Newest Homes for Rent in Windermere, FL

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  Starting at $1,785

  Total Monthly Price

  • 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

  Casa Mirella

  (689) 407-8119

  

  101 Casa Mirella Way, Windermere, FL 34786
• Explore Windermere

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  Starting at $1,585 Per Month

  • 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

  Citra at Windermere

  (689) 600-2081

  

  11353 Citra Cir, Windermere, FL 34786
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  Starting at $1,738 Per Month

  • 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.

  Addison At Windermere

  (689) 600-3552

  13644 Tortona Ln, Windermere, FL 34786
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  Starting at $1,781

  Total Monthly Price

  • 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 you'll find awe-inspiring day and night.

  Venetian Isle

  (689) 600-3104

  

  6506 San Francesco Way, Windermere, FL 34786
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  Starting at $1,770 Per Month

  • 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.

  MAA Crosswater

  (689) 407-5674

  

  7826 Crosswater Trail, Windermere, FL 34786
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  Starting at $1,653 Per Month

  • 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

  MAA Windermere

  (689) 407-5825

  

  11598 Lachlan Ln, Windermere, FL 34786
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  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Awesome Townhome for rent at Windermere

  7727 Fairgrove Ave, Windermere, FL 34786

  Welcome Home to your beautiful townhome in Berkshire Place, located in Windermere, FL. Move-in ready, End Unit. Great layout with plenty of space. French Doors open up to your private paver courtyard off the living room. brank new vinyl flooring , no carpet. Many great design features, including 9-foot ceilings, an Open Kitchen with Dining, Granite counters for the Kitchen and Baths, a Pedestal

  7727 Fairgrove Ave, Windermere, FL 34786
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  $6,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,713 Sq Ft
  • House for Rent

  820 East Blvd, Windermere, FL 34786

  Fully Furnished Executive Rental in downtown Windermere! Welcome to Sunrise on the Lake, a beautifully renovated, fully furnished executive home on Lake Bessie in Windermere. Tucked along winding lakeside roads, this peaceful retreat is perfectly positioned for stunning sunrises, refreshing lake breezes, and panoramic water views. From the moment you arrive, you will appreciate the exceptional

  Simon Simaan THE SIMON SIMAAN GROUP

  820 East Blvd, Windermere, FL 34786
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  $2,795 Per Month

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

  7242 Serenity Bend, Windermere, FL 34786

  Welcome home to this beautifully appointed 3-bedroom, 2.5-bath townhome in the heart of Windermere! Formerly the community's model home, this residence showcases an open-concept floor plan designed for comfortable living and effortless entertaining. Upstairs, you'll find three spacious bedrooms, two full baths (one en-suite), including a generous primary suite, as well as a built-in work station,

  Ashley Boyd BHHS FLORIDA REALTY

  7242 Serenity Bend, Windermere, FL 34786
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  $3,800 Per Month

  • 5 Beds
  • 4 Baths
  • 3,662 Sq Ft
  • House for Rent

  11848 Gray Rock Trail, Windermere, FL 34786

  PLENTY OF SPACE in this beautiful 5-bedroom/4-bath with fully fenced backyard located in desirable Windermere Trails. The home has tile and luxury vinyl throughout (NO CARPET) with plenty of room for families or individuals. Large open floor plan; kitchen with granite countertops, stainless appliances and walk-in pantry; as well as downstairs guest bedroom with ensuite/Jack & Jill bathroom. The

  Carolyn Hunt TOPSKY REALTY INC

  11848 Gray Rock Trail, Windermere, FL 34786
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  $7,000 Per Month

  • 4 Beds
  • 6 Baths
  • 3,786 Sq Ft
  • House for Rent

  8463 Tibet Butler Dr, Windermere, FL 34786

  Keene's Pointe gated/24-hour attended home featuring 4 bedrooms, 4 full/2 half baths, formal living and dining rooms, loft, and bonus/game room. This spacious home has low maintenance laminate flooring throughout. The master suite is on the first floor with access to the lanai, walk-in closet with customized shelving and bath with tub, shower and two vanities. The kitchen and family room are

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  8463 Tibet Butler Dr, Windermere, FL 34786
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  $3,749 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,897 Sq Ft
  • House for Rent

  6621 Helmsley Cir, Windermere, FL 34786

  Welcome home! This 4-bedroom, 3.5-bath home is available for immediate move-in! This property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Enjoy the large back yard and a screened-in patio!! Upstairs features a large loft area and a lovely porch to relax! You will also have access

