Windermere Single Family Homes For Rent - 46 homes

Remarks: MOVE IN NOW-Water & electricity included 1x1 above garage apartment!! Full kitchen & bathroom!! Washer & dryer! Separate entrance in back! 1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom. Washer & dryer in laundry closet. Garage/apartment is detached from the main house. Tenants renting garage apartment will utilize street parking. (Garage parking & driveway parking area is designated to main house tenant's ) Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Lawn care HOA responsibility. Renters insurance required. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $400.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- Tenant is responsible for obtaining/paying for internet & or cable.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Joanne Bracero (407-399-8469)

Remarks: Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area, opens to the family room with stately built-ins and a fireplace. Featuring smooth quartz counter tops and stainless-steel appliances, the kitchen offers a breakfast nook for casual dining. The primary suite boasts a private bath with his-and-her vanities and a walk-in shower with a tub, while two additional bedrooms also offer beautifully finished private baths. Complete with a new boat dock, the fenced manicured grounds perhaps best capture the panoramic lake views. RENTAL APPLICATION MUSTBE SUBMITTED AND APPLICABLE FEE PAID TO THE ISLEWORTH COMMUNITY ASSOCIATION.

Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)

Listing Agent: Michelle Corbin (407-491-2690)

Remarks: LOCATION!! LOCATION!!! This stunning house has a large kitchen with a large central island, with quartz and also has a back splash, and a large pantry room, and a casual dining room. The first floor is entirely super charming and elegant porcelain title. The outside has a balcony and also space to have your party outdoors. There are two more rooms with a large space. The master suite on the second floor with two large closets, a luxurious bathroom with a bathtub and separate shower, and two double sinks. There are three more large rooms and a cinema with a super cozy space for you and your family. This house is located near Disney, and Winter Garden Village, and also next to the school, like 5-minute walk. , call now and schedule your visit, this house is ready for you to live in and enjoy with your family.!!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Gilson Rodrigues (407-989-2033)

Remarks: Welcome home to your Windermere Isle Mediterranean estate. From the minute you arrive at this move in ready, model like home, you are greeted by a cozy hand cut stone façade & barrel tile roof reminiscent of rich Tuscan architecture. The brick paver driveway leads you to the inviting front porch & through the leaded glass front door to an open floor plan featuring your formal living & dining rooms. The spacious foyer opens up to the great room & gourmet kitchen with breathtaking views of your screened custom pool & covered lanai. Your chef's dream come true gourmet kitchen is well equipped with a large Quartz cooking island with upgraded wainscoting, pendant lights, level 3 kitchen cabinets with crown molding & upgraded handles, dual built-in ovens with a smart convection oven, a natural gas cooktop with a microwave & hood vented to the outside, glass tile backsplash, Whirlpool Gold Series stainless steel appliances and a walk-in pantry. The adjacent breakfast nook & great room open up to the extended 31'x9' covered lanai, making this the ideal area to entertain your guests. Speaking of entertaining, no expense was spared on your privately fenced custom resort style Dreamscapes gas heated, salt water pool & spa, featuring a water fall with 2 cascading bronzed bowls over sparkling Anthracite tile and a sunshelf with bubbler; your ideal lush oasis to escape to as you enjoy your favorite libation after a long day. The spacious rich Travertine pool deck offers plenty of sun bathing options & leads to the bar featuring a stainless steel Paradise Grill ready to cook up your culinary creations. A guest bedroom is conveniently located on the first floor with a walk-in closet & adjacent en-suite bath with tub and shower. The stairs feature an upgraded wrought iron railing and lead you to the 2nd floor bonus room featuring a built in library bookshelf & desk with rolling ladder; the ideal room that can easily accommodate a home theatre, a fitness or yoga studio, home office, game room or your desired flex space. The serene master retreat is privately located in a split floor plan configuration and features Cortec luxury vinyl planking, 2 walk-in closets & a spacious master bath with dual Viatera Quartz vanities with upgraded tile motif wall accents, separate shower & bathroom stalls & a garden tub. The Disney fireworks are just a glimpse away through your master bedroom window. The remaining bedrooms all feature durable Cortec luxury vinyl planking and walk-in closets with the 4th and 5th bedroom sharing a Jack and Jill bath. Peace of mind & energy efficient living at its best with 2 Ring doorbells, 2 Nest smart thermostats, iAquaLink pool automation with mood lighting, upgraded wood plank look ceramic tile floors, barrel tile roof, double pane low E windows throughout, tankless water heater, Tesla car charger in the 3 car garage, and R-38 blown insulation & rigid foam filled concrete block walls; leading to an HERS 60 energy efficiency rating for this Beazer built Sequoia II home. Windermere Isle also features a community pool and cabana, play ground, pond front park with bbq grills with the HOA taking care of the lawn care & fertilization. All this in a great location with excellent schools & just minutes from Disney, Historic Winter Garden, major highways, the Cinepolis Luxury Cinema, shopping at Hamlin Town Center or Winter Garden Village or to visit one of the many close by restaurants that are sure to curb any craving that you may have.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: T.J. O'Donnell (317-246-8190)

