141

Windermere, FL Homes for Rent under $2,500

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  • /91

    Starting at $1,542 Per Month

    • 1 - 3 Beds

    13644 Tortona Ln, Windermere, FL 34786

    Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

    Addison At Windermere

    13644 Tortona Ln, Windermere, FL 34786
  • /51

    Starting at $1,419 Per Month

    • 1 - 3 Beds

    11353 Citra Cir, Windermere, FL 34786

    Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay

    Citra at Windermere

    11353 Citra Cir, Windermere, FL 34786
  • /117

    Starting at $1,836

    Total Monthly Price

    • 1 - 3 Beds

    6506 San Francesco Way, Windermere, FL 34786

    A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication you'll find awe-inspiring day and night.

    Venetian Isle

    6506 San Francesco Way, Windermere, FL 34786
  • /87

    Starting at $1,945 Per Month

    • 1 - 2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Discover refined active adult living at Arya at Windermere, a premier 55+ community offering luxury and vibrancy of Windermere. Our spacious one- and two-bedroom residences feature impressive finishes and thoughtful designs that elevate everyday living. Residents enjoy resort-style amenities including a massage room, steam room, and a host of social and wellness opportunities in a pet-friendly

    Arya at Windermere

    1231 Arya Way, Ocoee, FL 34761
  • /43

    Starting at $1,475 Per Month

    • 1 - 3 Beds

    7826 Crosswater Trail, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

    MAA Crosswater

    7826 Crosswater Trail, Windermere, FL 34786
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    Starting at $1,653

    Total Monthly Price

    • 1 - 3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
  • /35

    Starting at $1,763 Per Month

    • 1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    MAA Windermere

    11598 Lachlan Ln, Windermere, FL 34786
  • /10

    $2,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Condo for Rent

    11565 Mizzon Dr Unit 308, Windermere, FL 34786

    Available now! Beautiful sought after Condo in Windermere (Lakeside at Lakes of Windermere) minutes from Disney, shopping, great restaurants and excellent schools.Unit has been freshly painted, new carpets in bedroom and wood floors in main area. Screened porch. Split bedrooms and good size closets. Fantastic amenities with swimming pool and fitness. Washer & Dryer included. Schedule a

    Lidya Gongage SPRING REALTY ORLANDO

    11565 Mizzon Dr Unit 308, Windermere, FL 34786
  • /11

    $1,550 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    14222 Sonco Ave, Windermere, FL 34786

    Minimum Deposit $1550. Monthly Rent $1550! Available September 10th!Contact Polina at or at to schedule an appointment to view the apartment! *Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been establishedDiscover this charming garage apartment in desirable Windermere! ? Featuring stylish finishes

    14222 Sonco Ave, Windermere, FL 34786
  • /11

    $1,550 Per Month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    14222 Sonco Ave, Windermere, FL 34786

    Discover this charmings Garage apartment in desirable Windermere! Featuring stylish finishes and thoughtful touches throughout, this inviting space offers the perfect combination of comfort, privacy, and convenience. Enjoy a well-designed layout with a warm, modern feel that makes it easy to call home. Ideally located near shopping, dining, entertainment, and everyday essentials, with convenient

    Justin V LaManna HOMEVEST REALTY

    14222 Sonco Ave, Windermere, FL 34786
  • /19

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • House for Rent

    8623 Via Trieste Dr, Windermere, FL 34786

    Available NOW! Garage apartment located in Windermere. Kitchen features granite counters, stainless appliances, walk-in closet, washer and dryer. Utilities included! Access to community pool. Schedule a private showing today!

    8623 Via Trieste Dr, Windermere, FL 34786
  • /21

    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to 7365 Brightland Street, a stunning 2-bedroom, 2.5-bathroom end-unit townhome nestled in the highly sought-after Lake Burden Townhome Community in Windermere, FL 34786. Offering 1,308 square feet of pristine living space, this home blends upscale comfort with effortless indoor-outdoor living, just moments from top-tier shopping and world-famous attractions. The second floor features two

    Nedy Trent LPT REALTY, LLC

    Unlisted Address
  • /10

    $2,095 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • House for Rent

    8264 Maritime Flag St, Windermere, FL 34786

    CONDO - Newly renovated. 2 bed/2 bath, NEW Floors, New carpet in bedrooms, New paint throughout. Beautiful balcony, Elevator to 3rd floor. Nice Community amenities.

