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Homes for Rent near Windermere Elementary School

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  • /24

    $15,000 per month

    • 5 Beds
    • 6.5 Baths
    • 5,104 Sq Ft
    • House for Rent

    4302 Isabella Cir, Windermere, FL 34786

    WELCOME HOME TO CASABELLA. A LUXURIOUS WINDERMERE FLORIDA, GATED COMMUNITY, SOLAR HOME.Nestled on CLOSE TO AN ACRE lot, this home features 5BR/6.5Bath’s, and offers a feast for the senses with Spanish style architecture. Enjoy plush landscaping, gorgeous hardwood floors, soaring ceilings, and an expansive living room boasting a full wet bar. Retreat and relax after a hard day’s work at your

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (407) 783-8539

    4302 Isabella Cir, Windermere, FL 34786
  • /57

    $4,500 per month

    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft
    • House for Rent

    11994 Mckinnon Rd, Windermere, FL 34786

    Welcome home to an elegant and spacious 4 bedroom, 3 full bathroom, 2 half bathroom home located in the highly sought-after town of Windermere, it offers the perfect blend of privacy, comfort, and opportunity all in one of Central Florida?s most desirable communities. Enjoy the outdoor patio and pool with ample space to unwind and entertain. Whether it's a quiet morning coffee or an

    Gloria Alvarez CENTURY 21 CARIOTI

    11994 Mckinnon Rd, Windermere, FL 34786
  • /23

    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 2,398 Sq Ft
    • House for Rent

    8507 Bowden Way, Windermere, FL 34786

    This charming home is nestled on a quiet, tree-lined street inside the highly sought-after gated community of Keene’s Pointe.This single-story residence is equipped with full-home solar power, offering energy efficiency and reduced electric bills!Featuring a split floor plan with 4 spacious bedrooms and 3 full baths across 2,398 square feet, this home provides comfort and functionality

    Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

    8507 Bowden Way, Windermere, FL 34786
  • /20

    $18,000 per month

    • 7 Beds
    • 6 Baths
    • 4,834 Sq Ft
    • House for Rent

    4303 Isabella Cir, Windermere, FL 34786

    Best Value in Casabella — Fully Furnished & Move-In Ready!Step into effortless luxury in this beautifully furnished residence, where elegant design meets everyday comfort. Soaring windows fill the space with natural light, highlighting stylish interiors and thoughtfully curated furnishings throughout.The open-concept layout is perfect for both relaxing and entertaining, with a chef’s

    Elisa Mroz WRA BUSINESS & REAL ESTATE

    4303 Isabella Cir, Windermere, FL 34786
  • /59

    $15,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,339 Sq Ft
    • House for Rent

    6844 Valhalla Way, Windermere, FL 34786

    Beautiful and fully furnished home in Keene's Pointe golf community. Guard gated community. A Tuscan style luxury home with a large covered back patio with fireplace and large pool overlooking the 14th green Bear Club. Master and extra suite on first floor and three more suites upstairs. This house has a very big loft, perfect for entertaining.

    Marilene Auge CHARLES RUTENBERG REALTY ORLANDO

    6844 Valhalla Way, Windermere, FL 34786
  • /25

    $2,995 per month

    • 4 Beds
    • 2 Baths
    • 2,063 Sq Ft
    • House for Rent

    9149 Palm Tree Dr, Windermere, FL 34786

    Hard to find 4 bedroom 2 Bath Pool home in Windermere with over 2000 Square feet. Close proximity to Olympia High School. Nice open floor plan and a large, screened porch off the back of the back overlooking the pool. Fully privacy fenced back yard and pets are considered. This property is very clean and include upgrades such as Granite and travertine floors. Large 2 car Garage and plenty of

    Charles Woolley BHHS FLORIDA REALTY

    9149 Palm Tree Dr, Windermere, FL 34786
  • /20

    $5,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,483 Sq Ft
    • House for Rent

    11905 Camden Park Dr, Windermere, FL 34786

    This rare opportunity for a lovely two-story rental home in Keene's Pointe is now available to show and move in ready today - October 1, 2025. Terrific floor plan boasts 4BR/4.5 Baths + office + bonus room and a 3 Car Garage. Primary Suite is located on the man floor with all other bedrooms on the second floor along with the bonus room. Enjoy the great privacy this location offers as well as a

