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Pet-Friendly Homes for Rent in Windermere, FL

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  • /15

    $2,400 per month

    • 2 Beds
    • 2.5 Baths
    • 1,308 Sq Ft
    • Townhouse for Rent

    7422 Bentonshire Ave, Windermere, FL 34786

    Prime location across from Bentonshire Park! Bright townhome with engineered hardwood floors and an open living/dining area. Updated kitchen with great natural light, pantry, quality appliances, oversized sink, and breakfast nook space. Upstairs features two en-suite bedrooms with new hypoallergenic carpet. Primary suite includes walk-in closet and dual vanity. Second-floor laundry for added

    Adriana Rojas Gomez EC HOME

    7422 Bentonshire Ave, Windermere, FL 34786
  • /100

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • House for Rent

    812 East Blvd, Windermere, FL 34786

    Ready for immediate occupancy. No HOA. Welcome to Sunrise on The Lake, an exceptional, fully remodeled one-story retreat in the heart of downtown Windermere with stunning views over Lake Bessie. Wake up to breathtaking sunrises and, on clear evenings, enjoy the rare treat of watching rocket launches from Cape Canaveral right your home. Inside, every detail feels elevated, solid wood floors, level

    Simon Simaan THE SIMON SIMAAN GROUP

    812 East Blvd, Windermere, FL 34786
  • /22

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • House for Rent

    9313 Palm Tree Dr, Windermere, FL 34786

    Live in one of the most sought after locations of Windermere! Welcome to 9313 Palm Tree Drive, located just minutes from Disney, Dr. Phillips, and Restaurant Row without the traffic and chaos. Located in the Silver Woods community off Apopka Vineland Rd, this 3 bedroom, 2 bath recently updated home is the perfect spot as your new home! Inside, you’ll find updated quartz countertops, newer

    Jeff Inman FHG REALTY, LLC

    9313 Palm Tree Dr, Windermere, FL 34786
  • /33

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • Townhouse for Rent

    14478 Bridgewater Crossings Blvd, Windermere, FL 34786

    Welcome to this beautiful townhouse in the highly desirable Summerport community of Windermere. Ideally situated near community amenities, this 2-story home offers a functional and inviting layout with 4 bedrooms, 2.5 bathrooms, a 2-car garage, and a primary suite on the main level. As you step inside, you’ll notice the open-concept design connecting the kitchen, dining, and living areas, all

    Michelle Dunkley RE/MAX PRIME PROPERTIES

    14478 Bridgewater Crossings Blvd, Windermere, FL 34786
  • /6

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft
    • House for Rent

    12863 Holdenbury Ln, Windermere, FL 34786

    Beautiful house for rent in Windermere!! location, location and location. 3 bedrooms, 2 baths, 2 car garages. Beautiful large backyard and screen porch. Great school system. House is in highly desirable Lakes of Windermere! NO CARPETS!! The interior is FRESHLY Painted in alabaster tones, 3 Bedrooms, 2-baths, property is loaded with upgrades and has purposeful utility and functionality. Enter into

    Maria Castro-Aversano LPT REALTY, LLC

    12863 Holdenbury Ln, Windermere, FL 34786
  • /16

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,439 Sq Ft
    • House for Rent

    12803 Holdenbury Ln, Windermere, FL 34786

    AVAILABLE MAY 2026! Spacious 4-bedroom, 2.5-bath home in the desirable Lakes of Windermere community. This well-designed floor plan features all bedrooms upstairs, with the main floor offering a large living room, formal dining room, office/reading room, and a convenient half bath for guests. The primary suite includes dual vanities, a garden tub, and two large walk-in closets. The kitchen is

    Silvia Odebrecht ICON REALTY ASSOCIATES INC

    12803 Holdenbury Ln, Windermere, FL 34786
  • /20

    $3,100 per month

    • 4 Beds
    • 2.5 Baths
    • 2,618 Sq Ft
    • House for Rent

    4542 Blue Major Dr, Windermere, FL 34786

    VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms.