    8264 Maritime Flag St, Windermere, FL 34786
  • /31

    $2,350 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,184 Sq Ft
    • Townhouse for Rent

    8524 Danforth Dr, Windermere, FL 34786

    Welcome to Lake Reams Townhomes at Lakes of Windermere. This picturesque community is on the back door of Disney and offers beautiful tree lined streets and sidewalks throughout with a Jr. sized Olympic Swimming Pool and Cabana area. Conveniently located close to great shopping and dining, just around the corner at Lakeside Village. Superior schools in a very desirable location. This 2bed/2.5bath

    Connie Culbertson FIRST INTERNATIONAL REAL ESTAT

    8524 Danforth Dr, Windermere, FL 34786
  • /12

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft
    • Townhouse for Rent

    7642 Fairgrove Ave, Windermere, FL 34786

    You'll love this impeccable and gorgeous townhouse. This 3-bedroom, 2.5-bathroom townhouse offers a spacious family and dining room combo, spectacular kitchen, 2-car garage and a cozy patio perfect for family gatherings. Enjoy a sleek upgraded kitchen including granite counter tops and stainless steel appliances. Upstairs you will find a large master suite, walk-in closets, and two

    7642 Fairgrove Ave, Windermere, FL 34786
  • /24

    $2,490 Per Month

    • 3 Beds
    • 3 Baths
    • 1,343 Sq Ft
    • Townhouse for Rent

    6486 Merrick Landing Blvd, Windermere, FL 34786

    This spacious 3-bedroom, 3-bathroom townhome in Merrick Landing features two primary suites—one upstairs and one downstairs—a two-car garage, and a cute private patio perfect for enjoying your morning coffee or relaxing outdoors. The open-concept floor plan also offers a spacious living and dining area, a well-appointed kitchen with ample cabinet and counter space, generously sized bedrooms, and

    David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

    6486 Merrick Landing Blvd, Windermere, FL 34786
  • /6

    $1,349 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    8552 Powder Ridge Trail, Windermere, FL 34786

    Private 1 bedroom/1bathroom guest house above the garage with its own private entrance. The unit includes an in-unit washer and dryer for your convenience. Located just minutes from Disney Parks, shopping centers, and major highways. Residents also have access to the community pool, parks and walking trails. Requirement good income and good credit, no pets.

    8552 Powder Ridge Trail, Windermere, FL 34786
  • /18

    $2,300 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • Townhouse for Rent

    12740 Langstaff Dr, Windermere, FL 34786

    This is a Coming Soon listing. Unit will not be available to tour until August 11th. Lakes of Windermere! Very well maintained 2 bed / 2.5 bath Townhome conveniently located in the highly desired Lakes of Windermere subdivision only minutes from Disney, shopping, & major roadways. Features include tile floors throughout the downstairs living, fully equipped kitchen with solid wood cabinets &

    Wanda Quill FOLIO REALTY LLC

    12740 Langstaff Dr, Windermere, FL 34786
  • /24

    $2,450 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,545 Sq Ft
    • Townhouse for Rent

    12230 Langstaff Dr, Windermere, FL 34786

    Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering the perfect blend of comfort, style, and convenience. Step inside to find gorgeous hardwood floors and an open living space saturated with natural sunlight that flows into a kitchen featuring granite countertops, stainless steel appliances, and plenty of room for cooking and entertaining. The spacious primary suite

    Linda Mieczkowski COLDWELL BANKER REALTY

    12230 Langstaff Dr, Windermere, FL 34786
  • /37

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • Condo for Rent

    8156 Boat Hook Loop Unit 109, Windermere, FL 34786

    Welcome to this spacious 2-bedroom, 2-bathroom first-floor condo in the highly desirable Lakeside at Lakes of Windermere community! Designed with comfort and privacy in mind, this split floor plan offers two oversized primary suites, each with its own full bathroom—perfect for roommates, guests, or a home office setup.Inside, you'll find a well-appointed kitchen featuring stainless steel

    Hector Leon LPT REALTY, LLC

    8156 Boat Hook Loop Unit 109, Windermere, FL 34786

Rental Home Trends

Number of Homes for Rent
20
Median Rent
$5,995
Median Single Family Home Rent
$5,000
Median Townhouse Rent
$2,575
Median Condo Rent
$2,100
How to Rent a Home