89

Homes for Rent near Windermere High School

Section Image Section Image
  • /24

    $15,500 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
  • /10

    $2,300 per month

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

    8179 Maritime Flag St Unit 210, Windermere, FL 34786

    3 bedroom, 2 bath condo on second floor. Carpet in living areas. Large pantry in kitchen and second storage closet. Easy access to major road and minutes to Disney. Community offers many amenities. Open floor plan. W/D in unit.

    Agent Photo

    Licinio Cruz

    L & L REALTY GROUP

    (407) 901-9373

    8179 Maritime Flag St Unit 210, Windermere, FL 34786
  • /24

    $3,995 per month

    • 4 Beds
    • 2 Baths
    • 2,370 Sq Ft
    • House for Rent

    6354 Swanson St, Windermere, FL 34786

    Coming soon. August 1st ready. Beautiful and elegant single-family mediterranean home with 4 bedrooms and 2 bathrooms, and a 2 car garage in the desirable community of Enclave in Windermere. This home starts with a great curb appeal - meticulously landscaped front, paver driveway, and elegant tiled roof. The community is located within minutes of restaurants, shopping and entertainment. Tiled

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (407) 794-9411

    6354 Swanson St, Windermere, FL 34786
  • /117

    $1,642 - $4,954 per month

    Venetian Isle

    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 youll find awe-inspiring day and night.

    6506 San Francesco Way, Windermere, FL 34786
  • /44

    $25,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,753 Sq Ft
    • House for Rent

    10224 Mattraw Place, Golden Oak, FL 32836

    Located deep inside the prestigious Golden Oak neighborhood, "Venice" was built in 2018 by renowned builder ISSA homes as a graceful Spanish-style residence that blends timeless architecture with the magic of Disney living. Designed for both relaxed living and elegant entertaining, the home’s open-concept layout seamlessly connects the great room and gourmet kitchen to a tranquil courtyard and

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    10224 Mattraw Place, Golden Oak, FL 32836
  • /91

    $1,695 - $2,890 per month

    Addison At Windermere

    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.

    13644 Tortona Ln, Windermere, FL 34786
  • /22

    $2,950 per month

    • 4 Beds
    • 3 Baths
    • 1,995 Sq Ft
    • House for Rent

    9263 Pecky Cypress Way, Orlando, FL 32836

    This is the 4bed 3 bath rental you've been waiting for. Discover the perfect blend of privacy, space, and location with this rare rental opportunity in sought-after Cypress Chase. Nestled on a quiet cul-de-sac, this beautifully maintained 4-bedroom, 3-bath home sits on a generous lot with no rear neighbors and serene conservation views. Step into peaceful surroundings as you relax under the

    Donna Ross KELLER WILLIAMS REALTY AT THE LAKES

    9263 Pecky Cypress Way, Orlando, FL 32836
  • /38

    $1,590 - $2,702 per month

    Citra at Windermere

    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 Lake

    11353 Citra Cir, Windermere, FL 34786
  • /32

    $2,750 per month

    • 4 Beds
    • 3 Baths
    • 2,044 Sq Ft
    • Townhouse for Rent

    7681 Ripplepointe Way, Windermere, FL 34786

    The Townhouses is located within the Lake?Burden subdivision—part of the popular Lake Burden community in WindermereT. he Lake Burden community offers lush landscaping, a scenic boardwalk, clubhouse, pool, playground, and walking trails, fostering a resort-like atmosphere and active lifestyles.Spacious townhouse with four bedrooms and three full bathrooms. One bedroom and bathroom is located on

    Delia Lugo INTERNATIONAL REAL ESTATE LLC

    7681 Ripplepointe Way, Windermere, FL 34786
  • /47

    $1,640 - $2,436 per month

    Talcott at Windermere

    1 - 3 Beds

    5820 Nature View Dr, Windermere, FL 34786

    With thoughtful design and exclusive amenities, Talcott at Windermere, is your premier destination for luxury living in Windermere, Florida! Our luxury one, two, and three-bedroom apartments, ranging up to 1,380 square feet, redefine luxury with a range of modern interior features. Step into a home with soaring 9 foot ceilings, a stylish two-tone paint scheme, wood-style flooring, and AirPlay

    5820 Nature View Dr, Windermere, FL 34786
  • /15

    $2,450 per month

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

    7458 Bentonshire Ave, Windermere, FL 34786

    Beautiful Townhome with 3 bedrooms and 2 and half bathrooms in a corner lot. Excellent distribution. Very well maintenance. Screened patio. Close to Disney Parks and 429 Highway.