    Daniel Zheng CINO INTERNATIONAL INC

    4542 Blue Major Dr, Windermere, FL 34786
  • /10

    $13,500 per month

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

    11051 Coniston Way, Windermere, FL 34786

    This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is

    Juan Delgado LA ROSA REALTY LLC

    11051 Coniston Way, Windermere, FL 34786
  • /16

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    13231 Overstreet Rd, Windermere, FL 34786

    Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides

    Daniel Zheng CINO INTERNATIONAL INC

    13231 Overstreet Rd, Windermere, FL 34786
  • /45

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Condo for Rent

    11434 Jasper Kay Terrace Unit 206, Windermere, FL 34786

    Spacious 3-bedroom, 2-bath condominium located on the 2nd floor of a well-maintained community in highly desirable Windermere, FL. This 1,455 sq ft unit offers an open and functional floor plan featuring a large living/dining area, generous natural light, and a well-appointed kitchen with ample cabinetry and counter space. The primary suite includes a walk-in closet and a private bath. Secondary

    Rizwan Rashid MNT INTERNATIONAL

    11434 Jasper Kay Terrace Unit 206, Windermere, FL 34786
  • /23

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Townhouse for Rent

    8476 Iron Mountain Trail, Windermere, FL 34786

    Beautifully renovated 3-bedroom townhome with a flex room located in the highly desirable Windermere Trails community. This bright and inviting home features 3 bedrooms, 2.5 bathrooms, and a versatile flex room on the first floor, perfect for a home office, playroom, or additional living space.The open-concept floor plan seamlessly connects the living and dining areas to a spacious family

    Nighina Ikromi FLORIDA HOMES REALTY & MORTGAGE

    8476 Iron Mountain Trail, Windermere, FL 34786
  • /38

    $2,900 per month

    • 4 Beds
    • 2.5 Baths
    • 1,997 Sq Ft
    • Townhouse for Rent

    7307 Penkridge Ln, Windermere, FL 34786

    Beautiful 4-bedroom, 2.5-bath townhome located in the highly desirable Windermere Sound community in Horizon West. Built in 2015, this home offers approximately 1,997 sq ft of living space with an open floor plan ideal for everyday living and entertaining.The main level features a spacious living and dining area connected to the kitchen, while the primary bedroom provides comfort and privacy.

    Ana Cunha WRA BUSINESS & REAL ESTATE

    7307 Penkridge Ln, Windermere, FL 34786
  • /48

    $3,000 per month

    • 4 Beds
    • 2.5 Baths
    • 1,638 Sq Ft
    • Condo for Rent

    14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786

    Amazing opportunity to live in the exclusive and highly desirable Windermere area! This stunning corner townhouse in the sought-after gated community of Oasis Cove features 4 spacious bedrooms and 2.5 bathrooms, offering an abundance of natural light and a functional layout. The home boasts a beautiful lake view that provides a serene backdrop for daily living, complemented by a private fenced

    Carola Garcia De Montenegro AGENT TRUST REALTY CORPORATION

    14200 Oasis Cove Blvd Unit 3301, Windermere, FL 34786
  • /37

    $3,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,011 Sq Ft
    • House for Rent

    12761 Bideford Ave, Windermere, FL 34786

    Beautiful 4-bedroom 2.5 bath home located in the desirable Lakes of Windermere community. This two-story corner lot home has everything you can ask for, formal living and dining rooms, kitchen with granite countertops, stainless steel appliances, and a breakfast bar that opens to a large family room, on the first floor you also have a massive master bedroom suite, with a large closet and the

    Paul Moscoso Donoso SHINING OAK REALTY

    12761 Bideford Ave, Windermere, FL 34786
  • /26

    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft
    • Townhouse for Rent

    7314 Brightland St, Windermere, FL 34786

    Experience the beauty and comfort of this stunning 3-bedroom, 2.5-bathroom townhouse in Windermere. With an exceptional layout, all bedrooms are thoughtfully situated upstairs for added privacy. The modern kitchen features upgraded stainless steel appliances, and the home includes a convenient front-loading washer and dryer. Enjoy outdoor living with a charming patio and a detached 2-car garage.

