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

Windermere Single Family Homes For Rent - 53 homes

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

Location: Windermere

Sort:
  • 11531 CHARNOCK DR, WINDERMERE, FL 34786

    $3,300Listed 06/20/2026 6:25AM   MLS ID: O6418034

    For RENT O6418034 - 11531 CHARNOCK DR, WINDERMERE, FL 34786 58 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2018
    Community: Westside Village
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 7622 COLBURY AVE, WINDERMERE, FL 34786

    $2,80013 Days on yellowkey   MLS ID: O6412690

    0 Days Off yellowkey (back on 6/20/2026)

    For RENT O6412690 - 7622 COLBURY AVE, WINDERMERE, FL 34786 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2009
    Community: Lake Sawyer South Ph 02
    Single Family


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


    Taxes:

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year:

    Middle School: Bridgewater Middle


  • 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $25,000Listed 06/19/2026 6:45PM   MLS ID: O6418570

    For RENT O6418570 - 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6424
       Built: 1992
    Community: Isleworth
    Spa: No

    Single Family


    Estimated Monthly Payment: $137 (change assumption)
    Mortgage ($137)


    Taxes:

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year:

    Middle School: Chain of Lakes Middle


  • 7454 TATTANT BLVD, WINDERMERE, FL 34786

    $2,6951 Day on yellowkey   MLS ID: S5152220

    For RENT S5152220 - 7454 TATTANT BLVD, WINDERMERE, FL 34786 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2009
    Community: Lake Sawyer South Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $3,5009 Days on yellowkey   MLS ID: O6416043

    0 Days Off yellowkey (back on 6/19/2026)

    For RENT O6416043 - 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2002
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 6119 FOXFIELD CT, WINDERMERE, FL 34786

    $8,50012 Days on yellowkey   MLS ID: O6414743

    For RENT O6414743 - 6119 FOXFIELD CT, WINDERMERE, FL 34786 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3200
       Built: 2001
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $47 (change assumption)
    Mortgage ($47)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 7844 BROFIELD AVE, WINDERMERE, FL 34786

    $3,40012 Days on yellowkey   MLS ID: O6414786

    0 Days Off yellowkey (back on 6/19/2026)

    For RENT O6414786 - 7844 BROFIELD AVE, WINDERMERE, FL 34786 21 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2632
       Built: 2011
    Community: Lake Sawyer South Ph 04
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 7468 FAIRGROVE AVE, WINDERMERE, FL 34786

    $3,0002 Days on yellowkey   MLS ID: O6418047

    For RENT O6418047 - 7468 FAIRGROVE AVE, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2182
       Built: 2016
    Community: Windermere Sound
    Single Family


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


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 11820 WATERSTONE LOOP DR, WINDERMERE, FL 34786

    $6,9902 Days on yellowkey   MLS ID: O6396187

    For RENT O6396187 - 11820 WATERSTONE LOOP DR, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2817
       Built: 2011
    Community: Waterstone
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $38 (change assumption)
    Mortgage ($38)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 12219 JOSHUA TREE TRL, WINDERMERE, FL 34786

    $2,9502 Days on yellowkey   MLS ID: O6412560

    For RENT O6412560 - 12219 JOSHUA TREE TRL, WINDERMERE, FL 34786 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2016
    Community: Windermere Trails
    Single Family


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


    Taxes:

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $15,00076 Days on yellowkey   MLS ID: O6396406

    For RENT O6396406 - 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5273
       Built: 1986
    Community: Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $82 (change assumption)
    Mortgage ($82)


    Taxes:

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year:

    Middle School: Gotha Middle


  • 8625 GREENBANK BLVD, WINDERMERE, FL 34786

    $3,10010 Days on yellowkey   MLS ID: O6413262

    For RENT O6413262 - 8625 GREENBANK BLVD, WINDERMERE, FL 34786 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2190
       Built: 2004
    Community: Lakes Of Windermere Peachtree
    Single Family


    Estimated Monthly Payment: $17 (change assumption)
    Mortgage ($17)


    Taxes:

    Elementary School: Bay Lake Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 13809 AMELIA POND DR, WINDERMERE, FL 34786

    $3,2005 Days on yellowkey   MLS ID: O6410416

    REDUCED by $160 (4.8%) on 06/17/2026

    For RENT O6410416 - 13809 AMELIA POND DR, WINDERMERE, FL 34786 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2804
       Built: 2003
    Community: Creeks Run
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4205 BLUE MAJOR DR, WINDERMERE, FL 34786

    $2,7005 Days on yellowkey   MLS ID: O6417184

    0 Days Off yellowkey (back on 6/17/2026)

    For RENT O6417184 - 4205 BLUE MAJOR DR, WINDERMERE, FL 34786 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1536
       Built: 2014
    Community: Summerport
    Single Family


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 5243 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $8,999213 Days on yellowkey   MLS ID: O6362021

    REDUCED by $1,000 (10.0%) on 05/12/2026

    For RENT O6362021 - 5243 W LAKE BUTLER RD, WINDERMERE, FL 34786 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 3255
       Built: 1996
    Community: Summerport Beach
    Single Family


    Estimated Monthly Payment: $49 (change assumption)
    Mortgage ($49)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 6650 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786

    $3,10017 Days on yellowkey   MLS ID: O6412833

    0 Days Off yellowkey (back on 6/17/2026)

    For RENT O6412833 - 6650 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786 37 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2615
       Built: 2013
    Community: Vinyards/Horizons West Ph 1B
    Single Family


    Estimated Monthly Payment: $17 (change assumption)
    Mortgage ($17)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11051 CONISTON WAY, WINDERMERE, FL 34786

    $13,0004 Days on yellowkey   MLS ID: O6416977

    For RENT O6416977 - 11051 CONISTON WAY, WINDERMERE, FL 34786 58 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5498
       Built: 2005
    Community: Reserve At Lake Butler Sound
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $71 (change assumption)
    Mortgage ($71)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 12936 DROXFORD RD, WINDERMERE, FL 34786

    $3,60030 Days on yellowkey   MLS ID: O6409803

    For RENT O6409803 - 12936 DROXFORD RD, WINDERMERE, FL 34786 27 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2006
    Community: Lakes/Windermere Ph 02A
    Single Family


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


    Taxes:

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 6746 DUNCASTER ST, WINDERMERE, FL 34786

    $3,2005 Days on yellowkey   MLS ID: O6417108

    For RENT O6417108 - 6746 DUNCASTER ST, WINDERMERE, FL 34786 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2830
       Built: 2006
    Community: Lakes Of Windermere Ph 2A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7329 AUBURNWOOD LN, WINDERMERE, FL 34786

    $3,2005 Days on yellowkey   MLS ID: S5151923

    For RENT S5151923 - 7329 AUBURNWOOD LN, WINDERMERE, FL 34786 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2015
    Community: Windermere Sound
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


123


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

Windermere 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 Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere 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 Windermere 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.