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Kissimmee Single Family Homes For Rent - 410 homes

Kissimmee Single Family Home Rentals are located in Osceola County, Florida. Find Single Family Homes in Kissimmee for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Kissimmee single family houses.

Location: Kissimmee

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  • 943 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $2,150Listed 04/21/2026 12:50PM   MLS ID: S5148322

    For RENT S5148322 - 943 DERBYSHIRE DR, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2022
    Community: Poinciana Village 2 Nbhd 1
    Single Family


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


    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


  • 3211 TURRET DR, KISSIMMEE, FL 34743

    $3,00013 Days on yellowkey   MLS ID: O6397549

    For RENT O6397549 - 3211 TURRET DR, KISSIMMEE, FL 34743 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2307
       Built: 2016
    Community: Saratoga Park Ph 4B
    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


  • 2381 RAPOLLO DR, KISSIMMEE, FL 34741

    $2,9503 Days on yellowkey   MLS ID: S5148081

    0 Days Off yellowkey (back on 4/21/2026)

    For RENT S5148081 - 2381 RAPOLLO DR, KISSIMMEE, FL 34741 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2391
       Built: 2018
    Community: Tapestry Ph 4
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $4,000Listed 04/21/2026 11:17AM   MLS ID: O6401020

    For RENT O6401020 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $22 (change assumption)
    Mortgage ($22)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4450 NIRVANA PKWY, KISSIMMEE, FL 34746

    $2,950Listed 04/21/2026 11:56AM   MLS ID: S5148226

    For RENT S5148226 - 4450 NIRVANA PKWY, KISSIMMEE, FL 34746 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2165
       Built: 2010
    Community: Veranda Palms Ph 1B
    Single Family


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


    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


  • 2560 BEAR CREEK CT, KISSIMMEE, FL 34747

    $2,125322 Days on yellowkey   MLS ID: TB8392992

    For RENT TB8392992 - 2560 BEAR CREEK CT, KISSIMMEE, FL 34747 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1546
       Built: 1999
    Community: Indian Creek Ph 01
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year:

    Middle School: Celebration K-8


  • 2237 CYPRESS LAKE PL, KISSIMMEE, FL 34758

    $2,50010 Days on yellowkey   MLS ID: S5147565

    For RENT S5147565 - 2237 CYPRESS LAKE PL, KISSIMMEE, FL 34758 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 2015
    Community: Waterview Ph 2A
    Single Family


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


    Taxes:

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 2740 SWOOP CIR, KISSIMMEE, FL 34741

    $3,25046 Days on yellowkey   MLS ID: O6388461

    REDUCED by $50 (1.5%) on 04/21/2026

    For RENT O6388461 - 2740 SWOOP CIR, KISSIMMEE, FL 34741 15 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3434
       Built: 2007
    Community: Avilla
    Single Family


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


    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


  • 602 MESILLA DR, KISSIMMEE, FL 34758

    $1,6001 Day on yellowkey   MLS ID: O6400654

    For RENT O6400654 - 602 MESILLA DR, KISSIMMEE, FL 34758 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1987
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3810 OAKVILLE AVE, KISSIMMEE, FL 34741

    $3,700Listed 04/20/2026 5:24PM   MLS ID: S5148159

    For RENT S5148159 - 3810 OAKVILLE AVE, KISSIMMEE, FL 34741 25 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2018
    Community: Sonoma Resort At Tapestry Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    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


  • 2310 PALM TREE DR, KISSIMMEE, FL 34759

    $2,3005 Days on yellowkey   MLS ID: O6400003

    For RENT O6400003 - 2310 PALM TREE DR, KISSIMMEE, FL 34759 66 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1539
       Built: 2007

    Spa: No

    Single Family


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


    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


  • 27 W COUNTRY COVE WAY, KISSIMMEE, FL 34743

    $1,89949 Days on yellowkey   MLS ID: O6387452

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

    For RENT O6387452 - 27 W COUNTRY COVE WAY, KISSIMMEE, FL 34743 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 1983
    Community: Country Cove Villas
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34759

    $1,8397 Days on yellowkey   MLS ID: TB8497736

    REDUCED by $20 (1.1%) on 04/20/2026

    For RENT TB8497736 - KISSIMMEE, FL 34759 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2005
    Community: Poinciana Village 5 Nbhd 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Rent?

Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for rent in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 Kissimmee single family home 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.