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    7314 Brightland St, Windermere, FL 34786
  • /39

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Townhouse for Rent

    14235 Desert Haven St Unit 3503, Windermere, FL 34786

    Discover the charm of this stunning 3-bedroom, 2.5-bath townhome nestled in the highly sought-after Oasis Cove neighborhood. Boasting 2,000square feet of elegant living space spread over two floors, this home offers an inviting layout perfect for modern living. On the first floor, you’llfind the luxurious master suite with an en-suite bath and a spacious walk-in closet. The open-concept

    Joel Ramones KELLER WILLIAMS LEGACY REALTY

    14235 Desert Haven St Unit 3503, Windermere, FL 34786
  • /45

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    13040 Overstreet Rd, Windermere, FL 34786

    $500 OFF BEFORE MOVING IN 03/31/2026!!! Beautiful 3-Bedroom Home in Windermere Sound – Prime Location with Top-Rated Schools. Owner spent more than 10K to upgrade and add a screened porch! Welcome to this gorgeous 3-bedroom single-family home located in the highly desirable Windermere Sound community, known for its top-rated schools and exceptional lifestyle. This home offers the perfect blend of

    Amanda Yuan MULTI CHOICE REALTY LLC

    13040 Overstreet Rd, Windermere, FL 34786
  • /28

    $2,695 per month

    • 3 Beds
    • 2.5 Baths
    • 2,332 Sq Ft
    • Townhouse for Rent

    13841 Ancilla Blvd, Windermere, FL 34786

    AVAILABLE AFTER APRIL 10TH. Spacious 3/2.5 townhouse, located in Summerport Community in Windermere! Summerport Community offers residents a pool, fitness center, volleyball courts, tennis courts, playground, and clubhouse. This 2-story townhome provides a warm welcome, with a paved walkway leading to a cozy front porch area for relaxation. The interior has been painted a lovely neutral gray

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    13841 Ancilla Blvd, Windermere, FL 34786
  • /13

    $2,250 per month

    • 2 Beds
    • 1 Bath
    • 891 Sq Ft
    • House for Rent

    721 Magnolia St, Windermere, FL 34786

    This Charming Fully Renovated Home is 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 where everything is brand new—from the sleek

    Ronald Fuenmayor EXP REALTY LLC

    721 Magnolia St, Windermere, FL 34786
  • /33

    $2,435 per month

    • 2 Beds
    • 2 Baths
    • 1,155 Sq Ft
    • Townhouse for Rent

    13845 Ancilla Blvd, Windermere, FL 34786

    Welcome to this beautifully updated corner-unit townhome, offering the perfect blend of comfort, convenience, and stunning views. Featuring 2 spacious bedrooms, 2 bathrooms, and a host of desirable features, this home is a true gem. Interior Highlights:- Neutrally painted interior, creating a bright and inviting ambiance- A fully equipped kitchen with all appliances included, ready for

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    13845 Ancilla Blvd, Windermere, FL 34786
  • /61

    $6,995 per month

    • 5 Beds
    • 4 Baths
    • 3,694 Sq Ft
    • House for Rent

    3265 Hidden Lake Dr, Winter Garden, FL 34787

    Rarely Available Lakefront Boater's Dream in Winter Garden/Windermere area at an amazing price! This home sits on a massive 1.5+ acre lot on the waterfront of Lake Roper. The home is a sprawling 3700 SF one story home with extremely high ceilings. The main room is an enormous Great room plan combining the Kitchen, Living Great room, Formal Dining Room and Office flex room ALL overlooking the

    Billy Cannon, Jr BHHS FLORIDA REALTY

    3265 Hidden Lake Dr, Winter Garden, FL 34787
  • /18

    $2,750 per month

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

    12813 Gracehill Ln, Windermere, FL 34786

    This beautifully maintained townhouse offers 3 bedrooms and 2.5 bathrooms with a peaceful pond view. The kitchen features granite countertops, 42-inch wood cabinets, stainless steel appliances, and a pantry, providing both functionality and style. The first floor includes spacious living, dining, and family areas, along with a convenient laundry room. The entire second floor features brand new

    Melquisedec Martins NOVA REAL ESTATE SERVICES INC

    12813 Gracehill Ln, Windermere, FL 34786
  • /31

    $12,500 per month

    • 3 Beds
    • 3 Baths
    • 3,535 Sq Ft
    • House for Rent

    9701 Lake Isleworth Ct, Windermere, FL 34786

    Within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and living room with a

    Michelle Corbin ISLEWORTH REALTY LLC

    9701 Lake Isleworth Ct, Windermere, FL 34786
  • /24

    $3,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,981 Sq Ft
    • House for Rent

    12925 Holdenbury Ln, Windermere, FL 34786

    Located in a highly sought-after top-rated school zone, this beautifully designed two-story home offers the perfect blend of space, privacy, and functionality. Featuring four spacious bedrooms and 2.5 bathrooms, the home is thoughtfully laid out to accommodate modern living. The showpiece of the home is the oversized gourmet kitchen, complete with abundant cabinet and counter space and two large