    AURISTELA PEREZ OLYMPUS EXECUTIVE REALTY INC

    7458 Bentonshire Ave, Windermere, FL 34786
  • /98

    $1,546 - $3,389 per month

    Kestra

    1 - 3 Beds

    10387 Vista Oaks Ct, Orlando, FL 32836

    Welcome to KestraWhen it comes to choosing an apartment, expected shouldn't be the status quo. At Kestra, we've redefined the norm and raised the bar, providing residents with the opportunity to live a more distinctive lifestyle. To discover something unexpected. To outgrow average and to excel at living. To connect with home, naturally.

    10387 Vista Oaks Ct, Orlando, FL 32836
  • /14

    $2,350 per month

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

    8192 Boat Hook Loop Unit 206, Windermere, FL 34786

    Great location in Windermere walking distance to restaurants and shopping. Great community with pool and fitness center. Second floor but elevator available. Split bedrooms. Washer/drier included. Wood floors in main living area. Upgraded kitchen

    Lidya Gongage SPRING REALTY ORLANDO

    8192 Boat Hook Loop Unit 206, Windermere, FL 34786
  • /32

    $1,595 - $2,685 per month

    Abaco Key

    1 - 3 Beds

    10712 Mystic Cir, Orlando, FL 32836

    Welcome to Abaco Key Apartments, where comfort meets convenience in the heart of Orlando. Our spacious 1, 2, and 3-bedroom pet-friendly apartment homes offer the perfect blend of modern living and resort-style amenities, making it an ideal place to call home. Located near Lake Buena Vista and just minutes away from the world-famous Walt Disney World Resort, Abaco Key places you in the center of

    10712 Mystic Cir, Orlando, FL 32836
  • /19

    $3,600 per month

    • 4 Beds
    • 3.5 Baths
    • 2,699 Sq Ft
    • House for Rent

    7561 Colbury Ave, Windermere, FL 34786

    We present a unique opportunity to own a charming residence in the highly desirable Berkshire Park community in Windermere. This 4-bedroom, 3.5-bath home offers a warm, well-laid-out atmosphere—perfect for those seeking comfort, convenience, and a prime location.Upon entering this home, you’ll be greeted by an open and bright layout that provides smooth and functional circulation. The

    Maria Fileto Fragoso PRISTINE INTERNATIONAL REALTY LLC

    7561 Colbury Ave, Windermere, FL 34786
  • /86

    $2,002 - $4,149 per month

    Zen

    1 - 3 Beds

    9835 Namaste Loop, Orlando, FL 32836

    Theres a home waiting for you at ZEN! This luxurious midrise apartment community features one, two and three-bedroom apartment homes, located near the Grand Cypress Golf Course.Peaceful yet invigorating, ZEN exceeds traditional apartment living in every way. Our modern residences offer designer touches, sufficient craftsmanship and eco-friendly aspects that are not only beautiful, savvy and

    9835 Namaste Loop, Orlando, FL 32836
  • /25

    $3,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,795 Sq Ft
    • House for Rent

    9257 Pecky Cypress Way, Orlando, FL 32836

    Enjoy comfortable and stylish living in this lovely spacious 5-bedroom, 3.5-bath home nestled in the welcoming gated community of Cypress Chase, served by the highly-rated Windermere High School. This charming two-story house offers two master suites—one upstairs and one downstairs—along with a flexible bonus room that’s perfect for a home office or media room. The large eat-in kitchen with a

    Krystopher Ferdinand WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

    9257 Pecky Cypress Way, Orlando, FL 32836
  • /43

    $1,800 - $5,245 per month

    MAA Crosswater

    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.

    7826 Crosswater Trail, Windermere, FL 34786
  • /32

    $3,600 per month

    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • House for Rent

    11073 Bagley Alley, Windermere, FL 34786

    Outstanding Like New Home Right in the Heart of Windermere, in the Westside Village Community! It features 4 Bedrooms 2 1⁄2 Bathrooms & a Loft. When You walk in, you will immediately notice the details! You will find the Gourmet Kitchen with Upgraded Stainless Steel Appliances, Granite Countertops, and a Large Island that opens to the Living Room & Dining Room. Spacious Master Bedroom with lots

    Maria Fernan Salgado LPT REALTY, LLC

    11073 Bagley Alley, Windermere, FL 34786
  • /35

    $1,513 - $3,753 per month

    MAA Windermere

    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

    11598 Lachlan Ln, Windermere, FL 34786
  • /21

    $3,150 per month

    • 4 Beds
    • 2.5 Baths
    • 2,235 Sq Ft
    • House for Rent

    7885 Berkshire Oak Alley, Windermere, FL 34786

    Welcome home to this immaculate 4 bedroom, 2 1/2 bathroom home in coveted Windermere, FL. Right when you walk through the doors you will be blown away by how beautiful the home is. The first floor has dark, wood-like tile throughout that looks absolutely stunning. It's a perfect open floor plan that features a living room, dining room, and an amazing kitchen. The kitchen has quartz countertops,

