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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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  • 8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $2,80013 Days on yellowkey   MLS ID: O6395115

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6395115 - 8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2018
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787

    $2,495Listed 04/13/2026 9:50AM   MLS ID: O6397668

    For RENT O6397668 - 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2006
    Community: Stone Crk A-1 & A-2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787

    $2,500200 Days on yellowkey   MLS ID: S5135433

    For RENT S5135433 - 1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787 8 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 575
       Built: 1989

    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787

    $2,500200 Days on yellowkey   MLS ID: S5135430

    For RENT S5135430 - 1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787 9 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 575
       Built: 1989

    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • WINTER GARDEN, FL 34787

    $3,400Listed 04/12/2026 4:54PM   MLS ID: O6398448

    For RENT O6398448 - WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2015
    Community: Signature Lakes
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $3,5001 Day on yellowkey   MLS ID: O6398414

    For RENT O6398414 - 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787 20 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2014
    Community: Signature Lakes Ph 3B-1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 150 TEMPLE GROVE DR, WINTER GARDEN, FL 34787

    $2,85025 Days on yellowkey   MLS ID: O6390747

    REDUCED by $50 (1.7%) on 04/09/2026

    For RENT O6390747 - 150 TEMPLE GROVE DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1945
       Built: 1962
    Community: Emerald Acres
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 16336 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,10011 Days on yellowkey   MLS ID: A4688653

    For RENT A4688653 - 16336 HONEY HARVEST ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2023
    Community: Harvest/Ovation
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 530 SETTING SUN DR, WINTER GARDEN, FL 34787

    $3,4501 Day on yellowkey   MLS ID: O6398374

    For RENT O6398374 - 530 SETTING SUN DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2365
       Built: 2006
    Community: Black Lake Park Ph 01
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16119 SKYSAIL ST, WINTER GARDEN, FL 34787

    $4,200153 Days on yellowkey   MLS ID: O6359902

    0 Days Off yellowkey (back on 4/12/2026)

    For RENT O6359902 - 16119 SKYSAIL ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2024

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $3,9991 Day on yellowkey   MLS ID: O6398382

    For RENT O6398382 - 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2017
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 7618 LOON AVE, WINTER GARDEN, FL 34787

    $4,00036 Days on yellowkey   MLS ID: O6388840

    REDUCED by $150 (3.6%) on 04/11/2026

    For RENT O6388840 - 7618 LOON AVE, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3295
       Built: 2017
    Community: Summerlake Pd Ph 3B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4812 LIME RICKEY ALY, WINTER GARDEN, FL 34787

    $3,40070 Days on yellowkey   MLS ID: O6377477

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

    For RENT O6377477 - 4812 LIME RICKEY ALY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 2024
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $2,97014 Days on yellowkey   MLS ID: O6395014

    REDUCED by $110 (3.6%) on 04/09/2026

    For RENT O6395014 - 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2019
    Community: Waterleigh
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15512 SUNQUAT DR, WINTER GARDEN, FL 34787

    $4,4905 Days on yellowkey   MLS ID: O6397578

    For RENT O6397578 - 15512 SUNQUAT DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Community: Hamlin Reserve
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15267 HONEYBELL DR, WINTER GARDEN, FL 34787

    $75021 Days on yellowkey   MLS ID: S5146372

    REDUCED by $49 (6.1%) on 04/09/2026

    For RENT S5146372 - 15267 HONEYBELL DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 1   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 1000
       Built: 2018
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4 (change assumption)
    Mortgage ($4)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $5,0005 Days on yellowkey   MLS ID: O6397517

    For RENT O6397517 - 15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3377
       Built: 2018
    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


  • WINTER GARDEN, FL 34787

    $3,0005 Days on yellowkey   MLS ID: O6396812

    For RENT O6396812 - WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2286
       Built: 2017
    Community: Summerlake Pd Ph 1B & 2A 2Nd R
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15142 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787

    $3,9209 Days on yellowkey   MLS ID: O6396329

    0 Days Off yellowkey (back on 4/8/2026)

    For RENT O6396329 - 15142 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 2023
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 11163 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $4,999132 Days on yellowkey   MLS ID: O6364381

    0 Days Off yellowkey (back on 2/6/2026)

    For RENT O6364381 - 11163 GREAT ROCK ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3393
       Built: 2024
    Community: Storey Grove Ph 5
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring 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.