    Angela Durruthy KEENE'S POINTE REALTY

    11905 Camden Park Dr, Windermere, FL 34786
  • /63

    $7,500 per month

    • 4 Beds
    • 3 Baths
    • 2,320 Sq Ft
    • House for Rent

    9070 Ron Den Ln, Windermere, FL 34786

    Rare opportunity to rent this beautiful Butler chain-of-lakes home, bring your boat and jet skis! This beautifully updated 4-bedroom, 3-bathroom home offers the quintessential Florida lifestyle, with serene water views and exceptional amenities inside and out. The heart of the property is its extra-large private dock, complete with two covered boat slips, perched on the shimmering waters of Lake

    Brynn Munro CORCORAN PREMIER REALTY

    9070 Ron Den Ln, Windermere, FL 34786
  • /72

    $13,500 per month

    • 7 Beds
    • 5.5 Baths
    • 5,221 Sq Ft
    • House for Rent

    6219 Tiroco Way, Windermere, FL 34786

    Luxurious furnished house for RENT with 7 bedrooms and 5/1 bathrooms, huge Resort like pool and patio located in the elegant gated community of Waterstone. Two story ceilings, an enormous crystal chandelier, wood floors and an open wood staircase defines the foyer and living room. With a private study and formal dining room, gourmet kitchen features a large island, breakfast bar, granite tops

    Claudia D'Aquino CENTURY 21 CARIOTI

    6219 Tiroco Way, Windermere, FL 34786
  • /60

    $3,400 per month

    • 4 Beds
    • 2.5 Baths
    • 2,026 Sq Ft
    • House for Rent

    9134 Sabal Palm Cir, Windermere, FL 34786

    WINDERMERE – Located in the highly desirable SILVER WOODS neighborhood, this stunning one-story 4BR/2.5BA POOL HOME offers 2,026 sq. ft. of updated living space and is ready for you to call home! Step inside to soaring ceilings, sleek laminate flooring throughout, and sliding glass doors showcasing beautiful views of the pool and backyard retreat. At the heart of the open floor plan is a gourmet

    Margaret Steiner KELLER WILLIAMS REALTY AT THE PARKS

    9134 Sabal Palm Cir, Windermere, FL 34786
  • /46

    $13,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,498 Sq Ft
    • House for Rent

    11051 Coniston Way, Windermere, FL 34786

    Highly sought after custom home in Reserve at Lake Butler Sound. Beautiful iron arched double doors welcome you to an open floor plan with travertine floors and a view to the pool/lanai. Wrought iron chandeliers adorn the entry and spacious dining area. Upgraded features are aplenty in this beautiful home including top-of-the-line appliances, 2 gas fireplaces, and high ceilings. The large gourmet

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    11051 Coniston Way, Windermere, FL 34786
  • /43

    $6,500 per month

    • 4 Beds
    • 4 Baths
    • 3,196 Sq Ft
    • House for Rent

    11357 Preserve View Dr, Windermere, FL 34786

    Ideally situated on a corner lot within the prestigious, 24-hour guard-gated community of Keene’s Pointe in Windermere, this residence offers the perfect blend of elegance and comfort. Keene’s Pointe is renowned for its exceptional amenities, including fitness facilities, swimming, tennis, golf, and dining, all while being just minutes from Disney, shopping, and fine restaurants.The home

    Janet Quinones MAGNUS REALTY GROUP LLC

    11357 Preserve View Dr, Windermere, FL 34786
  • /85

    $35,000 per month

    • 5 Beds
    • 8 Baths
    • 8,443 Sq Ft
    • House for Rent

    11103 Bridge House Rd, Windermere, FL 34786

    Welcome to this extraordinary 5 bedroom, 8 bathroom waterfront estate located in one of Windermere’s most exclusive communities, Lake Butler Sound. This prestige 24/7 man-gated neighborhood offers unmatched privacy, security, and luxury living. Spanning nearly 9,000 sq ft, the home features a detached guest suite, private movie theatre, entertainment lounge, and a saltwater/ heated pool with

    Ayoub Aitelhaj THE SIMON SIMAAN GROUP

    11103 Bridge House Rd, Windermere, FL 34786
  • /7

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 17,387 Sq Ft
    • House for Rent