    Jing Yue INTEREALTY SERVICE

    12925 Holdenbury Ln, Windermere, FL 34786
  • /31

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,570 Sq Ft
    • Townhouse for Rent

    11619 Water Run Aly, Windermere, FL 34786

    Located in the desirable Ashlin Park neighborhood of Windermere, this well-maintained 3-bedroom, 2.5-bath townhome features a bright, open floor plan with an abundance of natural light. The kitchen features quartz countertops, stainless steel appliances, and espresso cabinetry. The primary suite includes a walk-in closet and a private bath. Enjoy a private interior courtyard connecting the home

    Cristiane Carneiro Spfndola Rocha L WRA BUSINESS & REAL ESTATE

    11619 Water Run Aly, Windermere, FL 34786
  • /20

    $3,100 per month

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft
    • House for Rent

    5019 Blue Major Dr, Windermere, FL 34786

    Welcome home to this beautifully maintained property in Windermere’s sought-after Summerport community. Enjoy a chef-inspired kitchen complete with solid countertops, updated stainless steel appliances, and a gas range—perfect for everyday living and entertaining. New interior paint, stylish flooring throughout, and upgraded lighting and bathroom fixtures make this home the perfect rental!

    Alex Sadowski KELLER WILLIAMS REALTY AT THE PARKS

    5019 Blue Major Dr, Windermere, FL 34786
  • /44

    $17,500 per month

    • 5 Beds
    • 6.5 Baths
    • 5,639 Sq Ft
    • House for Rent

    801 W 2nd Ave, Windermere, FL 34786

    With an option to purchase, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed

    Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    801 W 2nd Ave, Windermere, FL 34786
  • /36

    $4,275 per month

    • 6 Beds
    • 3.5 Baths
    • 3,841 Sq Ft
    • House for Rent

    7403 Fairgrove Ave, Windermere, FL 34786

    Spacious 6-bedroom, 3.5-bath unfurnished home offering 3,841 sq ft in the desirable Windermere Sound community. This well-designed floor plan features a downstairs primary bedroom, a large upstairs loft, generously sized bedrooms with walk-in closets, an office area and an expansive kitchen complete with a walk-in butler pantry and ample cabinet space—perfect for entertaining and everyday living.

    Sunny Pabla PABLA PROPERTIES

    7403 Fairgrove Ave, Windermere, FL 34786
  • /16

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft
    • Townhouse for Rent

    7843 Hardenton St, Windermere, FL 34786

    Townhome Windermere area 3 Bedroom and 2.5 Bathroom, 2 car garage, 2 story unit. The kitchen cabinets 42", with quartz counters, island/breakfast bar, and stainless steel appliances, open private patio. Wickham Park has a community pool, clubhouse and parks. Great location, close to street mall and supermarket, Close to Disney, Winter Garden Village and major highways (529, turnpike, I4). Close

    Franca Troisi MY REALTY GROUP, LLC.

    7843 Hardenton St, Windermere, FL 34786
  • /60

    $9,850 per month

    • 4 Beds
    • 4.5 Baths
    • 4,239 Sq Ft
    • House for Rent

    1115 Estancia Woods Loop, Windermere, FL 34786

    Rare Newer Construction (2017) Windermere Pool Home located in close proximity to Downtown Windermere. This is a 2 Story home with tiled roof and so many upgrades and amenities. Beautiful Open floorplan with all of the upgrades. Through the large Sliding Glass doors, you flow into a fully covered Lanai and into the stunning brick paved pool area w/ Jacuzzi and the Scenic Landscaped Lot. This is

    Corey Cannon BHHS FLORIDA REALTY

    1115 Estancia Woods Loop, Windermere, FL 34786
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    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,742 Sq Ft
    • House for Rent

    7612 Fairgrove Ave, Windermere, FL 34786

    Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool,

    Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

    7612 Fairgrove Ave, Windermere, FL 34786
  • /15

    $3,049 per month

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft
    • House for Rent

    11507 Charnock Dr, Windermere, FL 34786

    Brand New Windermere 4 Bedroom Home For RentPriced Low, Call Now!, 2 Car Garage, BRAND NEW HOME, Upstairs Bonus Area Too!, Corner Lot, Granite Countertops, 42” Cabinets, Tile Flooring, Carpeted Bedrooms, COMMUNITY Pool, COMMUNITY Clubhouse, COMMUNITY Playground, JUST 30 MINUTES To: Downtown Orlando, CONVENIENT To: 429, JUST MINUTES To: Walt Disney World, CONVENIENT To: Major Roads, Shopping,