Remarks: Welcome to this stunning FULLY FURNISHED luxury estate in the GUARD-GATED community of Lake Butler Sound in Windermere. Designed in timeless French Country style, this remarkable residence offers an effortless blend of elegance, comfort, and refined living. Beautifully appointed and professionally furnished throughout, this turnkey home is ready for immediate enjoyment. From the moment you arrive, the home’s stately architecture and meticulously landscaped grounds create an unforgettable first impression. Inside, soaring ceilings, exposed wood beams, elegant chandeliers, and custom architectural details combine to create warm, sophisticated living spaces filled with natural light. The thoughtfully designed floor plan offers seamless flow between the formal living and dining rooms and the spacious family room, making it ideal for both intimate gatherings and grand entertaining. At the heart of the home is a chef’s kitchen featuring premium Viking appliances, an oversized center island, abundant cabinetry, and a generous walk-in pantry. Whether preparing everyday meals or entertaining guests, this kitchen is as functional as it is beautiful. The home features five spacious bedrooms, including an elegant primary suite that serves as a private retreat. Complete with a sitting area, direct lanai access, a spa-inspired bath with soaking tub, oversized walk-in shower, dual vanities, and an expansive custom walk-in closet, the owner’s suite offers the perfect place to unwind. Each additional bedroom provides generous accommodations with its own character and comfort. A dedicated executive office offers a quiet, inspiring workspace for remote professionals or those seeking a private study. Step outside into your own resort-style backyard, where lush tropical landscaping surrounds a sparkling pool and spa, creating a peaceful and private oasis. Relax beneath the covered lanai, enjoy your favorite sporting events on the outdoor television, or spend evenings entertaining in one of Central Florida’s most desirable outdoor settings. Modern luxury extends throughout the home with a whole-home Sonos sound system, allowing you to enjoy premium audio in virtually every room. Lake Butler Sound is one of Windermere’s premier luxury communities, offering 24-hour guard-gated security and an exceptional location just minutes from renowned dining, upscale shopping, championship golf, and Orlando’s world-class attractions. Residents also enjoy access to top-rated public schools and many of Central Florida’s premier private and preparatory schools. Luxury, comfort, and convenience come together in this extraordinary fully furnished residence. Schedule your private showing today and experience everything this exceptional home has to offer.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Alexis Jacobsen (407-900-0771)

