preferred, shorter leases available at a higher rate Tenant is responsible for Power bill is $150-$250 per month Water / sewer / trash Internet Pet Fee if applicable
    6 days
    |
    --
    |
    --
    |
    Travel times

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Heat Pump
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Freezer, Microwave, Oven, Refrigerator
    • Laundry: Shared
    Features
    • Flooring: Tile
    • Furnished: Yes
    Interior area
    • Total interior livable area: 1,300 sqft

    Property

    Parking
    • Parking features: Attached, Off Street
    • Has attached garage: Yes
    • Details: Contact manager
    Accessibility
    • Accessibility features: Disabled access
    Features
    • Exterior features: Bicycle storage, Just minutes away from siesta beach
    Details
    • Parcel number: 0082010044

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    HOA
    • Amenities included: Pond Year Round
    Location
    • Region: Sarasota

    Financial & listing details

    • Lease term: 1 Year

    Price history

    Rent Zestimate®Rental Market Summary
    DateEventPrice
    10/22/2025Listed for rent$4,200+5%$3/sqft
    Source: Zillow Rentals
    10/13/2025Listing removed$3,999$3/sqft
    Source: Zillow Rentals
    9/29/2025Price change$3,999-4.8%$3/sqft
    Source: Zillow Rentals
    9/3/2025Listed for rent$4,200+44.9%$3/sqft
    Source: Zillow Rentals
    6/20/2024Listing removed--
    Source: Zillow Rentals

    Neighborhood: 34242

    Related Searches

    Nearby cities