  Steve Simpson 407 PROPERTIES

  6621 Helmsley Cir, Windermere, FL 34786
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  $2,650 Per Month

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

  12230 Langstaff Dr, Windermere, FL 34786

  Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering the perfect blend of comfort, style, and convenience. Step inside to find gorgeous hardwood floors and an open living space saturated with natural sunlight that flows into a kitchen featuring granite countertops, stainless steel appliances, and plenty of room for cooking and entertaining. The spacious primary suite

  Linda Mieczkowski COLDWELL BANKER REALTY

  12230 Langstaff Dr, Windermere, FL 34786
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  $3,100 Per Month

  • 3 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • House for Rent

  6650 Bridgewater Village Rd, Windermere, FL 34786

  Located in a highly desirable Windermere-area school district, this beautiful home features a conservation-view backyard and a playground directly in front of the property. The first floor features tile floor throughout for easy maintenance, while all bedrooms are on the second floor. A spacious loft upstairs provides the perfect space for relaxation, entertainment, or a home office. Conveniently

  Liu Zhang JOY ESTATE ENTERPRISE INC

  6650 Bridgewater Village Rd, Windermere, FL 34786
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  $1,350 Per Month

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

  12645 Salomon Cove Dr, Windermere, FL 34786

  1/1 guest house above the garage for rent, included HOA, lawn care, shared internet, garage is not included, one parking spot. Close to shopping center and Disney parks. requirement, income 3X of rent, good credit. NO PETS.

  12645 Salomon Cove Dr, Windermere, FL 34786
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  $3,635 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,857 Sq Ft
  • House for Rent

  4945 River Gem Ave, Windermere, FL 34786

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3779.90. That covers your base rent, $3635.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  (689) 305-2466

  4945 River Gem Ave, Windermere, FL 34786
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  $2,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • House for Rent

  8838 Abbotsbury Dr, Windermere, FL 34786

  Sited in the Preserve at Lakes of Windermere, a gated community, this three-bedroom, two-bathroom home sits in a highly desirable location. This single-story home offers a bright, open-concept floor plan with a formal living room, dinning room, family room, kitchen and breakfast nook. The private master bathroom offers a garden tub, separate glassed shower, dual sinks and large walk-in closet.

  Maria Quintero STOCKWORTH REALTY GROUP

  8838 Abbotsbury Dr, Windermere, FL 34786
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  Starting at $1,945 Per Month

  • 1 - 2 Beds

  1231 Arya Way, Ocoee, FL 34761

  Discover refined active adult living at Arya at Windermere, a premier 55+ community offering luxury and vibrancy of Windermere. Our spacious one- and two-bedroom residences feature impressive finishes and thoughtful designs that elevate everyday living. Residents enjoy resort-style amenities including a massage room, steam room, and a host of social and wellness opportunities in a pet-friendly

  Arya at Windermere

  (689) 600-1108

  

  1231 Arya Way, Ocoee, FL 34761
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  $2,495 Per Month

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

  12982 Kegan St, Windermere, FL 34786

  TOWNHOUSE - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades!! Hardwood floors!! MUST SEE!!

  Arnold Austria A+ HOME RENTALS LLC

  12982 Kegan St, Windermere, FL 34786
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  $2,700 Per Month

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

  12802 Strode Ln, Windermere, FL 34786

  Beautiful townhouse located in the highly desirable Windermere Sound community in Windermere. This spacious home features 3 bedrooms, 2.5 bathrooms, and a detached 2-car garage with a private fenced courtyard, perfect for relaxing or entertaining.The open-concept floor plan offers a modern kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space overlooking

  Alessandra Oliveira FLORIDA CONNEXION PROPERTIES

  12802 Strode Ln, Windermere, FL 34786
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  $2,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft
  • Townhouse for Rent

  13743 Bravante Aly, Windermere, FL 34786

  Beautiful 3-bedroom, 2.5-bath townhome available for rent in the desirable Vineyards community of Windermere. This spacious two-story home offers approximately 1,996 sq. ft. with an open-concept layout, modern finishes, and comfortable living spaces.The first floor features a bright living and dining area, a well-appointed kitchen with stainless steel appliances, ample cabinet and counter space,

  13743 Bravante Aly, Windermere, FL 34786
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  $3,200 Per Month

  • 4 Beds
  • 3 Baths
  • 3,001 Sq Ft
  • House for Rent

  6601 Duncaster St, Windermere, FL 34786

  This distinctive Victorian-style home in the picturesque Lakes of Windermere features 4 bedrooms and 3 bathrooms and over 3,000 square feet of well-designed living space, perfect for families and social gatherings. The inviting front porch and elegant curved staircase create a grand entrance that sets the tone for the rest of the home. Inside, the open-concept family room flows seamlessly into a

