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Kissimmee Single Family Homes For Rent - 438 homes

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

Location: Kissimmee

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  • 182 PINEWOOD CIR, KISSIMMEE, FL 34743

    $2,300Listed 06/04/2026 5:38PM   MLS ID: S5151165

    For RENT S5151165 - 182 PINEWOOD CIR, KISSIMMEE, FL 34743 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1462
       Built: 1988
    Community: Bvl Briarwood Village Tr 3
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year:

    Middle School: Parkway Middle


  • 1726 GOLFVIEW DR, KISSIMMEE, FL 34746

    $2,3009 Days on yellowkey   MLS ID: O6411353

    For RENT O6411353 - 1726 GOLFVIEW DR, KISSIMMEE, FL 34746 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 1996
    Community: Overoaks Rep 1
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4763 GUINEP LN, KISSIMMEE, FL 34758

    $2,3001 Day on yellowkey   MLS ID: O6413069

    For RENT O6413069 - 4763 GUINEP LN, KISSIMMEE, FL 34758 48 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1879
       Built: 2024
    Community: Westview Pod B Neighborhood 2A & 2B Ph 1
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Discovery Intermedia (4-8)

    High School: Liberty High

    Tax Year:

    Middle School: West Side


  • 2885 OCONNELL DR, KISSIMMEE, FL 34741

    $2,650Listed 06/04/2026 1:03PM   MLS ID: S5151280

    For RENT S5151280 - 2885 OCONNELL DR, KISSIMMEE, FL 34741 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2005
    Community: Cypress Reserve Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8040 LOST SHAKER LN, KISSIMMEE, FL 34747

    $3,20063 Days on yellowkey   MLS ID: S5146823

    REDUCED by $1,600 (33.3%) on 06/02/2026

    For RENT S5146823 - 8040 LOST SHAKER LN, KISSIMMEE, FL 34747 54 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 1948
       Built: 2019
    Community: Rolling Oaks Ph 6
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year:

    Middle School: Celebration K-8


  • 4452 SEVEN CANYONS DR, KISSIMMEE, FL 34746

    $3,90010 Days on yellowkey   MLS ID: O6410724

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

    For RENT O6410724 - 4452 SEVEN CANYONS DR, KISSIMMEE, FL 34746 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2736
       Built: 2020
    Community: Sedona Ph 2
    Single Family


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


    Taxes:

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 2640 DEBANY RD, KISSIMMEE, FL 34744

    $2,3001 Day on yellowkey   MLS ID: S5151253

    For RENT S5151253 - 2640 DEBANY RD, KISSIMMEE, FL 34744 3 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 1989
    Community: Mill Run Un6
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Denn John Middle


  • 2962 WHITE CEDAR DR, KISSIMMEE, FL 34741

    $2,70086 Days on yellowkey   MLS ID: S5144099

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

    REDUCED by $100 (3.6%) on 05/18/2026

    For RENT S5144099 - 2962 WHITE CEDAR DR, KISSIMMEE, FL 34741 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2727
       Built: 2004

    Single Family


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


    Taxes:

    Elementary School: Floral Ridge Elementary

    High School: None

    Tax Year:

    Middle School: None


  • 1861 WINDWARD OAKS CT, KISSIMMEE, FL 34746

    $2,60013 Days on yellowkey   MLS ID: O6410386

    For RENT O6410386 - 1861 WINDWARD OAKS CT, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2630
       Built: 2004
    Community: Bellalago
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2936 TWIN OAKS DR, KISSIMMEE, FL 34744

    $2,1501 Day on yellowkey   MLS ID: S5151108

    For RENT S5151108 - 2936 TWIN OAKS DR, KISSIMMEE, FL 34744 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1641
       Built: 1997
    Community: Westwood Forest
    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 216 CITRINE LOOP, KISSIMMEE, FL 34758

    $2,4851 Day on yellowkey   MLS ID: S5151216

    For RENT S5151216 - 216 CITRINE LOOP, KISSIMMEE, FL 34758 14 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2023
    Community: Stepping Stone
    Single Family


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


    Taxes:

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year:

    Middle School: Discovery Intermediate


  • 1454 MARY BELLE AVE, KISSIMMEE, FL 34744

    $2,4001 Day on yellowkey   MLS ID: O6413470

    For RENT O6413470 - 1454 MARY BELLE AVE, KISSIMMEE, FL 34744 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 2021
    Community: Kindred Ph 1Fb
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8125 SHELLEY TRL, KISSIMMEE, FL 34747

    $2,7001 Day on yellowkey   MLS ID: S5151194

    For RENT S5151194 - 8125 SHELLEY TRL, KISSIMMEE, FL 34747 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2200
       Built: 2017
    Community: Happy Trails Units 1 & 2 Unrec
    Single Family


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


    Taxes:

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year:

    Middle School: None


  • 8123 SHELLEY TRL, KISSIMMEE, FL 34747

    $3,7001 Day on yellowkey   MLS ID: S5151190

    For RENT S5151190 - 8123 SHELLEY TRL, KISSIMMEE, FL 34747 19 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2672
       Built: 2017
    Community: Happy Trails Units 1 & 2 Unrec
    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year:

    Middle School: None


  • 3322 COMPOSITION ST, KISSIMMEE, FL 34758

    $2,0001 Day on yellowkey   MLS ID: O6413389

    For RENT O6413389 - 3322 COMPOSITION ST, KISSIMMEE, FL 34758 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1275
       Built: 2024
    Community: Westview Ph 1B & 2 Pod A
    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5513 PIMENTA CT, KISSIMMEE, FL 34758

    $2,4001 Day on yellowkey   MLS ID: S5150930

    For RENT S5150930 - 5513 PIMENTA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2026
    Community: Westview Pod B Nbrhd 4
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2602 AUTUMN PEACE DR, KISSIMMEE, FL 34744

    $2,95020 Days on yellowkey   MLS ID: O6408482

    For RENT O6408482 - 2602 AUTUMN PEACE DR, KISSIMMEE, FL 34744 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2041
       Built: 2023
    Community: Tohoqua Ph 4B
    Single Family


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


    Taxes:

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 1883 BLISSFUL DR, KISSIMMEE, FL 34744

    $2,55022 Days on yellowkey   MLS ID: S5149936

    0 Days Off yellowkey (back on 6/3/2026)

    For RENT S5149936 - 1883 BLISSFUL DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2025
    Community: Tohoqua Ph 7
    Single Family


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


    Taxes:

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 2942 CONNER LN, KISSIMMEE, FL 34741

    $2,3001 Day on yellowkey   MLS ID: S5150670

    For RENT S5150670 - 2942 CONNER LN, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2005
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year:

    Middle School: Kissimmee Middle


  • 207 SOUTHBRIDGE CIR, KISSIMMEE, FL 34744

    $2,37564 Days on yellowkey   MLS ID: O6393863

    0 Days Off yellowkey (back on 6/3/2026)

    For RENT O6393863 - 207 SOUTHBRIDGE CIR, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1803
       Built: 2001
    Community: Remington Prcl J
    Single Family


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: None

    Tax Year:

    Middle School: None




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

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