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Apartments for Rent in Kissimmee 34744 - 102 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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  • 2241 SOUTHBURY DR, KISSIMMEE, FL 34744

    $2,39560 Days on yellowkey   MLS ID: S5143817

    0 Days Off yellowkey (back on 4/14/2026)

    For RENT S5143817 - 2241 SOUTHBURY DR, KISSIMMEE, FL 34744 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2025

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2825 NICOLE AVE, KISSIMMEE, FL 34744

    $2,00020 Days on yellowkey   MLS ID: S5146507

    REDUCED by $250 (11.1%) on 04/14/2026

    For RENT S5146507 - 2825 NICOLE AVE, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1987
    Community: Greenwood Estates 2
    Half Duplex


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1517 SOUTHBURY DR, KISSIMMEE, FL 34744

    $1,900179 Days on yellowkey   MLS ID: O6353356

    0 Days Off yellowkey (back on 4/14/2026)

    REDUCED by $200 (9.5%) on 04/06/2026

    For RENT O6353356 - 1517 SOUTHBURY DR, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1568
       Built: 2020
    Community: Kindred Ph 2A
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1800 RED CANYON DR, KISSIMMEE, FL 34744

    $2,20012 Days on yellowkey   MLS ID: O6395897

    For RENT O6395897 - 1800 RED CANYON DR, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1569
       Built: 2021
    Community: Kindred Ph 2C & 2D
    Townhouse


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


    Taxes:

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 2085 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $2,700Listed 04/13/2026 10:45PM   MLS ID: S5147768

    For RENT S5147768 - 2085 WALNUT CREEK DR, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Community: Kindred Ph 3B 3C & 3D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1445 SOPHIE WAY, KISSIMMEE, FL 34744

    $2,650Listed 04/14/2026 12:13AM   MLS ID: O6398863

    For RENT O6398863 - 1445 SOPHIE WAY, KISSIMMEE, FL 34744 18 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


  • 1304 DRAKE RIDGE DR, KISSIMMEE, FL 34744

    $2,150Listed 04/13/2026 3:40PM   MLS ID: S5147737

    For RENT S5147737 - 1304 DRAKE RIDGE DR, KISSIMMEE, FL 34744 23 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: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)


  • 1533 QUINTA RD, KISSIMMEE, FL 34744

    $2,4001 Day on yellowkey   MLS ID: S5147722

    For RENT S5147722 - 1533 QUINTA RD, KISSIMMEE, FL 34744 16 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)


  • 3093 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $2,6001 Day on yellowkey   MLS ID: O6397793

    For RENT O6397793 - 3093 SLOUGH CREEK DR, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1520
       Built: 2023
    Community: Creekside At Boggy Creek Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Tohopekaliga High School

    Tax Year:

    Middle School: Narcoossee Middle


  • 1851 RED CANYON DR, KISSIMMEE, FL 34744

    $2,2001 Day on yellowkey   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


  • 2953 MARBELLA DR, KISSIMMEE, FL 34744

    $2,50026 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

    $3,2006 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


  • 1868 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $2,65046 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 35 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


  • 1500 QUINTA RD, KISSIMMEE, FL 34744

    $2,30028 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

    $1,999103 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

    $2,3001 Day on yellowkey   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

    $2,8001 Day on yellowkey   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

    $1,850113 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

    $1,84728 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

    $2,00428 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)




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.