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Apartments for Rent in Kissimmee 34744 - 140 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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  • 1040 JAMISON LOOP #Element, KISSIMMEE, FL 34744

    $1,85988 Days on yellowkey   MLS ID: O6391448

    INCREASED by $1 (0.1%) on 06/06/2026

    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: $10 (change assumption)
    Mortgage ($10)


    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 #Relax, KISSIMMEE, FL 34744

    $2,08588 Days on yellowkey   MLS ID: O6391462

    REDUCED by $1 (0.0%) on 06/06/2026

    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

    $2,00688 Days on yellowkey   MLS ID: O6391457

    INCREASED by $1 (0.0%) on 06/06/2026

    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)


  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $2,000245 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


  • 1588 LEAF LN, KISSIMMEE, FL 34744

    $3,2008 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)


  • 1740 FULFILLMENT DR, KISSIMMEE, FL 34744

    $2,3008 Days on yellowkey   MLS ID: S5151346

    For RENT S5151346 - 1740 FULFILLMENT DR, KISSIMMEE, FL 34744 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2020
    Community: Tohoqua Ph 1
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2670 OAK RUN BLVD, KISSIMMEE, FL 34744

    $2,45010 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


  • 3545 STARKEY DR, KISSIMMEE, FL 34744

    $2,37525 Days on yellowkey   MLS ID: S5150166

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

    REDUCED by $125 (5.0%) on 05/25/2026

    For RENT S5150166 - 3545 STARKEY DR, KISSIMMEE, FL 34744 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2018
    Community: East Lake Preserve Ph 2
    Single Family


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


    Taxes:

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year:

    Middle School: Narcoossee Middle


  • 3230 STRATTON CIR, KISSIMMEE, FL 34744

    $2,60017 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


  • 1420 SIMMONS RD, KISSIMMEE, FL 34744

    $2,200103 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


  • 1287 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $2,20065 Days on yellowkey   MLS ID: O6397867

    For RENT O6397867 - 1287 AXEL GRAESON AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1550
       Built: 2024
    Community: Seasons At Big Sky Ph 2
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2635 CANDIED APPLE ALY, KISSIMMEE, FL 34744

    $2,3509 Days on yellowkey   MLS ID: S5151240

    For RENT S5151240 - 2635 CANDIED APPLE ALY, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2024
    Community: Tohoqua Ph 7
    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)


  • 1909 KELLEY AVE #2, KISSIMMEE, FL 34744

    $1,4509 Days on yellowkey   MLS ID: S5151153

    For RENT S5151153 - 1909 KELLEY AVE #2, KISSIMMEE, FL 34744 5 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 800
       Built: 1973
    Community: Kissimmee Heights
    Apartment


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2080 HERITAGE KEY BLVD, KISSIMMEE, FL 34744

    $1,79510 Days on yellowkey   MLS ID: S5151181

    For RENT S5151181 - 2080 HERITAGE KEY BLVD, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1512
       Built: 2007
    Community: Heritage Key Villas Ph 1 & 2
    Townhouse


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


    Taxes:

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year:

    Middle School: Denn John Middle


  • 2936 TWIN OAKS DR, KISSIMMEE, FL 34744

    $2,15010 Days on yellowkey   MLS ID: S5151108

    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


  • 1454 MARY BELLE AVE, KISSIMMEE, FL 34744

    $2,40010 Days on yellowkey   MLS ID: O6413470

    For RENT O6413470 - 1454 MARY BELLE AVE, KISSIMMEE, FL 34744 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 2021
    Community: Kindred Ph 1Fb
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2602 AUTUMN PEACE DR, KISSIMMEE, FL 34744

    $2,95028 Days on yellowkey   MLS ID: O6408482

    For RENT O6408482 - 2602 AUTUMN PEACE DR, KISSIMMEE, FL 34744 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2041
       Built: 2023
    Community: Tohoqua Ph 4B
    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)


  • 207 SOUTHBRIDGE CIR, KISSIMMEE, FL 34744

    $2,37572 Days on yellowkey   MLS ID: O6393863

    0 Days Off yellowkey (back on 6/3/2026)

    For RENT O6393863 - 207 SOUTHBRIDGE CIR, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1803
       Built: 2001
    Community: Remington Prcl J
    Single Family


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: None

    Tax Year:

    Middle School: None


  • 1937 ARBOR MILL LN, KISSIMMEE, FL 34744

    $2,700269 Days on yellowkey   MLS ID: O6341420

    For RENT O6341420 - 1937 ARBOR MILL LN, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2022
    Community: Kindred Ph 2C & 2D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1690 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $2,50015 Days on yellowkey   MLS ID: O6412011

    For RENT O6412011 - 1690 CONTENTMENT LOOP, KISSIMMEE, FL 34744 10 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2024

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: Gateway High School (9 12)

    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.