134

Windermere, FL Homes for Rent under $2,500

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  • /91

    Starting at $1,659 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
  • /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
  • /51

    Starting at $1,479 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 $1,927

    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
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    Starting at $1,810

    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
  • /43

    Starting at $1,745 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
  • /35

    Starting at $1,723 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
  • /15

    $2,475 Per Month

    • 4 Beds
    • 3 Baths
    • 1,736 Sq Ft
    • Condo for Rent

    12060 Via Caselli Ln, Windermere, FL 34786

    This well-maintained townhouse at 12060 Via Caselli Ln offers 1736 square feet of modern suburban living with four bedrooms and three bathrooms. Its light blue exterior with white trim and a covered porch create an inviting curb appeal, perfectly situated on a street corner for added privacy. Inside, neutral tones and contemporary finishes define the open living spaces, highlighted by tile

    12060 Via Caselli Ln, Windermere, FL 34786
  • /6

    $1,475 Per Month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Unit ADU

    13841 Ancilla Blvd, Windermere, FL 34786

    This property is available. Please inquire on this site to schedule a showing. Discover a charming ADU located at 13841 Ancilla Blvd, Windermere, FL 34786. This delightful property offers a seamless blend of comfort and functionality, perfect for those seeking a cozy and convenient living space. The exterior features a well-maintained facade with a spacious garage, ensuring ample parking

    Unit ADU

    13841 Ancilla Blvd, Windermere, FL 34786
  • /20

    $2,450

    Total Monthly Price

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

    11565 Mizzon Dr, Windermere, FL 34786

    Upscale condo in Windermere. Third floor unit but elevator is available. Freshly painted, new carpets in bedrooms and wood floors in main living area. Screened patio. Split bedrooms. Community pool and fitness and walking distance to restaurants and shops

    11565 Mizzon Dr, Windermere, FL 34786
  • /18

    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    7516 Bentonshire Ave, Windermere, FL 34786

    Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly desirable Wickham Park community. Designed with both comfort and style in mind, the first floor features a spacious living area and an open-concept kitchen and dining space complete with granite countertops, upgraded flooring, and abundant natural light. Large windows overlook the private rear patio,

    Bekah Burke BELLA TRAE REALTY

    7516 Bentonshire Ave, Windermere, FL 34786
  • /15

    $2,100 Per Month

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

    8256 Maritime Flag St, Windermere, FL 34786

    3 Bedroom 2 Bath First Floor Condo in the gated community of Lakeside at Windermere. Large open Floor plan with Dinning Room, Family Room and Kitchen. Screened in patio. Master Bedroom has attached Bathroom with double vanity, large soaking tub and walk in closet. Club House with Fitness Center, 2 Pools, Sand Volleyball Court and outdoor BBQ areas. 2 Additional Bedrooms with large closets share a

    8256 Maritime Flag St, 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

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 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
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    $1,300 Per Month

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

    12645 Salomon Cove Dr, Windermere, FL 34786

    1/1 guest house above the garage for rent, included HOA, lawn care, shared internet, garage is not included, one parking spot. Close to shopping center and Disney parks. requirement, income 3X of rent, good credit. NO PETS.

    12645 Salomon Cove Dr, Windermere, FL 34786
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    $1,550 Per Month

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

    8623 Via Trieste Dr, Windermere, FL 34786

    Available for move-in August 1st! 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!

    Morgan Horsley THE REAL ESTATE COLLECTION LLC

    8623 Via Trieste Dr, Windermere, FL 34786
  • /2

    $2,095 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • 8264-1429 Maritime Flag st. Condo

    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
  • /27

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Townhouse for Rent

    12937 Emersondale Ave, Windermere, FL 34786

    A beautiful 3-bedroom, 2.5-bathroom townhouse located in an open community in Windermere, featuring a spacious 2-car garage. It is situated in close proximity to theme parks, as well as excellent schools and daycare centers. This home enjoys exceptional access to community amenities, as it is located on the very same street as the community pool and other outdoor recreational areas. Within the

    Jesus Flores REEURBAN REAL ESTATE SERVICES

    12937 Emersondale Ave, Windermere, FL 34786
  • /13

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,428 Sq Ft
    • Townhouse for Rent

    12982 Kegan St, Windermere, FL 34786

    TOWNHOUSE - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades!! Hardwood floors!! MUST SEE!!

    Arnold Austria A+ HOME RENTALS LLC

    12982 Kegan St, Windermere, FL 34786
  • /17

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    7708 Fordson Ln, Windermere, FL 34786

    Available for July move-in! Contemporary-styled two story townhome with 3 bedrooms, 2 1/2 baths with living/dining room combo into the eat-in island kitchen featuring 42 inch cabinets and large pantry. French dooes in the kitchen lead to private fenced brick-paved courtyard. All bedrooms are located on the second floor. Master bedroom contains walk-in closet, dual sinks, and large shower.

    Kyle Li UNIONE REALTY INC

    7708 Fordson Ln, Windermere, FL 34786
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    $2,500 Per Month

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

    7609 Sutherton Ln, Windermere, FL 34786

    Fully Renovated Corner Unit Townhome for Rent in Wickham Park – Windermere Beautiful 3-bedroom, 2.5-bath corner unit townhome, offering extra privacy, more natural light, and an enhanced sense of space, located in the desirable Wickham Park community in Windermere. This home features granite countertops, solid wood cabinets, stainless steel appliances news and a spacious open-concept living and

    Vivian Azuaje 1 ELEVEN REALTY

    7609 Sutherton Ln, Windermere, FL 34786
  • /27

    $1,350 Per Month

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

    14252 Confetti Dr, Windermere, FL 34786

    MOVE IN NOW-Water & electricity included 1x1 above garage apartment!! Full kitchen & bathroom!! Washer & dryer! Separate entrance in back! 1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom. Washer &

    Joanne Bracero HOMEVEST REALTY

    14252 Confetti Dr, Windermere, FL 34786

Rental Home Trends

Number of Homes for Rent
23
Median Rent
$2,900
Median Single Family Home Rent
$3,500
Median Townhouse Rent
$2,550
Median Condo Rent
$2,125
How to Rent a Home