14

Windermere, FL Houses for Rent with a Yard

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  • /26

    $4,990 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,596 Sq Ft
    • House for Rent

    10914 Ledgement Ln, Windermere, FL 34786

    Stunning 4BR/3 full + 2 half bath rental in a gated Windermere community! Enjoy all-tile flooring throughout and your own private in-ground pool. Spacious, low-maintenance, and move-in ready — close to top schools, shopping, and dining. Schedule a showing today!

    Agent Photo

    Rohini Bandaru

    LA ROSA REALTY KISSIMMEE

    10914 Ledgement Ln, Windermere, FL 34786
  • /53

    $10,000 Per Month

    • 5 Beds
    • 4 Baths
    • 3,058 Sq Ft
    • House for Rent

    5927 Caymus Loop, Windermere, FL 34786

    Welcome to this exceptional 5Bed, 4Bath residence located in the highly desirable Keene’s Pointe community in Windermere. Situated on an oversized lot with beautiful views of the 14th fairway of the Jack Nicklaus Signature Golf Course, this home offers an impressive combination of space, comfort, and Florida living.The bright and spacious interior is filled with natural light and features

    Carla Renata Pereira Motta MS LAND & BUILDING LLC

    5927 Caymus Loop, Windermere, FL 34786
  • /44

    $2,950 Per Month

    • 4 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • House for Rent

    12947 Runswick Ave, Windermere, FL 34786

    MOVE-IN READY! Beautiful and spacious 4-bedroom, 2-bath home located in the highly desirable Lakes of Windermere community. Surrounded by mature landscaping, scenic lakes, walking trails, and top-rated schools, this home even offers the opportunity to enjoy Disney fireworks just steps from your front door.This well-designed single-story home features luxury vinyl plank and tile flooring

    Cui Li RATIO REAL ESTATE, LLC

    12947 Runswick Ave, Windermere, FL 34786
  • /71

    $3,200 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,831 Sq Ft
    • House for Rent

    13831 Farella Aly, Windermere, FL 34786

    Your dream home in Windermere is waiting for you! This beautiful home features 4 bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect combination of comfort and style. The spacious kitchen is equipped with granite countertops, complemented by matching granite in all bathrooms. The first floor features durable tile flooring throughout, creating a bright, open, and easy-to-maintain

    Maryelle Gama TALENT REALTY SOLUTIONS

    13831 Farella Aly, Windermere, FL 34786
  • /61

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft
    • House for Rent

    4718 Blue Major Dr, Windermere, FL 34786

    Move-in Ready. Landlord will provide brand-new washer and dryer.Welcome to 4718 Blue Major Drive, a beautifully maintained 3-bedroom, 2-bathroom residence offering 1,911 square feet of thoughtfully designed living space in the highly sought-after Windermere area. Move-in ready and exceptionally well cared for, this inviting home features fresh interior paint, a newer A/C system just two

    Jing Yue INTEREALTY SERVICE

    4718 Blue Major Dr, Windermere, FL 34786
  • /45

    $3,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft
    • House for Rent

    905 Main St, Windermere, FL 34786

    Ready for Immediate Occupancy! Discover the opportunity to rent a beautifully updated home in the heart of Downtown Windermere, where charming small town living meets modern comfort. From the moment you arrive, you will appreciate the home’s contemporary curb appeal, featuring oversized windows, a private balcony, paver walkway, and welcoming covered front porch. Inside, the spacious living room

    Simon Simaan THE SIMON SIMAAN GROUP

    905 Main St, Windermere, FL 34786
  • /30

    $3,950 Per Month

    • 3 Beds
    • 3 Baths
    • 2,224 Sq Ft
    • House for Rent

    8318 Vivaro Isle Way, Windermere, FL 34786

    PRICE IMPROVEMENT -NOW $3,950- MONTH .Exeptional rental opportunity .Discover this impeccable single-story residence in the sought-after gas community of Windermere Isle . This home features a premium whole-house water filtration system, ensuring clean, crisp, and safe water from every single faucet. This maintenance-free home features elegant ceramic title throughout completely( carpet free),

    Sandra Pardo WENDY MORRIS REALTY

    8318 Vivaro Isle Way, Windermere, FL 34786
  • /47

    $3,100 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,053 Sq Ft
    • House for Rent

