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Winter Garden Single Family Homes For Rent - 91 homes

Winter Garden Single Family Home Rentals are located in Orange County, Florida. Find Single Family Homes in Winter Garden for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Garden single family houses.

Location: Winter Garden

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  • 15060 ANDREW ALY, WINTER GARDEN, FL 34787

    $3,30017 Days on yellowkey   MLS ID: O6392746

    REDUCED by $150 (4.3%) on 04/07/2026

    For RENT O6392746 - 15060 ANDREW ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2124
       Built: 2018
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 9240 WOODCRANE DR, WINTER GARDEN, FL 34787

    $5,4998 Days on yellowkey   MLS ID: O6396748

    For RENT O6396748 - 9240 WOODCRANE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3760
       Built: 2015
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $3,50028 Days on yellowkey   MLS ID: O6391529

    REDUCED by $150 (4.1%) on 04/06/2026

    For RENT O6391529 - 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2023
    Community: Lakeside/Hamlin
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14651 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $3,00026 Days on yellowkey   MLS ID: S5146169

    0 Days Off yellowkey (back on 4/6/2026)

    For RENT S5146169 - 14651 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2040
       Built: 2014
    Community: Summerlake Pd Ph 1 B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15784 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $5,00053 Days on yellowkey   MLS ID: O6378629

    0 Days Off yellowkey (back on 4/5/2026)

    For RENT O6378629 - 15784 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3635
       Built: 2019
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15738 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $3,95015 Days on yellowkey   MLS ID: O6394474

    0 Days Off yellowkey (back on 4/4/2026)

    For RENT O6394474 - 15738 SHOREBIRD LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2768
       Built: 2021

    Single Family


    Estimated Monthly Payment: $22 (change assumption)
    Mortgage ($22)


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: None


  • 2262 ROMANUM DR, WINTER GARDEN, FL 34787

    $3,80075 Days on yellowkey   MLS ID: O6378310

    0 Days Off yellowkey (back on 4/4/2026)

    For RENT O6378310 - 2262 ROMANUM DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3862
       Built: 2014
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $21 (change assumption)
    Mortgage ($21)


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 12536 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $3,400151 Days on yellowkey   MLS ID: O6360575

    0 Days Off yellowkey (back on 4/3/2026)

    For RENT O6360575 - 12536 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2025
    Community: Osprey Ranch
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 9014 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $4,20056 Days on yellowkey   MLS ID: O6383077

    For RENT O6383077 - 9014 SONOMA COAST DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3426
       Built: 2022
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16147 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $2,80074 Days on yellowkey   MLS ID: O6376967

    REDUCED by $50 (1.8%) on 04/03/2026

    For RENT O6376967 - 16147 WATER SPRING BLVD, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Community: Storey Grove
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 16053 MICELLI DR, WINTER GARDEN, FL 34787

    $3,00091 Days on yellowkey   MLS ID: O6373074

    0 Days Off yellowkey (back on 4/3/2026)

    For RENT O6373074 - 16053 MICELLI DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2258
       Built: 2022
    Community: Winding Bay Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15532 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $3,95081 Days on yellowkey   MLS ID: O6376556

    For RENT O6376556 - 15532 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2017
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $22 (change assumption)
    Mortgage ($22)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7849 FREESTYLE LN, WINTER GARDEN, FL 34787

    $7,00012 Days on yellowkey   MLS ID: O6395909

    For RENT O6395909 - 7849 FREESTYLE LN, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 2017
    Community: Isles/Lk Hancock Ph Iii
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6168 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $2,80012 Days on yellowkey   MLS ID: O6395736

    For RENT O6395736 - 6168 GLORY BOWER DR, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Community: Hamilton Gardens
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $5,00012 Days on yellowkey   MLS ID: O6395397

    For RENT O6395397 - 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2019
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 418 CHARLES ST, WINTER GARDEN, FL 34787

    $2,50084 Days on yellowkey   MLS ID: O6375338

    0 Days Off yellowkey (back on 4/2/2026)

    For RENT O6375338 - 418 CHARLES ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 1952
    Community: Shadow Lawn
    Single Family


    Estimated Monthly Payment: $14 (change assumption)
    Mortgage ($14)


    Taxes:

    Elementary School: Maxey Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Lakeview Middle


  • 9377 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $2,85056 Days on yellowkey   MLS ID: O6382869

    For RENT O6382869 - 9377 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2015
    Community: Watermark Ph 1B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1018 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $2,70054 Days on yellowkey   MLS ID: O6383916

    0 Days Off yellowkey (back on 4/2/2026)

    For RENT O6383916 - 1018 SPRING LANDING DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1990
    Community: Crown Point Spgs
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17834 ADRIFT RD, WINTER GARDEN, FL 34787

    $4,30065 Days on yellowkey   MLS ID: O6380850

    For RENT O6380850 - 17834 ADRIFT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $24 (change assumption)
    Mortgage ($24)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16758 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $3,10013 Days on yellowkey   MLS ID: O6394497

    For RENT O6394497 - 16758 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Community: Hamlin Pointe
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Rent?

Winter Garden 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 Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden 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 Winter Garden 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.