35

Windermere, FL Homes for Rent under $2,800

Section Image Section Image
  • /24

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,369 Sq Ft
    • Townhouse for Rent

    8804 Danforth Dr, Windermere, FL 34786

    Welcome to an end-unit townhome in the highly desirable Lakes of Windermere – Lake Reams Townhomes community. Located in the Windermere area near Disney, this home offers a truly special perk—enjoy evening views of Disney fireworks right from the bedroom and backyard. The first floor features a bright, open-concept layout where large windows fill the living, dining, and kitchen areas with natural

    Agent Photo

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (689) 356-0141

    8804 Danforth Dr, Windermere, FL 34786
  • /51

    $1,659 - $2,671 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

    11353 Citra Cir, Windermere, FL 34786
  • /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
  • /117

    $2,223 - $4,961 total monthly price

    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
  • /19

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft
    • Townhouse for Rent

    8936 Matriarca Aly, Windermere, FL 34786

    Beautiful two-level end Unit townhouse 3 bedrooms and 2.5 bath in the Legado community of Windermere,42" cabinets with stainless Steel appliance, with attached 2 car garage, beautiful water view at the front,3-minutes' drive to Magic Kingdom and Publix shopping areas, you will enjoy the community pool/Cabana and Playground, Green Parks, Dog Waste Station.

    Jiu Feng Wei AAA GLOBAL VENTURES PA

    8936 Matriarca Aly, Windermere, FL 34786
  • /91

    $1,470 - $3,905 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
  • /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
  • /87

    $1,945 - $3,545 per month

    Arya at Windermere

    1 - 2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

    1231 Arya Way, Ocoee, FL 34761
  • /30

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,556 Sq Ft
    • Townhouse for Rent

    8913 Matriarca Aly, Windermere, FL 34786

    Beautiful fully furnished townhouse located in the desirable Windermere area, just minutes from Walt Disney World and world-class resorts. This move-in ready home features a bright open-concept layout with a spacious kitchen, large island, and comfortable living spaces perfect for everyday living and entertaining. Conveniently located near top-rated schools, shopping centers, restaurants, grocery

    Liz Henriques LA ROSA REALTY ORLANDO LLC

    8913 Matriarca Aly, Windermere, FL 34786
  • /43

    $1,705 - $4,340 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
  • /30

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • House for Rent

    935 Lascala Dr, Windermere, FL 34786

    Beautiful 3/2 home with two car garage, in a gated community, good schools, tile roof, Wood and tile flooring, high ceiling, ceiling fans, wood cabinetry, build-in desk, gas stove, stainless appliances, ample closet space, Master bedroom with dual vanity, tub, and a very large glass-enclosed walk-in show, walk-in closet, it has privet access to the beautiful back yard. This gated community has

    Ya-Lan Chien CINO INTERNATIONAL INC

    935 Lascala Dr, Windermere, FL 34786
  • /47

    $1,568 - $4,708 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
  • /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
  • /25

    $1,653 - $2,622 total monthly price

    Casa Mirella

    1 - 3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

    101 Casa Mirella Way, Windermere, FL 34786
  • /8

    $2,350 per month

    • 3 Beds
    • 2.5 Baths
    • 1,429 Sq Ft
    • Property for Rent

    8921 Newmarket Dr, Windermere, FL 34786

    Stunning 3-Bed, 2.5-Bath End Unit Townhouse in Lakes of Windermere – Lake Reams! Enjoy a spacious, sun-filled layout, a sleek kitchen with appliances, and a detached 2-car garage. Perfectly located for easy access to Orlando, yet tucked away in a peaceful, welcoming neighborhood. Shopping, dining, and entertainment are just minutes away! Don’t wait—this gorgeous home won’t last long. Schedule

    Shirley Chen GOLDEN PACIFIC REALTY INC

    8921 Newmarket Dr, Windermere, FL 34786
  • /19

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    804 Oakdale St Unit Suite, Windermere, FL 34786

    Property Id: 1261847Your Apartment: Private entrance, attached off side of main house. No shared living space. Washer & dryer in unit. Loft-style set-up with bedroom and full bathroom upstairs. Queen size memory foam bed. Walk-in shower.Living area, work space, and kitchenette downstairs. Access to large Mediterranean style pool (w/ fully enclosed lanai). Fenced side and back

    804 Oakdale St Unit Suite, Windermere, FL 34786
  • /29

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,690 Sq Ft
    • Townhouse for Rent

    8973 Matriarca Aly, Windermere, FL 34786

    Beautiful two-level end Unit townhouse 3 bedrooms and 2.5 bath in the Legado community of Windermere,42" cabinets with stainless Steel appliance, with attached 2 car garage, beautiful water view at the front,3-minutes' drive to Magic Kingdom and Publix shopping areas, you will enjoy the community pool/Cabana and Playground, Green Parks, Dog Waste Station.

