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Apartments for Rent in Kissimmee 34744 - 134 homes

34744 zip code is located in Osceola County, Florida. Find apartments for rent in Kissimmee 34744 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Kissimmee 34744 apartments for rent.

Location: Kissimmee , 34744

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  • 4420 SILVER CREEK ST, KISSIMMEE, FL 34744

    $2,500Listed 06/15/2026 4:42PM   MLS ID: O6417146

    For RENT O6417146 - 4420 SILVER CREEK ST, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1878
       Built: 2019
    Community: Creekside/Boggy Crk Ph 1
    Single Family


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


    Taxes:

    Elementary School: East Lake Elementary-OS

    High School: None

    Tax Year:

    Middle School: Narcoossee Middle


  • 4017 LONGWORTH LOOP, KISSIMMEE, FL 34744

    $2,500132 Days on yellowkey   MLS ID: O6379763

    REDUCED by $150 (5.7%) on 05/19/2026

    For RENT O6379763 - 4017 LONGWORTH LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2010
    Community: Turnberry Reserve Unit 2
    Single Family


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


    Taxes:

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year:

    Middle School: Narcoossee Middle


  • 4570 SMALL CREEK RD, KISSIMMEE, FL 34744

    $2,499Listed 06/15/2026 10:29AM   MLS ID: S5151725

    For RENT S5151725 - 4570 SMALL CREEK RD, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1779
       Built: 2024
    Community: Creekside Twnhms
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 640 CHADBURY WAY, KISSIMMEE, FL 34744

    $2,59056 Days on yellowkey   MLS ID: O6400709

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $5 (0.2%) on 06/02/2026

    For RENT O6400709 - 640 CHADBURY WAY, KISSIMMEE, FL 34744 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 2004
    Community: Remington Prcl M1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1743 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $2,75017 Days on yellowkey   MLS ID: O6412234

    For RENT O6412234 - 1743 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2021
    Community: Tohoqua Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1040 JAMISON LOOP #Relax, KISSIMMEE, FL 34744

    $2,06091 Days on yellowkey   MLS ID: O6391462

    REDUCED by $25 (1.2%) on 06/13/2026

    For RENT O6391462 - 1040 JAMISON LOOP #Relax, KISSIMMEE, FL 34744 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1242
       Built: 2020

    Apartment


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


    Taxes:

    Elementary School: St Cloud Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: St. Cloud Middle (6-8)


  • 1040 JAMISON LOOP #Revive, KISSIMMEE, FL 34744

    $2,03591 Days on yellowkey   MLS ID: O6391457

    INCREASED by $29 (1.4%) on 06/13/2026

    For RENT O6391457 - 1040 JAMISON LOOP #Revive, KISSIMMEE, FL 34744 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1116
       Built: 2020

    Apartment


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


    Taxes:

    Elementary School: St Cloud Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: St. Cloud Middle (6-8)


  • 1040 JAMISON LOOP #Element, KISSIMMEE, FL 34744

    $1,60891 Days on yellowkey   MLS ID: O6391448

    REDUCED by $251 (13.5%) on 06/13/2026

    For RENT O6391448 - 1040 JAMISON LOOP #Element, KISSIMMEE, FL 34744 18 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 876
       Built: 2020

    Apartment


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: St Cloud Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: St. Cloud Middle (6-8)


  • 1895 CASSIDY KNOLL DR, KISSIMMEE, FL 34744

    $2,65045 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)


  • 1834 CACUTTA WAY, KISSIMMEE, FL 34744

    $2,90084 Days on yellowkey   MLS ID: O6393199

    REDUCED by $100 (3.3%) on 05/07/2026

    For RENT O6393199 - 1834 CACUTTA WAY, KISSIMMEE, FL 34744 6 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2024
    Community: Kindred Ph 3B 3C & 3D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $3,000165 Days on yellowkey   MLS ID: O6370416

    For RENT O6370416 - 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2024
    Community: Tohoqua 50S
    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)


  • 2936 TWIN OAKS DR, KISSIMMEE, FL 34744

    $2,15013 Days on yellowkey   MLS ID: S5151108

    0 Days Off yellowkey (back on 6/13/2026)

    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


  • 1874 WILD RYE WAY, KISSIMMEE, FL 34744

    $2,50070 Days on yellowkey   MLS ID: S5147297

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $100 (3.8%) on 05/12/2026

    For RENT S5147297 - 1874 WILD RYE WAY, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1641
       Built: 2022
    Community: Kindred Ph 2C & 2D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $2,9004 Days on yellowkey   MLS ID: O6416281

    For RENT O6416281 - 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2025
    Community: Tohoqua 50S
    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)


  • 2092 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $2,4954 Days on yellowkey   MLS ID: O6415582

    For RENT O6415582 - 2092 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1826
       Built: 2023
    Community: Tohoqua Ph 4B
    Spa: No

    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)


  • 1467 RIVERBOAT DR, KISSIMMEE, FL 34744

    $2,900120 Days on yellowkey   MLS ID: O6383007

    REDUCED by $50 (1.7%) on 04/21/2026

    For RENT O6383007 - 1467 RIVERBOAT DR, KISSIMMEE, FL 34744 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2021
    Community: Kindred Ph 1Fb
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $1,9995 Days on yellowkey   MLS ID: O6416056

    For RENT O6416056 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2022
    Community: Tohoqua Ph 4A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3131 SPIKEY WAY, KISSIMMEE, FL 34744

    $3,74527 Days on yellowkey   MLS ID: S5150285

    For RENT S5150285 - 3131 SPIKEY WAY, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2255
       Built: 2004
    Community: Acreage & Unrec
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3535 DEBOIS CT, KISSIMMEE, FL 34744

    $2,90015 Days on yellowkey   MLS ID: S5150973

    REDUCED by $100 (3.3%) on 06/12/2026

    For RENT S5150973 - 3535 DEBOIS CT, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2830
       Built: 2019
    Community: East Lake Preserve
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2953 MARBELLA DR, KISSIMMEE, FL 34744

    $2,35089 Days on yellowkey   MLS ID: S5146131

    REDUCED by $50 (2.1%) on 05/18/2026

    For RENT S5146131 - 2953 MARBELLA DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1912
       Built: 2004
    Community: Villa Sol Ph 2 Village 3
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




Why Bother Searching Elsewhere for 34744 Homes for Rent and Other Kissimmee Rentals?

34744, Kissimmee home, townhome, condo, villa, and other listing rental 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 apartments for rent in the 34744 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34744, Kissimmee rentals. 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 34744, Kissimmee 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.