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 - 44 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:
  • 8278 PROCIDA ISLE LN, WINDERMERE, FL 34786

    $5,50033 Days on yellowkey   MLS ID: O6403366

    For RENT O6403366 - 8278 PROCIDA ISLE LN, WINDERMERE, FL 34786 90 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4176
       Built: 2019
    Community: Windermere Isle-Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13231 OVERSTREET RD, WINDERMERE, FL 34786

    $2,85073 Days on yellowkey   MLS ID: O6392297

    For RENT O6392297 - 13231 OVERSTREET RD, WINDERMERE, FL 34786 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2013
    Community: Windermere Terrace
    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


  • 11917 CAMDEN PARK DR, WINDERMERE, FL 34786

    $5,50029 Days on yellowkey   MLS ID: O6403295

    0 Days Off yellowkey (back on 5/18/2026)

    For RENT O6403295 - 11917 CAMDEN PARK DR, WINDERMERE, FL 34786 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3030
       Built: 2006
    Community: Keenes Pointe
    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 5243 W LAKE BUTLER RD, WINDERMERE, FL 34786

    $8,999194 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


  • 307 W 4TH AVE, WINDERMERE, FL 34786

    $5,475489 Days on yellowkey   MLS ID: O6275058

    0 Days Off yellowkey (back on 5/18/2026)

    For RENT O6275058 - 307 W 4TH AVE, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3190
       Built: 1968
    Community: Windermere Town
    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 325 MAGNOLIA ST, WINDERMERE, FL 34786

    $9,50019 Days on yellowkey   MLS ID: O6407418

    For RENT O6407418 - 325 MAGNOLIA ST, WINDERMERE, FL 34786 25 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3975
       Built: 1954
    Community: Windermere Town
    Spa: No

    Single Family


    Estimated Monthly Payment: $52 (change assumption)
    Mortgage ($52)


    Taxes:

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year:

    Middle School: Gotha Middle


  • 13544 RIGGS WAY, WINDERMERE, FL 34786

    $3,90025 Days on yellowkey   MLS ID: O6404050

    For RENT O6404050 - 13544 RIGGS WAY, WINDERMERE, FL 34786 58 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2696
       Built: 2007
    Community: Enclave/Berkshire Park B G H I
    Single Family


    Estimated Monthly Payment: $21 (change assumption)
    Mortgage ($21)


    Taxes:

    Elementary School: Sunrise Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Horizon West Middle School


  • 11051 CONISTON WAY, WINDERMERE, FL 34786

    $13,00073 Days on yellowkey   MLS ID: O6392514

    REDUCED by $500 (3.7%) on 05/11/2026

    For RENT O6392514 - 11051 CONISTON WAY, WINDERMERE, FL 34786 10 photos

    Bed: 5   Bath: 5.5   Gar: 2
    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


  • 12706 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786

    $3,27538 Days on yellowkey   MLS ID: O6402155

    0 Days Off yellowkey (back on 5/11/2026)

    For RENT O6402155 - 12706 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2665
       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


  • 3999 ISABELLA CIR, WINDERMERE, FL 34786

    $15,950346 Days on yellowkey   MLS ID: O6320216

    For RENT O6320216 - 3999 ISABELLA CIR, WINDERMERE, FL 34786 42 photos

    Bed: 6   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 6881
       Built: 2018
    Community: Casabella Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $87 (change assumption)
    Mortgage ($87)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 8363 BOWDEN WAY, WINDERMERE, FL 34786

    $6,50035 Days on yellowkey   MLS ID: O6402777

    0 Days Off yellowkey (back on 5/6/2026)

    For RENT O6402777 - 8363 BOWDEN WAY, WINDERMERE, FL 34786 91 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2666
       Built: 1999
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $36 (change assumption)
    Mortgage ($36)


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 7401 ELLA LN, WINDERMERE, FL 34786

    $3,70034 Days on yellowkey   MLS ID: O6402770

    For RENT O6402770 - 7401 ELLA LN, WINDERMERE, FL 34786 29 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 2015
    Community: Windermere Sound Ph 2
    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


  • 1243 DINGENS AVE, WINDERMERE, FL 34786

    $3,000412 Days on yellowkey   MLS ID: O6300024

    REDUCED by $1,000 (25.0%) on 05/02/2026

    For RENT O6300024 - 1243 DINGENS AVE, WINDERMERE, FL 34786 16 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1928
       Built: 1969
    Community: Gotha Town
    Single Family


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


    Taxes:

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year:

    Middle School: Gotha Middle


  • 12030 SILVERLAKE PARK DR, WINDERMERE, FL 34786

    $2,85036 Days on yellowkey   MLS ID: S5148671

    For RENT S5148671 - 12030 SILVERLAKE PARK DR, WINDERMERE, FL 34786 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2014

    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


  • 2844 MIDSUMMER DR, WINDERMERE, FL 34786

    $7,500144 Days on yellowkey   MLS ID: O6371115

    For RENT O6371115 - 2844 MIDSUMMER DR, WINDERMERE, FL 34786 12 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3328
       Built: 1979
    Community: Lake Down Shores Rep
    Single Family


    Estimated Monthly Payment: $41 (change assumption)
    Mortgage ($41)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8347 LOOKOUT POINTE DR, WINDERMERE, FL 34786

    $1,400118 Days on yellowkey   MLS ID: O6378814

    0 Days Off yellowkey (back on 5/3/2026)

    For RENT O6378814 - 8347 LOOKOUT POINTE DR, WINDERMERE, FL 34786 12 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 500
       Built: 2016
    Community: Windemere Trls Ph 3B
    Single Family


    Estimated Monthly Payment: $8 (change assumption)
    Mortgage ($8)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8520 GREENBANK BLVD, WINDERMERE, FL 34786

    $3,15054 Days on yellowkey   MLS ID: O6396741

    0 Days Off yellowkey (back on 4/29/2026)

    For RENT O6396741 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1726
       Built: 2004
    Community: Lakes/Windermere-Peachtree
    Single Family


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


    Taxes:

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 3636 LAKE BUYNAK RD, WINDERMERE, FL 34786

    $3,50032 Days on yellowkey   MLS ID: O6403466

    For RENT O6403466 - 3636 LAKE BUYNAK RD, WINDERMERE, FL 34786 32 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1855
       Built: 1977
    Community: Lake Buynak Estates
    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


  • 4326 ISABELLA CIR, WINDERMERE, FL 34786

    $14,00054 Days on yellowkey   MLS ID: O6397512

    REDUCED by $1,500 (9.7%) on 04/24/2026

    For RENT O6397512 - 4326 ISABELLA CIR, WINDERMERE, FL 34786 21 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5507
       Built: 2014
    Community: Casabella
    Single Family


    Estimated Monthly Payment: $77 (change assumption)
    Mortgage ($77)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8414 VIVARO ISLE WAY, WINDERMERE, FL 34786

    $5,25055 Days on yellowkey   MLS ID: O6397114

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

    For RENT O6397114 - 8414 VIVARO ISLE WAY, WINDERMERE, FL 34786 46 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3648
       Built: 2018
    Community: Windermere Isle-Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $29 (change assumption)
    Mortgage ($29)


    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.