    13013 Overstreet Rd, Windermere, FL 34786

    Welcome to one of the best opportunities in Windermere's highly sought-after Lakes of Windermere community! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of comfort, convenience, and the Florida lifestyle buyers are searching for. Step inside to discover a thoughtfully designed floor plan featuring spacious living areas, abundant natural light, and stylish

    Omar Andreasen SERHANT

    13013 Overstreet Rd, Windermere, FL 34786
  • /44

    $8,900 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,028 Sq Ft
    • House for Rent

    6020 Marleon Dr, Windermere, FL 34786

    Welcome to 6020 Marleon Drive, an exceptional 5-bedroom, 4-bathroom residence offering over 4,000 square feet of beautifully designed living space in the highly sought-after, guard-gated community of Lake Cypress Cove in Windermere. Set on more than half an acre, this impressive home offers the space, privacy, and amenities to enjoy the best of Florida living. Inside, soaring ceilings and

    Charles Newman UNITED REALTY GROUP INC

    6020 Marleon Dr, Windermere, FL 34786
  • /66

    $3,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,812 Sq Ft
    • House for Rent

    9072 Overlook Pass Dr, Windermere, FL 34786

    Welcome to this freshly updated, move-in-ready 4-bedroom, 3-bathroom home in the highly desired Windermere Trails community! The entire interior freshly painted, featuring rich wood flooring on the main level, a spacious downstairs bedroom, and a full bath with a walk-in shower perfect for guests or multi-generational living. Upstairs, you'll find a massive loft with ample lighting alongside a

    Ravichandra Sathari Mallikarjuna FLORIDA REALTY INVESTMENTS

    9072 Overlook Pass Dr, Windermere, FL 34786
  • /91

    $9,990 Per Month

    • 4 Beds
    • 3 Baths
    • 2,737 Sq Ft
    • House for Rent

    10355 Trout Rd, Orlando, FL 32836

    Exceptional single-story lakefront residence on 1.57 acres of beautifully landscaped, mature grounds offering privacy, exclusivity, and breathtaking water views. This home features custom finishes throughout, including wood beam ceilings, personalized flooring, and seamless indoor-outdoor living with expansive glass doors connecting the living, dining, and kitchen areas. The chef’s kitchen

    Any Alves WRA BUSINESS & REAL ESTATE

    10355 Trout Rd, Orlando, FL 32836
  • /100

    $5,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,549 Sq Ft
    • House for Rent

    9247 Legado Dr, Windermere, FL 34786

    FULLY FURNISHED HOME FOR RENT IN WINDERMERE!Experience comfort, convenience, and the best of the Florida lifestyle in this beautiful 4-bedroom home, offered for rent 100% fully furnished and move-in ready.Ideally located in one of Windermere’s most desirable areas, just minutes from Walt Disney World, this home combines an exceptional location with privacy, space, and beautiful

    Silvia Cervi ONLI REALTY GROUP LLC

    9247 Legado Dr, Windermere, FL 34786
  • /64

    $29,000 Per Month

    • 7 Beds
    • 7 Baths
    • 8,000 Sq Ft
    • House for Rent

    9725 Chestnut Ridge Dr, Windermere, FL 34786

    A rare opportunity to lease a beautifully renovated residence within Isleworth, offering exceptional space, privacy, comfort, and an elevated Central Florida lifestyle.Newly renovated and exceptionally private, this sophisticated Isleworth residence offers approximately 8,000 square feet of beautifully designed living space, combining refined luxury with the comfort and functionality of

    Dianna Desboyaux DOUGLAS ELLIMAN

    9725 Chestnut Ridge Dr, Windermere, FL 34786
  • /28

    $3,150 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,469 Sq Ft
    • House for Rent

    13314 Roxboro Rd, Windermere, FL 34786

    Roomy and Updated 4 bedrooms and 3 Bath in Berkshire Park Subdivision. Located across the street from the amazing community playground, pool and clubhouse amenities, providing a million-dollar view. Enjoy the pool without the responsibility of maintenance. Very spacious downstairs with beautiful Granite Kitchen and Nice Appliance package inc. Washer & Dryer. Kitchen is equipped with an Island and

    Charles Woolley BHHS FLORIDA REALTY

    13314 Roxboro Rd, Windermere, FL 34786

Rental Home Trends

Number of Houses for Rent
14
Median Single Family Home Rent
$5,000
Median 3 Bedroom Single Family Home Rent
$3,250
Median 4 Bedroom Single Family Home Rent
$5,000
Median 5 Bedroom Single Family Home Rent
$5,995
How to Rent a Home