Windermere, FL Homes for Rent

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  $2,775 per month

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft
  • Townhouse for Rent

  13705 Summerport Village Pkwy, Windermere, FL 34786

  Adorable, corner unit townhome located in the desirable Summerport community. This home includes a downstairs primary bedroom, oversized loft, upgraded cabinets, spacious rooms, carpet, ceramic tile and laminate throughout, as well as a fenced-in court yard. The community amenities include pool, fitness center, walking paths, tennis courts, basketball court, community dock and clubhouse.

  Angela Magac THE PROPERTY STOP LLC

  13705 Summerport Village Pkwy, Windermere, FL 34786
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  $8,995 per month

  • 4 Beds
  • 3.5 Baths
  • 3,751 Sq Ft
  • House for Rent

  6533 Cartmel Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. AUTHENTIC MEDITERRANEAN ELEGANCE IN WINDERMERE! This beautiful 4 bedroom/3.5 bath single story pool home has everything a discerning tenant is looking for in a rental residence. Drive through the fountained 24-hour guard gated front entrance of Reserve at Lake Butler Sound and take notice of the winding tree lined street that leads you to the

  Mary Currie BHHS FLORIDA REALTY

  6533 Cartmel Ln, Windermere, FL 34786
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  $6,750 per month

  • 5 Beds
  • 4 Baths
  • 3,502 Sq Ft
  • House for Rent

  311 E 8th Ave, Windermere, FL 34786

  Price Reduced! Lakefront Living in the Heart of Windermere Don't miss this rare opportunity to lease a beautifully renovated lakefront home on the pristine shores of Lake Bessie—now available at a newly reduced price!Perfectly positioned in the highly sought-after Town of Windermere, this exceptional retreat offers unbeatable views, unmatched privacy, and modern luxury in one of Central Florida’s

  Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

  311 E 8th Ave, Windermere, FL 34786
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  $3,600 per month

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • House for Rent

  1243 Dingens Ave, Windermere, FL 34786

  WONDERFUL WELCOME HOME IN WINDERMERE. READY TO MOVE IN. TOP RATED SCHOOLS IN A FAMILY COMMUNITY, NEAR DISNEY, DINING AND ENTERTAINMENT, MAY BE RENTED FULL FURNISHED, FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING,so bring your boat, camper, or build the Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION,

  Peter Useche REALMULTIPROPERTY LLC

  1243 Dingens Ave, Windermere, FL 34786
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  $3,199 per month

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  13426 Chariho Ln, Windermere, FL 34786

  Welcome to this beautifully maintained 4-bedroom, 3-bath home with a loft and office located in a highly sought-after gated community in Windermere. This spacious residence offers a fresh, move-in-ready feel with fairly new carpeting throughout the stairs and second floor. The thoughtfully designed floor plan features a first-floor master suite, providing privacy and convenience, along with a

  Courtney James LA ROSA REALTY ORLANDO LLC

  13426 Chariho Ln, Windermere, FL 34786
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  $12,500 per month

  • 4 Beds
  • 4.5 Baths
  • 4,013 Sq Ft
  • House for Rent

  6036 Greatwater Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to Keene’s Pointe! Discover the charm of this custom-built home located on the 17th Fairway of the renown Jack Nicklaus Signature Golf Course and across from the lakefront mansions that line this quiet cul-de- sac on Greatwater Drive. This 4BR/4Full Bath/1 Half Bath golf course home exudes warmth from the gorgeous hardwood floors and

  Angela Durruthy KEENE'S POINTE REALTY

  6036 Greatwater Dr, Windermere, FL 34786
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  $4,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft
  • House for Rent

  12025 Lake Butler Blvd, Windermere, FL 34786

  Welcome to your 4-bedroom, 3-bathroom, three car garage sanctuary! As you open your beautiful door, expect to be wowed at your perfect masterpiece. You are greeted by your huge family room leading into the living room with a wood burning fireplace. Your living room boasts lighting through your rear doors leading to your gorgeous, screen enclosed patio. This home has a layout picture-perfect for

  Camille Simon MCO REALTY

  12025 Lake Butler Blvd, Windermere, FL 34786
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  $3,999 per month

  • 4 Beds
  • 3 Baths
  • 3,114 Sq Ft
  • House for Rent

  13461 Zori Ln, Windermere, FL 34786

  THIS HOME JUST GOT A NEW FACE LIFT INSIDE. NEW PAINT,COUNTERTOP, LIGHTER FLOORING, CARPET IN THE THEATER ROOM AND MORE.This stunning 4-bedroom, 3-bathroom home for rent is located in the desirable Windermere community, just minutes away from the newly built Windermere High School. With a spacious and elegant floor plan, this home offers a luxurious living experience. The downstairs features a

