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Apartments for Rent in Kissimmee 34744 - 96 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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  • 1851 RED CANYON DR, KISSIMMEE, FL 34744

    $2,200Listed 04/13/2026 10:38AM   MLS ID: S5147664

    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


  • 1500 QUINTA RD, KISSIMMEE, FL 34744

    $2,30027 Days on yellowkey   MLS ID: O6391442

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6391442 - 1500 QUINTA RD, KISSIMMEE, FL 34744 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2022
    Community: Kindred Ph 2C & 2D
    Single Family


    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)


  • 1074 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $1,999102 Days on yellowkey   MLS ID: O6369683

    For RENT O6369683 - 1074 UNIVERSAL REST PL, KISSIMMEE, FL 34744 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1728
       Built: 1996
    Community: Eric Estates
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 101 HARWOOD CIR, KISSIMMEE, FL 34744

    $2,300Listed 04/12/2026 7:57PM   MLS ID: O6398472

    For RENT O6398472 - 101 HARWOOD CIR, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 1999
    Community: Remington Ph 01 Tr D
    Single Family


    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)


  • KISSIMMEE, FL 34744

    $2,800Listed 04/12/2026 6:57PM   MLS ID: S5146873

    For RENT S5146873 - KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1784
       Built: 2016
    Community: Legacy Park Ph 3
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2013 GRAND OAK DR, KISSIMMEE, FL 34744

    $1,850112 Days on yellowkey   MLS ID: S5140537

    REDUCED by $49 (2.6%) on 04/12/2026

    For RENT S5140537 - 2013 GRAND OAK DR, KISSIMMEE, FL 34744 29 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: None

    High School: None

    Tax Year:

    Middle School: None


  • 1040 JAMISON LOOP #Element, KISSIMMEE, FL 34744

    $1,84727 Days on yellowkey   MLS ID: O6391448

    INCREASED by $176 (10.5%) on 04/11/2026

    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 #Revive, KISSIMMEE, FL 34744

    $2,00427 Days on yellowkey   MLS ID: O6391457

    REDUCED by $20 (1.0%) on 04/11/2026

    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 #Relax, KISSIMMEE, FL 34744

    $2,24527 Days on yellowkey   MLS ID: O6391462

    INCREASED by $114 (5.3%) on 04/11/2026

    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: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: St Cloud Elem

    High School: Gateway High School (9 12)

    Tax Year:

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


  • 2862 RUNNING BROOK CIR, KISSIMMEE, FL 34744

    $2,4002 Days on yellowkey   MLS ID: O6398180

    For RENT O6398180 - 2862 RUNNING BROOK CIR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2012
    Community: North Shore Village Ph 02 A-D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1503 OAK RESERVE DR, KISSIMMEE, FL 34744

    $3,00055 Days on yellowkey   MLS ID: S5144073

    For RENT S5144073 - 1503 OAK RESERVE DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Community: Kindred Ph 2C & 2D
    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)


  • 2953 MARBELLA DR, KISSIMMEE, FL 34744

    $2,50025 Days on yellowkey   MLS ID: S5146131

    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: $14 (change assumption)
    Mortgage ($14)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 748 STONEWYK WAY, KISSIMMEE, FL 34744

    $3,2005 Days on yellowkey   MLS ID: O6393939

    For RENT O6393939 - 748 STONEWYK WAY, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2009
       Built: 2005
    Community: Remington Prcl M2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2080 HERITAGE KEY BLVD, KISSIMMEE, FL 34744

    $1,7955 Days on yellowkey   MLS ID: S5147411

    For RENT S5147411 - 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


  • 880 E COLUMBIA AVE, KISSIMMEE, FL 34744

    $2,10038 Days on yellowkey   MLS ID: O6388389

    For RENT O6388389 - 880 E COLUMBIA AVE, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1500
       Built: 2003
    Community: G Arnold Duplex
    Half Duplex


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2113 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $3,20010 Days on yellowkey   MLS ID: O6396135

    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

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4466 INDIGO SKY LN, KISSIMMEE, FL 34744

    $3,00041 Days on yellowkey   MLS ID: S5144404

    0 Days Off yellowkey (back on 4/8/2026)

    For RENT S5144404 - 4466 INDIGO SKY LN, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2015
    Community: North Point Ph 1C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34744

    $8006 Days on yellowkey   MLS ID: S5145817

    For RENT S5145817 - KISSIMMEE, FL 34744 1 photos

    Bed: 0   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2016
    Community: Kindred Ph 1A & 1B
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4 (change assumption)
    Mortgage ($4)


    Taxes:

    Elementary School: Neptune Elementary

    High School: Osceola High School

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 2749 CALLAWAY LN, KISSIMMEE, FL 34744

    $2,7509 Days on yellowkey   MLS ID: S5147038

    0 Days Off yellowkey (back on 4/8/2026)

    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)


  • KISSIMMEE, FL 34744

    $1,98948 Days on yellowkey   MLS ID: TB8479716

    0 Days Off yellowkey (back on 4/8/2026)

    REDUCED by $30 (1.5%) on 03/31/2026

    For RENT TB8479716 - KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1124
       Built: 1982
    Community: Mill Run Unit 3
    Single Family


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


    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.