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Kissimmee Single Family Homes For Rent - 455 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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  • 8024 FLIP FLOP WAY, KISSIMMEE, FL 34747

    $3,300Listed 05/29/2026 4:06PM   MLS ID: O6412020

    For RENT O6412020 - 8024 FLIP FLOP WAY, KISSIMMEE, FL 34747 79 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1422
       Built: 2018
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 816 CARDINAL WAY, KISSIMMEE, FL 34759

    $1,850245 Days on yellowkey   MLS ID: O6347905

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $100 (5.1%) on 05/16/2026

    For RENT O6347905 - 816 CARDINAL WAY, KISSIMMEE, FL 34759 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2021
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1918 ANCESTRY TRL, KISSIMMEE, FL 34746

    $2,2008 Days on yellowkey   MLS ID: O6410038

    For RENT O6410038 - 1918 ANCESTRY TRL, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1432
       Built: 2021
    Community: Storey Creek Ph 2B
    Single Family


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


    Taxes:

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 1868 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $2,65092 Days on yellowkey   MLS ID: S5144741

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $100 (3.6%) on 03/31/2026

    For RENT S5144741 - 1868 BRIGHT SKY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 2025
    Community: Tohoqua Ph 7
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2625 SANTOSH CV, KISSIMMEE, FL 34746

    $3,20015 Days on yellowkey   MLS ID: O6407745

    0 Days Off yellowkey (back on 5/29/2026)

    For RENT O6407745 - 2625 SANTOSH CV, KISSIMMEE, FL 34746 46 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2013
    Community: Veranda Palms Ph 1C
    Single Family


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


    Taxes:

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year:

    Middle School: Kissimmee Middle


  • 4855 KINGSTON CIR, KISSIMMEE, FL 34746

    $2,40094 Days on yellowkey   MLS ID: S5144474

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $200 (7.7%) on 04/02/2026

    For RENT S5144474 - 4855 KINGSTON CIR, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1502
       Built: 1990
    Community: Montego Bay
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4663 GOLDEN KNIGHT BLVD, KISSIMMEE, FL 34746

    $3,30024 Days on yellowkey   MLS ID: O6405245

    INCREASED by $250 (8.2%) on 05/27/2026

    For RENT O6405245 - 4663 GOLDEN KNIGHT BLVD, KISSIMMEE, FL 34746 36 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2026
    Community: Knightsbridge 50S
    Single Family


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


    Taxes:

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 111 CUAUTLA WAY #2, KISSIMMEE, FL 34743

    $1,1991 Day on yellowkey   MLS ID: S5150730

    For RENT S5150730 - 111 CUAUTLA WAY #2, KISSIMMEE, FL 34743 6 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 94
       Built: 1980

    Single Family


    Estimated Monthly Payment: $7 (change assumption)
    Mortgage ($7)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2006 MAPLE LN, KISSIMMEE, FL 34759

    $2,06571 Days on yellowkey   MLS ID: O6392444

    REDUCED by $10 (0.5%) on 05/29/2026

    For RENT O6392444 - 2006 MAPLE LN, KISSIMMEE, FL 34759 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1886
       Built: 2023
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


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


    Taxes:

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year:

    Middle School: Lake Marion Creek Middle


  • 567 HUMMINGBIRD CT, KISSIMMEE, FL 34759

    $2,0003 Days on yellowkey   MLS ID: S5150750

    For RENT S5150750 - 567 HUMMINGBIRD CT, KISSIMMEE, FL 34759 18 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2005
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1895 CASSIDY KNOLL DR, KISSIMMEE, FL 34744

    $2,65028 Days on yellowkey   MLS ID: O6404253

    For RENT O6404253 - 1895 CASSIDY KNOLL DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2019
    Community: Kindred Ph 1E
    Single Family


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


    Taxes:

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 2729 AMANDA KAY WAY, KISSIMMEE, FL 34744

    $2,2009 Days on yellowkey   MLS ID: S5150383

    For RENT S5150383 - 2729 AMANDA KAY WAY, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1866
       Built: 2004
    Community: Eagles Landing
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1736 FULFILLMENT DR, KISSIMMEE, FL 34744

    $2,20079 Days on yellowkey   MLS ID: S5145718

    REDUCED by $50 (2.2%) on 05/29/2026

    For RENT S5145718 - 1736 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2021

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3230 STRATTON CIR, KISSIMMEE, FL 34744

    $2,6003 Days on yellowkey   MLS ID: S5150714

    For RENT S5150714 - 3230 STRATTON CIR, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2121
       Built: 2019
    Community: South Pointe
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 930 AULTMAN RD, KISSIMMEE, FL 34744

    $2,80030 Days on yellowkey   MLS ID: O6403262

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $200 (6.7%) on 05/15/2026

    For RENT O6403262 - 930 AULTMAN RD, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 1961
    Community: Cypress Shores Rep
    Single Family


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 619 REINDEER DR, KISSIMMEE, FL 34759

    $1,95021 Days on yellowkey   MLS ID: O6406492

    REDUCED by $70 (3.5%) on 05/22/2026

    For RENT O6406492 - 619 REINDEER DR, KISSIMMEE, FL 34759 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1714
       Built: 2000
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


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


    Taxes:

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year:

    Middle School: Lake Marion Creek Middle


  • 1416 OSCEOLA PARK DR, KISSIMMEE, FL 34741

    $2,30043 Days on yellowkey   MLS ID: O6400239

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $100 (4.2%) on 04/26/2026

    For RENT O6400239 - 1416 OSCEOLA PARK DR, KISSIMMEE, FL 34741 14 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1378
       Built: 1974
    Community: Osceola Park Estates Unit 1
    Single Family


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


    Taxes:

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year:

    Middle School: Kissimmee Middle


  • 2877 OCONNELL DR, KISSIMMEE, FL 34741

    $2,8501 Day on yellowkey   MLS ID: S5150818

    For RENT S5150818 - 2877 OCONNELL DR, KISSIMMEE, FL 34741 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2005
    Community: Cypress Reserve Ph 2
    Single Family


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


    Taxes:

    Elementary School: Floral Ridge Elementary

    High School: None

    Tax Year:

    Middle School: None


  • 232 COBALT DR, KISSIMMEE, FL 34758

    $2,0301 Day on yellowkey   MLS ID: TB8513338

    For RENT TB8513338 - 232 COBALT DR, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1609
       Built: 2004
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2338 CORDOVA CT, KISSIMMEE, FL 34743

    $2,1001 Day on yellowkey   MLS ID: S5150632

    For RENT S5150632 - 2338 CORDOVA CT, KISSIMMEE, FL 34743 5 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 1994
    Community: Monterey Vlg Ph1 Unit 1
    Single Family


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


    Taxes:

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    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.