  Courtney James LA ROSA REALTY ORLANDO LLC

  13461 Zori Ln, Windermere, FL 34786
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  $2,640 per month

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft
  • Townhouse for Rent

  7346 Brightland St, Windermere, FL 34786

  BEAUTIFUL TOWNHOME with A rated schools! Features 3 bedrooms,2.5 bathrooms & 2 car garage. Beautiful kitchen including granite counter tops in kitchen. This home is superior featuring a private backyard. Community includes playground and tennis court, community pool, picnic area, jogging trails, playground, boardwalk and dock. Excellent location, few minutes of downtown Disney, Theme Parks, and

  Denis Turcan REALTY HUB

  7346 Brightland St, Windermere, FL 34786
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  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  11446 Jasper Kay Terrace Unit 105, Windermere, FL 34786

  Welcome to your home located at Lakeside at Lakes of Windermere. This is a fabulous condominium community offering the ultimate in resort style living with concrete block construction, elevators in every building, 4,500 sq. ft. Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, bbq area & cozy outdoor fireplace! The condo features

  Any Alves WRA BUSINESS & REAL ESTATE

  11446 Jasper Kay Terrace Unit 105, Windermere, FL 34786
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  $5,300 per month

  • 4 Beds
  • 3 Baths
  • 2,984 Sq Ft
  • House for Rent

  5944 Caymus Loop, Windermere, FL 34786

  Keenes Pointe, 24-hour gated/attended community built around The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming (membership required), and tucked adjacent to the Butler Chain of Lakes. This well-maintained property is ready for immediate occupancy. Features formal living and dining, private office, kitchen/family room,

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  5944 Caymus Loop, Windermere, FL 34786
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  $6,450 per month

  • 4 Beds
  • 3 Baths
  • 3,190 Sq Ft
  • House for Rent

  307 W 4th Ave, Windermere, FL 34786

  Executive rental pool home located in the charming town of Windermere! The location is just two block from Main st and all that downtown Windermere has to offer! This single-story, 4-bedroom (2 primary bedrooms), 3-bathroom home, sits on an oversized corner lot in the shade of majestic oak trees. Enjoy a gourmet kitchen featuring stainless steel appliances, two brand new refrigerators, a

  Katie Bray MAINFRAME REAL ESTATE

  307 W 4th Ave, Windermere, FL 34786
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  $13,500 per month

  • 3 Beds
  • 3 Baths
  • 3,247 Sq Ft
  • House for Rent

  9742 Green Island Cove, Windermere, FL 34786

  Nestled along the shores of beautiful Lake Louise within the gates of Isleworth Golf & Country Club, this charming golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts more than 3,000 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. Elegant hardwood floors travel throughout the single-story floor

  Monica Lochmandy ISLEWORTH REALTY LLC

  9742 Green Island Cove, Windermere, FL 34786
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  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft
  • House for Rent

  3278 Downs Cove Rd, Windermere, FL 34786

  Welcome to your waterfront paradise on the beautiful Windermere Chain of Lakes! This 3 Bed, 2 Bath, 1,351 htd. sqft lake home sits on a 0.29-acre lot overlooking Lake Down, one of 13 lakes on the Butler Chain of Lakes. As you enter the front door you are greeted by an open floorplan, panoramic views, split bedroom layout, renovated kitchen and baths, ceramic wood-look tiling and adorning wood

  John Goggin STOCKWORTH REALTY GROUP

  3278 Downs Cove Rd, Windermere, FL 34786
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  $4,000 per month

  • 5 Beds
  • 4 Baths
  • 3,406 Sq Ft
  • House for Rent

  7552 Lake Albert Dr, Windermere, FL 34786

  More pics to come; will be updated tomorrow. Available JULY 15, 2025!Schedule a showing this awesome 5 bedroom 4 full bath house with a 3 car garage!The home is built by K Hovnanian in Lake Burden of Windermere. The home features a formal Dining Room, Family Room with two story high ceilings plus a kitchen with granite countertops, Island with breakfast bar and upgraded 42" cabinets.

  Jennifer Linton METRO CITY REALTY

  7552 Lake Albert Dr, Windermere, FL 34786

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