  Wenyu Wang

  ANTS REALTY LLC

  (407) 759-4419

  6601 Duncaster St, Windermere, FL 34786
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  $3,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,786 Sq Ft
  • House for Rent

  9094 Outlook Rock Trail, Windermere, FL 34786

  Welcome to your next home in the heart of Windermere—where comfort, space, and location come together beautifully.This impressive 2,786-square-foot single-family residence at 9094 Outlook Rock Trail offers a thoughtfully designed layout with 3 spacious bedrooms and 3 full bathrooms, providing the perfect balance of functionality and style. From the moment you step inside, you’re greeted

  9094 Outlook Rock Trail, Windermere, FL 34786
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  $3,430 Per Month

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

  5457 Gemgold Ct, Windermere, FL 34786

  EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING AND NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a

  (689) 600-2985

  5457 Gemgold Ct, Windermere, FL 34786
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  $2,800 Per Month

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

  11933 Water Run Aly, Windermere, FL 34786

  Welcome to Ashlin Park, one of Windermere’s most sought-after communities! This beautifully maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of style, comfort, and convenience. Built in 2016, the home features an open-concept floor plan filled with natural light, upgraded finishes, stainless steel appliances, and a private courtyard ideal for relaxing or entertaining. A detached

  Brynn Munro CORCORAN PREMIER REALTY

  11933 Water Run Aly, Windermere, FL 34786
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  $7,800 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,835 Sq Ft
  • House for Rent

  7231 Sangalla Dr, Windermere, FL 34786

  Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David

  Matt Kester THE REAL ESTATE COLLECTION LLC

  7231 Sangalla Dr, Windermere, FL 34786
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  $1,600

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  8365 Lookout Pointe Dr Unit Guest Suite, Windermere, FL 34786

  Furnished 1 bedroom, 1 bathroom guest house with private entrance and separated from main house. The bedroom has walk in closet and a queen size bed. The kitchen is a small kitchenette which contains granite counters, a fridge, sink, microwave, coffee maker, extra large convection oven, griddle and four electric single burners. There is no washer and dryer in unit. Located in upscale and safe

  8365 Lookout Pointe Dr Unit Guest Suite, Windermere, FL 34786
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  $3,100 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,970 Sq Ft
  • House for Rent

  12784 Garridan Ave, Windermere, FL 34786

  Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole house. Master

  Jacky Liu YORK MILLS REALTY LLC

  12784 Garridan Ave, Windermere, FL 34786
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  $3,200 Per Month

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

  4548 Blue Major Dr, Windermere, FL 34786

  Located in the highly sought-after Summerport community in Windermere, this move-in ready home offers the perfect combination of location, comfort, and everyday convenience. Zoned for highly rated schools and just minutes from Horizon West, Disney, downtown Winter Garden, shopping, dining, and major roadways including SR-429 and the Florida Turnpike, the location is hard to beat. Inside, you’ll

  Evan Caulfield STOCKWORTH REALTY GROUP

  4548 Blue Major Dr, Windermere, FL 34786
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  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Townhouse for Rent

  12937 Emersondale Ave, Windermere, FL 34786

  A beautiful 3-bedroom, 2.5-bathroom townhouse located in an open community in Windermere, featuring a spacious 2-car garage. It is situated in close proximity to theme parks, as well as excellent schools and daycare centers. This home enjoys exceptional access to community amenities, as it is located on the very same street as the community pool and other outdoor recreational areas. Within the

  Jesus Flores REEURBAN REAL ESTATE SERVICES

  12937 Emersondale Ave, Windermere, FL 34786
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  $2,725 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Townhouse for Rent

  6308 Lake Smith Cir, Windermere, FL 34786

  3 Bedroom, 2.5 bathroom townhome with lake view (Lake Smith). Tile floor throughout the first floor and the master's bedroom on the first floor. LVP on second floor for easy maintenance. Convenient location to Publix, Aldi, restaurants and close proximity to highway.