    Jiu Feng Wei AAA GLOBAL VENTURES PA

    8973 Matriarca Aly, 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
  • /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
  • /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

    $2,500 per month

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

    5317 Keenes Pheasant Dr, Windermere, FL 34786

    SINGLE-STORY, END-UNIT TOWNHOME WITH BRAND NEW CARPET AND PAINT! Step into this updated townhome, ready for immediate occupancy! As you enter, you are greeted by a large open concept living and dining space with tons of natural light. The kitchen connects seamlessly to the living area, and features tons of cabinetry, stainless steel appliances, pantry, bar top seating, and additional eat-in

    Matthew Gordon COLDWELL BANKER REALTY

    5317 Keenes Pheasant Dr, 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
  • /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
  • /32

    $2,500 per month

    • 2 Beds
    • 2.5 Baths
    • 1,239 Sq Ft
    • Townhouse for Rent

    12623 Langstaff Dr, Windermere, FL 34786

    ONE OF A KIND, EXECUTIVE WINDERMERE 2 BEDROOM 2.5 BATHROOMS TOWNHOME FURNISHED & DECORATED! This recently renovated home is in the sought-after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Custom-Made Courtyard leading to a Detached

    Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

    12623 Langstaff Dr, Windermere, FL 34786
  • /25

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,545 Sq Ft
    • Townhouse for Rent

    7609 Sutherton Ln, Windermere, FL 34786

    Fully Renovated Corner Unit Townhome for Rent in Wickham Park – Windermere Beautiful 3-bedroom, 2.5-bath corner unit townhome, offering extra privacy, more natural light, and an enhanced sense of space, located in the desirable Wickham Park community in Windermere. This home features granite countertops, solid wood cabinets, stainless steel appliances news and a spacious open-concept living and

    Vivian Azuaje 1 ELEVEN REALTY

    7609 Sutherton Ln, Windermere, FL 34786
  • /22

    $2,300 per month

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

    11565 Mizzon Dr Unit 209, Windermere, FL 34786

    Welcome to Lakeside at Windermere! Excellent gated condominium, each building has a elevator. This furniture unit is ready to move in, 2 bedroom and 2 bathroom on a second floor. Excellent location and amenities. Apartment will be available for start contract on March 1st 2026.

    Rosa Rodriguez Diaz ZARIA REALTY GROUP LLC

    11565 Mizzon Dr Unit 209, Windermere, FL 34786
  • /12

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    8347 Lookout Pointe Dr, Windermere, FL 34786

    Luxury 1 Bedroom / 1 Bathroom Condo for RentExperience elevated living in this private, studio-style condo located above the garage. Designed for comfort and style, this beautifully maintained residence features in-unit washer and dryer, central A/C and heating, and private driveway parking.Set within a highly desirable A-rated school zone, the home is just minutes from upscale shopping,

    Jackie Yuan JHY REALTY INVESTMENTS, LLC

    8347 Lookout Pointe Dr, Windermere, FL 34786
  • /33

    $2,475 per month

    • 3 Beds
    • 2.5 Baths
    • 1,485 Sq Ft
    • Townhouse for Rent

    7613 Sutherton Ln, Windermere, FL 34786

    Stunning End-Unit Townhome in the Heart of Windermere!Welcome to this beautifully maintained 3-bedroom, 2.5-bath unit freshly painted unit, offering excellent natural light and a functional open floor plan in one of Windermere’s most desirable communities.Enjoy outdoor living with a private patio, ideal for relaxing or entertaining. The home features a detached 2-car garage plus a

    Laura Lerma 2 GOOD REALTY

    7613 Sutherton Ln, 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
  • /31

    $2,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Townhouse for Rent

    8145 Serenity Spring Dr Unit GE, Windermere, FL 34786

    Beautiful townhome 3 BED, 2.5 BATH, 1 CAR GARAGE in resort style gated community. Stainless steel kitchen appliances, washer & dryer, upgraded wood cabinets, granite kitchen counter tops. All three bedrooms are upstairs, where there is carpet in the bedrooms and tile in the bathrooms & laundry. The community offers a community resort pool, fitness center, large pond with walking trails around the

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    8145 Serenity Spring Dr Unit GE, Windermere, FL 34786
  • /20

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft
    • Townhouse for Rent

    13718 Beckman Dr, Windermere, FL 34786

    Beautiful TOWHOME AT WINDERMERE AREA. kitchen with upgraded 42`` cabinets, stainless steel appliances. Upstairs vinyl floor, Master suite with walk in closet ,bathroom with dual sinks. Club house with pool.

    Monica Duran MD3 HOMES LLC

    13718 Beckman Dr, Windermere, FL 34786
How to Rent a Home