    721 Magnolia St Unit 727, Windermere, FL 34786

    This Charming home is being Fully Renovated and will be available for rent in the Heart of Downtown Windermere Welcome to this beautifully remodeled 2-bedroom, 1-bathroom gem, ideally located within short distance to the vibrant shops, restaurants, and parks of downtown Windermere, as well as the scenic Chain of Lakes. Step inside to discover a fresh, modern interior from the sleek kitchen to the

    Lorena Martinez EXP REALTY LLC

    721 Magnolia St Unit 727, Windermere, FL 34786
  • /39

    $8,750 per month

    • 4 Beds
    • 3.5 Baths
    • 2,902 Sq Ft
    • House for Rent

    11213 Camden Park Dr, Windermere, FL 34786

    Exquisite Modern Living in Keene’s Pointe – Fully Renovated One-Story Luxury Residence - Experience elevated living in this architecturallyreimagined home located in the highly sought-after Keene’s Pointe community. Every inch of this property has been meticulously upgraded toreflect timeless elegance, modern design, and exceptional craftsmanship. Designer lighting, floor-to-ceiling

    Soraya Resende S2J REALTY, LLC

    11213 Camden Park Dr, Windermere, FL 34786
  • /31

    $3,650 per month

    • 4 Beds
    • 2 Baths
    • 2,516 Sq Ft
    • House for Rent

    13607 Zori Ln, Windermere, FL 34786

    JOSE PIMENTEL

    Jose Pimentel BRAZA HOMES

    13607 Zori Ln, Windermere, FL 34786
  • /31

    $5,000 per month

    • 4 Beds
    • 3 Baths
    • 2,384 Sq Ft
    • House for Rent

    11585 Claymont Cir, Windermere, FL 34786

    Welcome to Keene's Pointe! You will love calling this exclusive 24-hour guard gated community your home! Step through the front doors into the tiled foyer of this spectacular 4 bedroom, 3 bath home in pristine condition. A bright and airy formal dining room sits left of the foyer and a formal living room to the right. A spacious kitchen features upgraded 42-inch cabinets, includes side by side

    Todd Henry SUMMERSIDE REALTY LLC

    11585 Claymont Cir, Windermere, FL 34786
  • /50

    $13,000 per month

    • 5 Beds
    • 6.5 Baths
    • 6,248 Sq Ft
    • House for Rent

    8402 Lake Burden Cir Unit 2, Windermere, FL 34786

    Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5 bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range open to the breakfast nook and family room. Perfect for entertaining, the formal dining

    Toni Marie Cafferty COMPASS FLORIDA LLC

    8402 Lake Burden Cir Unit 2, Windermere, FL 34786
  • /42

    $19,900 per month

    • 6 Beds
    • 8 Baths
    • 6,881 Sq Ft
    • House for Rent

    3999 Isabella Cir, Windermere, FL 34786

    AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

    Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

    3999 Isabella Cir, Windermere, FL 34786
  • /39

    $12,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,417 Sq Ft
    • House for Rent

    5001 Latrobe Dr, Windermere, FL 34786

    Available for immediate occupancy. This beautiful, traditional five-bedroom pool home is on a quiet cul-de-sac in Isleworth, Windermere. The traditional brick exterior, grand French doors, and warm mahogany wood floors invite friends and family home. Enjoy views of majestic oaks, the 7th fairway, and Lake Bessie on this half-acre lot. This two-story home is perfect for entertaining and easy to

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    5001 Latrobe Dr, Windermere, FL 34786
  • /50

    $5,800 per month

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • House for Rent

    12860 Lake Sawyer Ln, Windermere, FL 34786

    Private LAKEFRONT estate home on that sits on almost 2 acres of land, gated for extreme privacy! Fully furnished with an open floorplan great for families and entertaining. This home features 3 cozy bedrooms with a king, queen, and full bed to accommodate all guests comfortably. Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub. Kitchen features butcher block countertops,

    Aleem Kanji CROWN REALTY COMPANY

    12860 Lake Sawyer Ln, Windermere, FL 34786
  • /98

    $39,500 per month

    • 7 Beds
    • 10 Baths
    • 8,362 Sq Ft
    • House for Rent

    9343 Tibet Pointe Cir, Windermere, FL 34786

    Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring, elegant ceiling details,

    Juan Delgado LA ROSA REALTY LLC

    9343 Tibet Pointe Cir, Windermere, FL 34786
  • /11

    $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
  • /49

    $6,000 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
  • /43

    $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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