    Rui Gao U S GLORY REALTY

    7885 Berkshire Oak Alley, Windermere, FL 34786
  • /12

    $800 per month

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

    8641 Via Tavoleria Way Unit Bedroom 4, Windermere, FL 34786

    8641 Via Tavoleria Way Unit Bedroom 4, Windermere, FL 34786
  • /26

    $2,950 per month

    • 5 Beds
    • 3 Baths
    • 2,985 Sq Ft
    • House for Rent

    9223 Leeland Archer Blvd, Orlando, FL 32836

    Beautiful, 5 bed 3 bath home in the wonderful Community of Newbury park, bordering orlando to Windermere.Home is freshly painted inside. It has a big kitchen, with granite counter tops, and has the guest bedroom and bathroom downstairs. Home is zoned for excellent schools, and is close to Highways, Disney, shopping and Convenient to the airport. Room Sizes are an estimate, buyer to verify.

    Faneeza Mohamed CENTURY 21 CARIOTI

    9223 Leeland Archer Blvd, Orlando, FL 32836
  • /17

    $2,350 per month

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

    8192 Boat Hook Loop Unit 411, Windermere, FL 34786

    This property at 8192 Boat Hook Loop features 3 bedrooms and 2 bathrooms within a total of 1,455 square feet. The living room offers ample space for relaxation and entertainment. The kitchen is equipped with a dishwasher and includes in-unit washer and dryer for convenience. The bathrooms provide essential amenities for daily use. The property is smoke-free and includes air conditioning for

    8192 Boat Hook Loop Unit 411, Windermere, FL 34786
  • /34

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,297 Sq Ft
    • House for Rent

    8558 Powder Ridge Trail, Windermere, FL 34786

    Rent in Prime Windermere Location – Spacious and beautifully maintained home located in the desirable Windermere Trails community. This two-story property offers 3 bedrooms, 2.5 bathrooms is conveniently located just behind Bay Lake Elementary, this home is a great choice for families seeking proximity to highly rated schools. Residents of Windermere Trails enjoy access to exceptional community

    Paloma Eduar Andrade Froldi WRA BUSINESS & REAL ESTATE

    8558 Powder Ridge Trail, Windermere, FL 34786
  • /15

    $2,780 per month

    • 4 Beds
    • 2.5 Baths
    • 2,476 Sq Ft
    • House for Rent

    5457 Gemgold Ct, Windermere, FL 34786

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    5457 Gemgold Ct, Windermere, FL 34786
  • /5

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Townhouse for Rent

    11880 Water Run Alley, Windermere, FL 34786

    Property in excellent conditions ready to move in. Great schools and common areas. Double car garage, patio, appliances in stainless steel.

    Alberto Guida AGENT TRUST REALTY CORPORATION

    11880 Water Run Alley, Windermere, FL 34786
  • /13

    $2,925 per month

    • 3 Beds
    • 2 Baths
    • 2,085 Sq Ft
    • House for Rent

    5063 Beach River Rd, Windermere, FL 34786

    This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided tours and a streamlined leasing process you can complete all online, all on your own schedule. Once moved in, we provide maintenance support that you can rely on, so you can enjoy

    5063 Beach River Rd, Windermere, FL 34786
  • /31

    $2,950 per month

    • 4 Beds
    • 2.5 Baths
    • 2,092 Sq Ft
    • House for Rent

    11804 Silverlake Park Dr, Windermere, FL 34786

    Welcome to this beautiful 4-bedroom, 2.5-bathroom home in the highly desirable Windermere Trails community. Ideally located just minutes from Walt Disney World and within walking distance to A-rated Bay Lake Elementary, this home offers exceptional convenience for families and professionals alike.Inside, you'll find a spacious open-concept layout with brand-new vinyl flooring throughout

    Xiaoyu Su RATIO REAL ESTATE, LLC

    11804 Silverlake Park Dr, Windermere, FL 34786
  • /53

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • Townhouse for Rent

    12526 Cruxbury Dr, Windermere, FL 34786

    Corner unit 3-bdrm, 2 1/2-bath townhome in the Lake Reams Townhomes community in the desirable neighborhood of Windermere. Next door to Disneyworld and in close distance to lots of amenities and all of Orlando's attractions. Family room, living room, 2-car garage and an enclosed private backyard for your weekend barbecues.Asking for 1st mo. rent and security deposit only (security deposit