    Jay Myers ORLANDO REALTY & PROPERTY MGNT

    11507 Charnock Dr, Windermere, FL 34786
  • /2

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Property for Rent

    11642 Water Run Aly, Windermere, FL 34786

    3 bedroom 2 bathroom townhouse.Ashlin Park is a peaceful community located in the beautiful town of Windermere. This neighborhood offers a community pool and clubhouse for your comfort and convenience. Ashlin Park is an ideal location due to its proximity to the Lakeside Shopping Center, many highly rated K-12 schools and Walt Disney World.1 Year Lease HOA Approval might be required.

    Rafael Izquierdo Lasaracina VS INTERNATIONAL PROPERTIES

    11642 Water Run Aly, Windermere, FL 34786
  • /23

    $2,095 per month

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

    8264 Maritime Flag St Unit 1419, Windermere, FL 34786

    Beautiful Lakeside at Lakes of Windermere 2nd floor 2 bedroom condo with an open floor open, 42" cabinets, under cabinet lighting, breakfast bar and crown molding. Master bedroom has a large walk in closet and the master bath comes with a large vanity and walk in shower. All appliances including washer and dryer are included, along with water, sewer and valet trash. World class amenities include

    Amanda Beckman RED DOOR INVESTMENT GRP LLC

    8264 Maritime Flag St Unit 1419, Windermere, FL 34786
  • /18

    $4,500 per month

    • 5 Beds
    • 4 Baths
    • 3,300 Sq Ft
    • House for Rent

    1351 Glenwick Dr, Windermere, FL 34786

    POOL HOME!!! WITH MOTHER IN LAW SUIT!!! 5 BEDROOMS 4 FULL BATHS!!! MAN-GATED COMMUNITY IN WINDERMERE!!! Stunning Windermere home at 1351 Glenwick Dr! Spacious open floor plan, modern kitchen, and elegant finishes throughout. Perfect for entertaining or relaxing in the private backyard. Close to top schools, shopping, and dining. A must-see blend of luxury, comfort, and location!

    Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    1351 Glenwick Dr, Windermere, FL 34786
  • /75

    $3,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft
    • House for Rent

    7307 Ella Ln, Windermere, FL 34786

    Welcome to your new home!! Conveniently situated within the charming Windermere area, you'll find this gem House, fully furnished, 1-Master Suite, 2-bedrooms, 2 and 1/2 bathrooms, nestled within the Windermere Sound community. Opening the entry door (with a digital code locker), you will find a beautiful spacious living room, well decorated and plenty of natural light coming trough the double

    Sergio Figueiredo NOVA REAL ESTATE SERVICES INC

    7307 Ella Ln, Windermere, FL 34786
  • /21

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • House for Rent

    8447 Bowden Way, Windermere, FL 34786

    Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

    Julien Silva JOHN SILVA REALTY & ASSOCIATES

    8447 Bowden Way, Windermere, FL 34786
  • /39

    $3,950 per month

    • 5 Beds
    • 4 Baths
    • 2,800 Sq Ft
    • House for Rent

    9088 Outlook Rock Trail, Windermere, FL 34786

    One or more photo(s) has been virtually staged. The moment you step inside this 5-bedroom, 4-bath luxury home in the heart of Windermere—a rare opportunity for anyone relocating to the Orlando - is the moment you may change your mind about living anywhere else in Central Florida. This residence offers top-rated schools, tree-lined walking trails with sparkling lake views, a resort-style community

    Maria Serrano Whitehead EPIQUE REALTY, INC.

    9088 Outlook Rock Trail, Windermere, FL 34786
  • /54

    $6,000 per month

    • 5 Beds
    • 4 Baths
    • 3,805 Sq Ft
    • House for Rent

    311 E 8th Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida

    Karen O'Neil COLDWELL BANKER REALTY

    311 E 8th Ave, Windermere, FL 34786
  • /47

    $9,999 per month

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft
    • House for Rent

    5243 W Lake Butler Rd, Windermere, FL 34786

    Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers

    Steve Simpson 407 PROPERTIES

    5243 W Lake Butler Rd, Windermere, FL 34786

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