REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search


Displaying: For Rent

Location: Kissimmee

Property Type(s): Single Family

Price: $2,000 to $2,499

Kissimmee - 143 properties found

Sort:
  • 182 PINEWOOD CIR, KISSIMMEE, FL 34743

    $2,30020 Days on yellowkey   MLS ID: S5151165

    For RENT S5151165 - 182 PINEWOOD CIR, KISSIMMEE, FL 34743 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1462
       Built: 1988
    Community: Bvl Briarwood Village Tr 3
    Single Family


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


    Taxes:

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year:

    Middle School: Parkway Middle


  • 2670 OAK RUN BLVD, KISSIMMEE, FL 34744

    $2,45021 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


  • KISSIMMEE, FL 34743

    $2,30049 Days on yellowkey   MLS ID: O6405289

    REDUCED by $100 (4.2%) on 06/05/2026

    For RENT O6405289 - KISSIMMEE, FL 34743 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1565
       Built: 1992
    Community: Bridgewater
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1420 SIMMONS RD, KISSIMMEE, FL 34744

    $2,200114 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


  • 807 MASSY CT, KISSIMMEE, FL 34759

    $2,300149 Days on yellowkey   MLS ID: O6376928

    For RENT O6376928 - 807 MASSY CT, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 2002
    Community: Poinciana Village 5 Nbhd 1
    Single Family


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


    Taxes:

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year:

    Middle School: Discovery Intermediate


  • 216 CITRINE LOOP, KISSIMMEE, FL 34758

    $2,48521 Days on yellowkey   MLS ID: S5151216

    For RENT S5151216 - 216 CITRINE LOOP, KISSIMMEE, FL 34758 14 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2023
    Community: Stepping Stone
    Single Family


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


    Taxes:

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year:

    Middle School: Discovery Intermediate


  • 1454 MARY BELLE AVE, KISSIMMEE, FL 34744

    $2,40021 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


  • 5513 PIMENTA CT, KISSIMMEE, FL 34758

    $2,40021 Days on yellowkey   MLS ID: S5150930

    For RENT S5150930 - 5513 PIMENTA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2026
    Community: Westview Pod B Nbrhd 4
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4406 HIDDEN MEADOW DR, KISSIMMEE, FL 34746

    $2,25051 Days on yellowkey   MLS ID: S5149168

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

    For RENT S5149168 - 4406 HIDDEN MEADOW DR, KISSIMMEE, FL 34746 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1540
       Built: 2004
    Community: Cypress Shadows Unit 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1736 FULFILLMENT DR, KISSIMMEE, FL 34744

    $2,200104 Days on yellowkey   MLS ID: S5145718

    0 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $50 (2.2%) on 05/29/2026

    For RENT S5145718 - 1736 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2021

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4814 YELLOW ELDER WAY, KISSIMMEE, FL 34758

    $2,30022 Days on yellowkey   MLS ID: O6412501

    For RENT O6412501 - 4814 YELLOW ELDER WAY, KISSIMMEE, FL 34758 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2174
       Built: 2025
    Community: Westview
    Single Family


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


    Taxes:

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year:

    Middle School: Discovery Intermediate


  • 5212 JASMINE TRACE LN, KISSIMMEE, FL 34758

    $2,400167 Days on yellowkey   MLS ID: O6372389

    For RENT O6372389 - 5212 JASMINE TRACE LN, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1752
       Built: 1999
    Community: Jasmine Pointe At Crescent Lakes
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2906 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $2,19523 Days on yellowkey   MLS ID: O6412803

    For RENT O6412803 - 2906 SWEETSPIRE CIR, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2006
    Community: Brighton Lakes Ph2 Prcl J
    Single Family


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


    Taxes:

    Elementary School: Pleasant Hill Elem

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 1582 LOXLEY TRL, KISSIMMEE, FL 34746

    $2,40032 Days on yellowkey   MLS ID: S5150457

    0 Days Off yellowkey (back on 5/31/2026)

    For RENT S5150457 - 1582 LOXLEY TRL, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Community: Knightsbridge Ph 2
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year:

    Middle School: Horizon Middle


  • 1944 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $2,47525 Days on yellowkey   MLS ID: S5150916

    For RENT S5150916 - 1944 TOHOQUA BLVD, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2024
    Community: Tohoqua Ph 7
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5040 BEAUCLAIR ST, KISSIMMEE, FL 34758

    $2,30082 Days on yellowkey   MLS ID: S5146968

    0 Days Off yellowkey (back on 5/30/2026)

    For RENT S5146968 - 5040 BEAUCLAIR ST, KISSIMMEE, FL 34758 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 2017
    Community: Waterview Ph 2B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4029 MARINA ISLE DR, KISSIMMEE, FL 34746

    $2,41093 Days on yellowkey   MLS ID: S5146364

    For RENT S5146364 - 4029 MARINA ISLE DR, KISSIMMEE, FL 34746 9 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1490
       Built: 2012
    Community: Isles Of Bellalago Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4855 KINGSTON CIR, KISSIMMEE, FL 34746

    $2,400119 Days on yellowkey   MLS ID: S5144474

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $200 (7.7%) on 04/02/2026

    For RENT S5144474 - 4855 KINGSTON CIR, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1502
       Built: 1990
    Community: Montego Bay
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2729 AMANDA KAY WAY, KISSIMMEE, FL 34744

    $2,20034 Days on yellowkey   MLS ID: S5150383

    For RENT S5150383 - 2729 AMANDA KAY WAY, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1866
       Built: 2004
    Community: Eagles Landing
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2421 ASHECROFT DR, KISSIMMEE, FL 34744

    $2,47027 Days on yellowkey   MLS ID: O6410269

    For RENT O6410269 - 2421 ASHECROFT DR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1803
       Built: 2002
    Community: Remington Ph 2
    Single Family


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


    Taxes:

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year:

    Middle School: Neptune Middle (6-8)






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.