75

Windermere, FL Homes for Rent under $2,000

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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
  • /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
  • /25

    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
  • /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
  • /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
  • /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
  • /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
  • /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

Rental Home Trends

Number of Homes for Rent
11
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