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Apartments for Rent in Kissimmee 34744 - 118 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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  • 1002 SHAWNDA LN, KISSIMMEE, FL 34744

    $4,500119 Days on yellowkey   MLS ID: S5140371

    For RENT S5140371 - 1002 SHAWNDA LN, KISSIMMEE, FL 34744 51 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3686
       Built: 1991
    Community: James Place
    Spa: No

    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2630 MILL RUN BLVD, KISSIMMEE, FL 34744

    $2,050Listed 04/21/2026 2:17PM   MLS ID: O6401102

    For RENT O6401102 - 2630 MILL RUN BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1286
       Built: 1985
    Community: Mill Run Unit 05
    Single Family


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


    Taxes:

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Denn John Middle


  • 640 CHADBURY WAY, KISSIMMEE, FL 34744

    $2,650Listed 04/21/2026 2:11PM   MLS ID: O6400709

    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: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2503 AVENTURINE ST, KISSIMMEE, FL 34744

    $1,9991 Day on yellowkey   MLS ID: S5148236

    For RENT S5148236 - 2503 AVENTURINE ST, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2007
    Community: Amber Pointe
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1729 BULL HILL RD, KISSIMMEE, FL 34744

    $3,50099 Days on yellowkey   MLS ID: S5141482

    For RENT S5141482 - 1729 BULL HILL RD, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2852
       Built: 2024
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1467 RIVERBOAT DR, KISSIMMEE, FL 34744

    $2,90064 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


  • 1932 MAGICAL LN, KISSIMMEE, FL 34744

    $2,30036 Days on yellowkey   MLS ID: S5145851

    REDUCED by $100 (4.2%) on 04/21/2026

    For RENT S5145851 - 1932 MAGICAL LN, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 2004
    Community: Magic Landings
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1851 RED CANYON DR, KISSIMMEE, FL 34744

    $2,1808 Days on yellowkey   MLS ID: S5147664

    REDUCED by $20 (0.9%) on 04/21/2026

    For RENT S5147664 - 1851 RED CANYON DR, KISSIMMEE, FL 34744 13 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1568
       Built: 2019
    Community: Kindred Ph 1E
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 751 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $2,8004 Days on yellowkey   MLS ID: O6398184

    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


  • 1445 SOPHIE WAY, KISSIMMEE, FL 34744

    $2,6507 Days on yellowkey   MLS ID: O6398863

    For RENT O6398863 - 1445 SOPHIE WAY, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1403
       Built: 1993
    Community: Westminster Gardens Ph 2
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1434 MADDIE BERRY LN, KISSIMMEE, FL 34744

    $3,0005 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 32 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


  • 1225 PENSACOLA CT, KISSIMMEE, FL 34744

    $2,5001 Day on yellowkey   MLS ID: S5148264

    For RENT S5148264 - 1225 PENSACOLA CT, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1926
       Built: 2017
    Community: Heritage Run
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2525 RELAXING LN, KISSIMMEE, FL 34744

    $2,75012 Days on yellowkey   MLS ID: O6396572

    For RENT O6396572 - 2525 RELAXING LN, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2537
       Built: 2023
    Community: Tohoqua Ph 3
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1834 CACUTTA WAY, KISSIMMEE, FL 34744

    $3,00028 Days on yellowkey   MLS ID: O6393199

    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


  • 1759 CAN DO WAY, KISSIMMEE, FL 34744

    $2,90085 Days on yellowkey   MLS ID: O6376908

    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


  • 1582 DALEHURST LN, KISSIMMEE, FL 34744

    $1,99569 Days on yellowkey   MLS ID: S5143701

    0 Days Off yellowkey (back on 4/20/2026)

    For RENT S5143701 - 1582 DALEHURST LN, KISSIMMEE, FL 34744 18 photos

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


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1593 DIAMOND LOOP DR, KISSIMMEE, FL 34744

    $1,5007 Days on yellowkey   MLS ID: S5147843

    For RENT S5147843 - 1593 DIAMOND LOOP DR, KISSIMMEE, FL 34744 20 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 400
       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


  • 4438 SMALL CREEK RD, KISSIMMEE, FL 34744

    $2,500109 Days on yellowkey   MLS ID: O6370583

    0 Days Off yellowkey (back on 4/20/2026)

    For RENT O6370583 - 4438 SMALL CREEK RD, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1779
       Built: 2023
    Community: Creekside Twnhms
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4475 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744

    $3,1004 Days on yellowkey   MLS ID: O6400143

    For RENT O6400143 - 4475 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2013
    Community: North Point Ph 1B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2956 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $3,4003 Days on yellowkey   MLS ID: O6400424

    For RENT O6400424 - 2956 SLOUGH CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3018
       Built: 2022
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year:

    Middle School: Narcoossee Middle




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.