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Apartments for Rent in Kissimmee 34744 - 136 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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  • 2135 SOUTHBURY DR, KISSIMMEE, FL 34744

    $2,40024 Days on yellowkey   MLS ID: S5149218

    REDUCED by $150 (5.9%) on 05/11/2026

    For RENT S5149218 - 2135 SOUTHBURY DR, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1835
       Built: 2026

    Townhouse


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


    Taxes:

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 2113 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $3,05055 Days on yellowkey   MLS ID: O6396135

    REDUCED by $150 (4.7%) on 04/22/2026

    For RENT O6396135 - 2113 WALNUT CREEK DR, KISSIMMEE, FL 34744 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2026
    Community: Kindred
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1759 CAN DO WAY, KISSIMMEE, FL 34744

    $2,900122 Days on yellowkey   MLS ID: O6376908

    0 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $50 (1.7%) on 04/20/2026

    For RENT O6376908 - 1759 CAN DO WAY, KISSIMMEE, FL 34744 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3296
       Built: 2021
    Community: Tohoqua Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2749 CALLAWAY LN, KISSIMMEE, FL 34744

    $2,75054 Days on yellowkey   MLS ID: S5147038

    0 Days Off yellowkey (back on 5/12/2026)

    For RENT S5147038 - 2749 CALLAWAY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2005
    Community: Remington Prcl M01
    Single Family


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: St. Cloud High School

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 1707 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $2,40095 Days on yellowkey   MLS ID: O6384655

    REDUCED by $100 (4.0%) on 05/12/2026

    For RENT O6384655 - 1707 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2001
       Built: 2023
    Community: Tohoqua Ph 3
    Townhouse


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 1874 WILD RYE WAY, KISSIMMEE, FL 34744

    $2,50051 Days on yellowkey   MLS ID: S5147297

    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


  • 1404 TAWNY RIDGE RD, KISSIMMEE, FL 34744

    $2,65017 Days on yellowkey   MLS ID: O6406769

    For RENT O6406769 - 1404 TAWNY RIDGE RD, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2018
    Community: Kindred Ph 1D
    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)


  • 751 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $2,75041 Days on yellowkey   MLS ID: O6398184

    REDUCED by $50 (1.8%) on 05/11/2026

    For RENT O6398184 - 751 COUNTRY WOODS CIR, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 1990
    Community: Country Crossing Unit 01
    Single Family


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Denn John Middle


  • 1519 DIAMOND LOOP DR, KISSIMMEE, FL 34744

    $2,50051 Days on yellowkey   MLS ID: S5147341

    REDUCED by $200 (7.4%) on 05/05/2026

    For RENT S5147341 - 1519 DIAMOND LOOP DR, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2017
    Community: Kindred Ph 1C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1806 BLISSFUL DR, KISSIMMEE, FL 34744

    $2,85029 Days on yellowkey   MLS ID: S5148793

    0 Days Off yellowkey (back on 5/11/2026)

    For RENT S5148793 - 1806 BLISSFUL DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Community: Tohoqua Ph 1B
    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)


  • 2709 LUCAS LAKES LN, KISSIMMEE, FL 34744

    $2,20083 Days on yellowkey   MLS ID: S5143981

    0 Days Off yellowkey (back on 5/10/2026)

    REDUCED by $200 (8.3%) on 05/06/2026

    For RENT S5143981 - 2709 LUCAS LAKES LN, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 2006
    Community: Remington Prcl O
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1799 HARBOR BLVD, KISSIMMEE, FL 34744

    $2,70019 Days on yellowkey   MLS ID: O6406514

    For RENT O6406514 - 1799 HARBOR BLVD, KISSIMMEE, FL 34744 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 1993
    Community: Regal Oak Shores Unit 07
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1868 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $2,65090 Days on yellowkey   MLS ID: S5144741

    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


  • 1898 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $1,40020 Days on yellowkey   MLS ID: S5149577

    For RENT S5149577 - 1898 RUSTIC FALLS DR, KISSIMMEE, FL 34744 13 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 600
       Built: 2017
    Community: Kindred Ph 1C
    Apartment


    Estimated Monthly Payment: $8 (change assumption)
    Mortgage ($8)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1465 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $2,30020 Days on yellowkey   MLS ID: S5149524

    For RENT S5149524 - 1465 AXEL GRAESON AVE, KISSIMMEE, FL 34744 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2024
    Community: Seasons At Big Sky Ph 1
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1707 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $1,47520 Days on yellowkey   MLS ID: S5149369

    For RENT S5149369 - 1707 MICHIGAN AVE #D, KISSIMMEE, FL 34744 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Community: Essex Park Villas Condo
    Condo


    Estimated Monthly Payment: $8 (change assumption)
    Mortgage ($8)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1882 RED CANYON DR, KISSIMMEE, FL 34744

    $2,100212 Days on yellowkey   MLS ID: S5137530

    For RENT S5137530 - 1882 RED CANYON DR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2020
    Community: Kindred Ph 2C1
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1920 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $2,490276 Days on yellowkey   MLS ID: O6338953

    For RENT O6338953 - 1920 TOHOQUA BLVD, KISSIMMEE, FL 34744 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Community: Tohoqua Ph 6
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1291 ASHER MASON AVE, KISSIMMEE, FL 34744

    $2,600195 Days on yellowkey   MLS ID: O6360764

    INCREASED by $100 (4.0%) on 05/08/2026

    For RENT O6360764 - 1291 ASHER MASON AVE, KISSIMMEE, FL 34744 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2024

    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 1434 MADDIE BERRY LN, KISSIMMEE, FL 34744

    $3,00042 Days on yellowkey   MLS ID: S5147684

    INCREASED by $200 (7.1%) on 04/21/2026

    For RENT S5147684 - 1434 MADDIE BERRY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 6
    Liv Area Sq Ft: 2066
       Built: 2024
    Community: Seasons At Big Sky Ph 1
    Single Family


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


    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.