    Pedro Pasqualin Charles Rutenberg Realty FTL

    12526 Cruxbury Dr, Windermere, FL 34786
  • /22

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft
    • Townhouse for Rent

    8620 Wellington Blue Ln, Windermere, FL 34786

    Beautiful townhome in Windermere Trails with first floor master bedroom. Excellent location - walking distance to Bay Lake Elementary, as well as shopping and dining. This well maintained unit offers 3 bedrooms (master down with 2 closets) and two bedrooms with full bath, bonus/loft area and laundry located on the second floor. Tastefully decorated throughout with gray and white accents. Kitchen

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    8620 Wellington Blue Ln, Windermere, FL 34786
  • /35

    $4,975 per month

    • 4 Beds
    • 3.5 Baths
    • 3,793 Sq Ft
    • House for Rent

    14005 Peach Orchard Way, Winter Garden, FL 34787

    Beautiful 5 bedroom single family home in Horizon West of Winter Garden. This home has 5 bedrooms, 3 1⁄2 bathrooms, an Office and a Loft. The first floor is an open floor plan with Formal Livingroom, Dining Room, Huge Family Room and massive Kitchen. The kitchen features granite countertops, 42" cabinets, walk in Pantry and large Island. The first level also offers a Bedroom with attached

    Thomas Belsky CENTURY 21 CARIOTI

    14005 Peach Orchard Way, Winter Garden, FL 34787
  • /20

    $3,990 per month

    • 4 Beds
    • 4 Baths
    • 2,701 Sq Ft
    • House for Rent

    11548 Brightstowe Way, Orlando, FL 32836

    Step into this fantastic 4-bedroom, 4-bathroom home, perfectly situated in the desirable Thornhill community off Reams Road. Enjoy the convenience of easy access to the vibrant Hamlin area, charming Windermere, magical Lake Buena Vista, and major Interstate 4, making commutes and adventures a breeze.This home offers a perfect blend of comfort and style. Downstairs, you'll find freshly

    Maggie Senior IRM INVEST., REAL EST.& MGMT.

    11548 Brightstowe Way, Orlando, FL 32836
  • /36

    $2,300 per month

    • 2 Beds
    • 2.5 Baths
    • 1,380 Sq Ft
    • Townhouse for Rent

    12508 Langstaff Dr, Windermere, FL 34786

    AVAILABLE NOW! NEWLY RENOVATED!! Windermere end-unit with 2 bedrooms, 2.5 bathrooms and a 2 car garage , located minutes from Disney and shopping! Upon entering the front door you are drawn to the freshly painted inviting, crisp, modern paint color and the upscale interior finishes with new luxury vinyl floors throughout , tiled bathrooms, high ceilings , crown molding and all new window

    Ann Wargo UPSIDE REAL ESTATE INC

    12508 Langstaff Dr, Windermere, FL 34786
  • /6

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft
    • House for Rent

    6679 Duncaster St, Windermere, FL 34786

    3/2 single family home. Built in 2005.

    Cliff Glansen FLATFEE.COM

    6679 Duncaster St, Windermere, FL 34786
  • /59

    $7,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,851 Sq Ft
    • House for Rent

    8399 Bowden Way, Windermere, FL 34786

    This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a

    Simon Simaan THE SIMON SIMAAN GROUP

    8399 Bowden Way, Windermere, FL 34786
  • /30

    $7,350 per month

    • 5 Beds
    • 4 Baths
    • 2,617 Sq Ft
    • House for Rent

    Unlisted Address

    Luxury Home in Gated Tilden Place – Winter Garden, FLDiscover exceptional luxury and lifestyle in this 5-bedroom, 4-bathroom executive residence, located in the exclusive gated community of Tilden Place, one of Winter Garden’s most desirable neighborhoods.Property Highlights:5 Bedrooms | 4 Bathrooms | 2-Car GarageFlexible Loft/Bonus Room (can be used as 5th bedroom or

    MARCELLA REGINATO SELECTA REALTY LLC

    Unlisted Address
  • /37

    $2,950 per month

    • 4 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Condo for Rent

    Unlisted Address

    Townhouse in gated community near Disney. furnished, 4 bed/2.5 bathroom 2 cars garage.Water, basic cable included.

    Adriana Amorim INT'L PROFESSIONAL REALTY INC

    Unlisted Address
  • /13

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • House for Rent

    11661 Black Rail St, Windermere, FL 34786

    well located 4 bedroom house. Great community with pool and high rated school. Convenience location with lot of amenities around it.

    Mengshi Lu JOY ESTATE ENTERPRISE INC

    11661 Black Rail St, 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

Showing Results 1 - 40, Page 1 of 3

How to Rent a Home