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Kissimmee Single Family Homes For Rent - 449 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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  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $2,000250 Days on yellowkey   MLS ID: O6351772

    REDUCED by $240 (10.7%) on 06/06/2026

    For RENT O6351772 - 107 DELLWOOD DR, KISSIMMEE, FL 34744 7 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1374
       Built: 1955
    Community: Dellwood Park
    Spa: Yes

    Single Family


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


    Taxes:

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year:

    Middle School: Denn John Middle


  • 4708 RUBY RED LN, KISSIMMEE, FL 34746

    $2,70040 Days on yellowkey   MLS ID: S5149599

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

    For RENT S5149599 - 4708 RUBY RED LN, KISSIMMEE, FL 34746 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2013
    Community: Crystal Cove Resort
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1917 CRICKET CRADLE DR, KISSIMMEE, FL 34746

    $2,35013 Days on yellowkey   MLS ID: O6413261

    For RENT O6413261 - 1917 CRICKET CRADLE DR, KISSIMMEE, FL 34746 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Community: Storey Creek Ph 5
    Single Family


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


    Taxes:

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 1588 LEAF LN, KISSIMMEE, FL 34744

    $3,20013 Days on yellowkey   MLS ID: S5151360

    For RENT S5151360 - 1588 LEAF LN, KISSIMMEE, FL 34744 26 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2384
       Built: 2024
    Community: Pennyroyal
    Single Family


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


    Taxes:

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 4799 GUINEP LN, KISSIMMEE, FL 34758

    $2,20013 Days on yellowkey   MLS ID: O6413853

    For RENT O6413853 - 4799 GUINEP LN, KISSIMMEE, FL 34758 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1455
       Built: 2025
    Community: Westview Pod B Neighborhood 2A & 2B Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34741

    $2,79514 Days on yellowkey   MLS ID: O6413899

    For RENT O6413899 - KISSIMMEE, FL 34741 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2000
    Community: Herons Landing Ph 3
    Single Family


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


    Taxes:

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year:

    Middle School: Kissimmee Middle


  • 182 PINEWOOD CIR, KISSIMMEE, FL 34743

    $2,30014 Days on yellowkey   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


  • 2670 OAK RUN BLVD, KISSIMMEE, FL 34744

    $2,45015 Days on yellowkey   MLS ID: S5151200

    For RENT S5151200 - 2670 OAK RUN BLVD, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1530
       Built: 1993
    Community: Oak Run Unit 9
    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


  • 801 JARNAC DR, KISSIMMEE, FL 34759

    $2,50017 Days on yellowkey   MLS ID: S5150968

    For RENT S5150968 - 801 JARNAC DR, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1879
       Built: 2024
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year:

    Middle School: Discovery Intermediate


  • 101 BIG BLACK DR, KISSIMMEE, FL 34759

    $2,50056 Days on yellowkey   MLS ID: O6401218

    For RENT O6401218 - 101 BIG BLACK DR, KISSIMMEE, FL 34759 11 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2530
       Built: 2006
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3041 BLOOMSBURY DR, KISSIMMEE, FL 34747

    $1,99548 Days on yellowkey   MLS ID: G5111815

    0 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $280 (12.3%) on 05/20/2026

    For RENT G5111815 - 3041 BLOOMSBURY DR, KISSIMMEE, FL 34747 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1363
       Built: 1990
    Community: Lindfields Unit 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 485 MARTIGUES DR, KISSIMMEE, FL 34759

    $1,90097 Days on yellowkey   MLS ID: S5145570

    REDUCED by $200 (9.5%) on 05/26/2026

    For RENT S5145570 - 485 MARTIGUES DR, KISSIMMEE, FL 34759 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2003
    Community: Poinciana Village 5 Nbhd 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34743

    $2,30043 Days on yellowkey   MLS ID: O6405289

    REDUCED by $100 (4.2%) on 06/05/2026

    For RENT O6405289 - KISSIMMEE, FL 34743 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1565
       Built: 1992
    Community: Bridgewater
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2653 BROADWING ST, KISSIMMEE, FL 34746

    $2,70014 Days on yellowkey   MLS ID: S5151345

    For RENT S5151345 - 2653 BROADWING ST, KISSIMMEE, FL 34746 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2026

    Single Family


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


    Taxes:

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 709 VERSAILLES LN, KISSIMMEE, FL 34759

    $1,99929 Days on yellowkey   MLS ID: O6409671

    For RENT O6409671 - 709 VERSAILLES LN, KISSIMMEE, FL 34759 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2023
    Community: Poinciana Village 5 Nbhd 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2885 OCONNELL DR, KISSIMMEE, FL 34741

    $2,65014 Days on yellowkey   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


  • 1420 SIMMONS RD, KISSIMMEE, FL 34744

    $2,200108 Days on yellowkey   MLS ID: S5144949

    REDUCED by $200 (8.3%) on 06/04/2026

    For RENT S5144949 - 1420 SIMMONS RD, KISSIMMEE, FL 34744 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2566
       Built: 1973
    Community: Acreage & Unrec
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 807 MASSY CT, KISSIMMEE, FL 34759

    $2,300143 Days on yellowkey   MLS ID: O6376928

    For RENT O6376928 - 807 MASSY CT, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 2002
    Community: Poinciana Village 5 Nbhd 1
    Single Family


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


    Taxes:

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year:

    Middle School: Discovery Intermediate


  • 8040 LOST SHAKER LN, KISSIMMEE, FL 34747

    $3,20076 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

    $3,90023 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




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.