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Windermere Single Family Homes For Rent in Windermere - 23 homes

Windermere single family home rentals are located in Orange County, Florida. Find Windermere single family homes in Windermere for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windermere, Windermere single family houses.

Location: Windermere, Windermere

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  • 8520 GREENBANK BLVD, WINDERMERE, FL 34786

    $3,1504 Days on yellowkey   MLS ID: O6396741

    For RENT O6396741 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1726
       Built: 2004
    Community: Lakes/Windermere-Peachtree
    Single Family


    Estimated Monthly Payment: $17 (change assumption)
    Mortgage ($17)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 8414 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $5,2505 Days on yellowkey   MLS ID: O6397114

    For RENT O6397114 - 8414 VIVARO ISLE WAY, WINDERMERE, FL 34786 46 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3648
       Built: 2018
    Community: Windermere Isle-Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29 (change assumption)
    Mortgage ($29)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6953 TETTENHALL LN, WINDERMERE, FL 34786

    $3,1508 Days on yellowkey   MLS ID: O6396368

    For RENT O6396368 - 6953 TETTENHALL LN, WINDERMERE, FL 34786 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2452
       Built: 2007
    Community: Lakes/Windermere Ph 04
    Single Family


    Estimated Monthly Payment: $17 (change assumption)
    Mortgage ($17)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7612 FAIRGROVE AVE, WINDERMERE, FL 34786

    $2,70061 Days on yellowkey   MLS ID: S5143482

    For RENT S5143482 - 7612 FAIRGROVE AVE, WINDERMERE, FL 34786 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1742
       Built: 2016
    Community: Windermere Sound Ph 2
    Single Family


    Estimated Monthly Payment: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 12761 BIDEFORD AVE, WINDERMERE, FL 34786

    $3,40039 Days on yellowkey   MLS ID: O6387477

    For RENT O6387477 - 12761 BIDEFORD AVE, WINDERMERE, FL 34786 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3011
       Built: 2006
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 8320 BRYCE CANYON AVE, WINDERMERE, FL 34786

    $2,9509 Days on yellowkey   MLS ID: O6396080

    For RENT O6396080 - 8320 BRYCE CANYON AVE, WINDERMERE, FL 34786 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2047
       Built: 2016
    Community: Windermere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 13040 OVERSTREET RD, WINDERMERE, FL 34786

    $2,79544 Days on yellowkey   MLS ID: S5144750

    REDUCED by $105 (3.6%) on 04/03/2026

    For RENT S5144750 - 13040 OVERSTREET RD, WINDERMERE, FL 34786 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 2015
    Community: Windermere Sound
    Single Family


    Estimated Monthly Payment: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12925 HOLDENBURY LN, WINDERMERE, FL 34786

    $3,40046 Days on yellowkey   MLS ID: O6385584

    For RENT O6385584 - 12925 HOLDENBURY LN, WINDERMERE, FL 34786 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2981
       Built: 2013
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 1115 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

    $9,85057 Days on yellowkey   MLS ID: O6382762

    For RENT O6382762 - 1115 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4239
       Built: 2017
    Community: Estancia/Windermere
    Single Family


    Estimated Monthly Payment: $54 (change assumption)
    Mortgage ($54)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 12807 CRAGSIDE LN, WINDERMERE, FL 34786

    $3,00021 Days on yellowkey   MLS ID: S5145998

    9 Days Off yellowkey (back on 4/1/2026)

    For RENT S5145998 - 12807 CRAGSIDE LN, WINDERMERE, FL 34786 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2005
    Community: Lakes Of Windermere Ph 2A
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year:

    Middle School: Bridgewater Middle


  • 13106 ORANGE ISLE DR, WINDERMERE, FL 34786

    $4,200193 Days on yellowkey   MLS ID: O6348003

    For RENT O6348003 - 13106 ORANGE ISLE DR, WINDERMERE, FL 34786 61 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3312
       Built: 2022
    Community: Sanctuary/Lks/Windermere
    Single Family


    Estimated Monthly Payment: $23 (change assumption)
    Mortgage ($23)


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 12563 CRAGSIDE LN, WINDERMERE, FL 34786

    $2,99514 Days on yellowkey   MLS ID: O6394594

    For RENT O6394594 - 12563 CRAGSIDE LN, WINDERMERE, FL 34786 12 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2460
       Built: 2003
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 812 EAST BLVD, WINDERMERE, FL 34786

    $7,00015 Days on yellowkey   MLS ID: O6394559

    For RENT O6394559 - 812 EAST BLVD, WINDERMERE, FL 34786 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1680
       Built: 1951
    Community: Windermere
    Single Family


    Estimated Monthly Payment: $38 (change assumption)
    Mortgage ($38)


    Taxes:

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year:

    Middle School: Gotha Middle


  • 12225 JOSHUA TREE TRL, WINDERMERE, FL 34786

    $2,85024 Days on yellowkey   MLS ID: O6392136

    0 Days Off yellowkey (back on 3/28/2026)

    For RENT O6392136 - 12225 JOSHUA TREE TRL, WINDERMERE, FL 34786 19 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1833
       Built: 2016
    Community: Windermere Trails
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 14415 CREST PALM AVE, WINDERMERE, FL 34786

    $4,475226 Days on yellowkey   MLS ID: O6338743

    For RENT O6338743 - 14415 CREST PALM AVE, WINDERMERE, FL 34786 61 photos

    Bed: 6   Bath: 3.5
    Liv Area Sq Ft: 3764
       Built: 2025
    Community: Palms At Windermere
    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12863 HOLDENBURY LN, WINDERMERE, FL 34786

    $2,85018 Days on yellowkey   MLS ID: O6393800

    For RENT O6393800 - 12863 HOLDENBURY LN, WINDERMERE, FL 34786 6 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2148
       Built: 2006
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7403 FAIRGROVE AVE, WINDERMERE, FL 34786

    $4,27553 Days on yellowkey   MLS ID: O6383636

    For RENT O6383636 - 7403 FAIRGROVE AVE, WINDERMERE, FL 34786 36 photos

    Bed: 6   Bath: 3.5
    Liv Area Sq Ft: 3841
       Built: 2015
    Community: Windermere Sound
    Single Family


    Estimated Monthly Payment: $23 (change assumption)
    Mortgage ($23)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12803 HOLDENBURY LN, WINDERMERE, FL 34786

    $3,20019 Days on yellowkey   MLS ID: O6389377

    For RENT O6389377 - 12803 HOLDENBURY LN, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2439
       Built: 2006
    Community: Lakes/Windermere Ph 02A
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8636 POWDER RIDGE TRL, WINDERMERE, FL 34786

    $2,90059 Days on yellowkey   MLS ID: O6381991

    0 Days Off yellowkey (back on 3/21/2026)

    For RENT O6381991 - 8636 POWDER RIDGE TRL, WINDERMERE, FL 34786 36 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2086
       Built: 2014
    Community: Windermere Trls Ph 1C
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13231 OVERSTREET RD, WINDERMERE, FL 34786

    $2,85023 Days on yellowkey   MLS ID: O6392297

    For RENT O6392297 - 13231 OVERSTREET RD, WINDERMERE, FL 34786 16 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2306
       Built: 2013
    Community: Windermere Terrace
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


12


Why Bother Searching Elsewhere for Windermere Single Family Homes for Rent?

Windermere home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for rent in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windermere single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.