  Wendy Cheng INTERNATIONAL NETWORK REALTY

  6308 Lake Smith Cir, Windermere, FL 34786
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  $3,995 Per Month

  • 4 Beds
  • 2 Baths
  • 2,373 Sq Ft
  • House for Rent

  17514 Black Rail St, Windermere, FL 34786

  Luxury one-level Mediterranean Style home located in the highly desirable Enclave community at WINDERMERE. This elegant home is Energy Star Certified and also come with Solar Panels, monthly electric bill is only around $33! Step into the grand entryway with extensive natural light throughout, this 4 bedrooms, 2 baths with an office home deliver a bright open atmosphere.Open floor open, well

  Eleanor Wong SUNSHINE REALTY & PROP. MGNT

  17514 Black Rail St, Windermere, FL 34786
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  $6,500 Per Month

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

  11538 Delwick Dr, Windermere, FL 34786

  Available starting on AUGUST 1, 2026. LAWN CARE & POOL MAINTENANCE INCLUDED — Move in and enjoy from day one. Live the Florida luxury lifestyle without the hassle. Nestled behind the exclusive 24-hour guard-gated gates of The Reserve at Belmere — one of Windermere's most prestigious communities — this stunning Mediterranean-style estate offers over 4,000 square feet of refined living with every

  Yana Ogor CHARLES RUTENBERG REALTY ORLANDO

  11538 Delwick Dr, Windermere, FL 34786
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  $2,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Lake Sawyer - Luxury 3/2.5 Condo

  12722 Salomon Cove Dr, Windermere, FL 34786

  3 Bed | 2.5 Bath | 2-Car Garage Townhome in Lake Sawyer, Windermere, FLBeautiful townhouse built in 2010 with courtyard and detached 2 car garage in Windermere. The home has a large front porch with double doors into the kitchen and eat-in area. The great room has double french doors to the courtyard with a half bath downstairs.The kitchen with granite countertops, wood cabinetry,

  12722 Salomon Cove Dr, Windermere, FL 34786
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  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft
  • 3 Bedroom 2 Bathroom Home with large loft / bonus room at Windstone in Windermere!!

  6795 Trellis Vine Loop, Windermere, FL 34786

  This home at Windstone is an attractive two-story home with three bedrooms, two baths, and a two-car garage. It has been designed with a spacious, open area connecting the kitchen with the great room, creating an ideal place for entertaining. The kitchen features and oversized island and a large, walk-in pantry for added storage. All bedrooms and main living areas are on the first floor, for

  6795 Trellis Vine Loop, Windermere, FL 34786
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  $3,099 Per Month

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • House for Rent

  5130 Sun Palm Dr, Windermere, FL 34786

  Welcome home to this charming 3-bedroom, 2-bath home located in the desirable Silver Woods area of Windermere! Available for immediate move-in, this property offers a comfortable and functional layout with spacious bedrooms and bathrooms, a bright kitchen with ample counter and cabinet space, and a large lot perfect for enjoying outdoor living. Lawn care is included with rent! Conveniently

  5130 Sun Palm Dr, Windermere, FL 34786
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  $2,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft
  • Townhouse for Rent

  12702 Salomon Cove Dr, Windermere, FL 34786

  Beautiful 3 bedroom, 2.5 bathroom townhome. All appliances including washer, dryer and ceiling fans. Spacious kitchen, dining area, living room, with all bedrooms and 2 full baths on the second story. Perfectly appointed with large, private outside patio area leading to the 2-car garage. Amenities abound with community pool, playground, walking/jogging/biking paths. MUST SEE!!

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  12702 Salomon Cove Dr, Windermere, FL 34786
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  $3,199 Per Month

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

  14252 Confetti Dr, Windermere, FL 34786

  WATER & ELECTRIC INCLUDED!! MOVE IN JUNE!!Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor! Primary suite

  Justin V LaManna HOMEVEST REALTY

  14252 Confetti Dr, Windermere, FL 34786
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  $2,649 Per Month

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • House for Rent

  4205 Blue Major Dr, Windermere, FL 34786

  Presenting a stunning 3-bedroom, 2-bathroom residence nestled in the coveted Summerport neighborhood of Windermere . This immaculate home combines modern comfort with timeless elegance, providing an ideal living experience.The property boasts proximity to excellent A-rated schools, making it an ideal choice for families seeking quality education within convenient walking or biking

  4205 Blue Major Dr, Windermere, FL 34786
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  $2,890 Per Month

  • 3 Beds
  • 3 Baths
  • 2,175 Sq Ft
  • House for Rent

  13997 Darchance Rd, Windermere, FL 34786

  Available now. 3 Bedroom, 3 Bathroom, 2 car garage. Bonus room on second floor. Tile floor throughout. Covered screen room. Backs on to trail. $100 app fee per adult, $249 admin fee due on move in, minimum security equal to one month rent.

  13997 Darchance Rd, Windermere, FL 34786

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