Remarks: Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this remarkable home presents an unparalleled opportunity to experience the epitome of high-end living. As you step inside, you'll be greeted by an aura of sophistication that permeates every corner of this lavish residence. With 6 generously appointed bedrooms and 6 full bathrooms accompanied by 2 half baths, there is no shortage of space for both family and guests. The residence boasts a thoughtfully designed layout that effortlessly combines practicality with aesthetics. The heart of this home is its modern kitchen, complete with top-of-the-line appliances and an oversized kitchen island, perfect for culinary enthusiasts and those who love to entertain. Seamlessly flowing from the kitchen is a spacious living area adorned with luxurious finishes, creating an inviting atmosphere for relaxation and social gatherings. A standout feature of this home is the bonus room, offering versatile space for a home office, entertainment center, or a personal gym - the possibilities are endless. The 3-car garage provides ample storage for vehicles and more. Step outside to your own private oasis, where a meticulously landscaped backyard awaits. The summer kitchen offers an ideal setting for outdoor dining and entertaining, while the lush greenery and serene surroundings provide a sense of tranquility. The oversized pool takes center stage, beckoning you to indulge in a refreshing dip or bask in the sun-kissed luxury. This residence is being offered fully furnished, allowing you to move in seamlessly and immediately begin enjoying the luxurious lifestyle it provides. Every detail, from the grand entrance to the intricate finishes, has been carefully curated to create an atmosphere of luxury and sophistication. Don't miss your chance to live in this unparalleled piece of Windermere's real estate. Schedule a private showing today to experience the grandeur and elegance of 3999 Isabella Cir firsthand.

Listing is courtesy of: DELUCA REAL ESTATE SERVICES CORP (407-690-9941)

Listing Agent: Lucas Desouza (407-690-9941)

Remarks: 5 bedroom, 3 bath home nestled in the community of Windermere Sound. Located near schools, parks, shopping and more, this home is waiting for you! A Large house like this, is sure not to last long.

Listing is courtesy of: BLUEHOUSE REALTY GROUP LLC (929-391-3985)

Listing Agent: Donny Hang Fung (929-391-3985)

Remarks: Explore luxurious living in this modern Keenes Pointe rental home, seamlessly blending elegance and comfort. Embrace the picturesque views of the golf course from your backyard. Recently updated with tasteful tile throughout, the interior boasts three bedrooms on the first floor, including a master suite and a spacious office. The second floor features a large bedroom with balcony. See the virtial tour.

Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)

Listing Agent: Hans Welbergen (407-701-6814)

Remarks: One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining. The home offers 7 bedrooms, 5½ bathrooms, a media room, loft, dedicated office, storage room, and separate formal living and dining rooms. Elegant design elements throughout include volume ceilings, designer niches, granite countertops, stainless steel appliances, natural gas cooking, washer and dryer, an under-stairs storage closet, security system, and a spacious three-car garage. A convenient Jack-and-Jill bath with double vanity adds functionality for family or guests. The first-floor primary suite is a private retreat featuring a spacious bedroom with a bay window overlooking the pool and two custom walk-in closets. A sitting area between the bedroom and bath provides space for comfortable chairs or a nursery setup. The luxurious primary bathroom includes dual vanities with abundant counter space, a large soaking tub, and an impressive walk-through shower with dual benches and multiple shower heads. The kitchen is ideal for the home chef, showcasing a large center island with additional storage and two pantries. It opens seamlessly to the family room, dinette, and outdoor living area, creating the perfect layout for gatherings and daily living. Step outside to your private backyard oasis featuring a designer custom pool and spa with waterfall and fountain features, elegant travertine decking, and plenty of space for outdoor entertaining. Two sizeable side yards offer additional room for recreation and privacy. Waterstone is a highly sought-after community located on the shores of Lake Butler, offering 24/7 guarded security, scenic walking trails, beautiful stone accents, and distinctive architecture. Residents also enjoy a private gate to Windermere Preparatory School. Conveniently accessing Walt Disney World, one can even watch the Disney fireworks from the community. Also in proximity are area theme parks, excellent shopping and dining, and major highways including State Road 429 and the Florida Turnpike for easy travel to downtown Orlando, Orlando International Airport, and the region’s booming medical corridor.

Listing is courtesy of: MAXLIFE REALTY LLC (321-373-3536)

Listing Agent: Ryan Solberg (407-748-3436)

Remarks: Beautiful rental home in the desirable **Windermere Landing** community! This freshly painted 2-story home offers approximately **2,139 sq. ft.**, featuring **3 bedrooms, 2.5 bathrooms, and a 2-car garage**. The home has a bright **open-concept layout**, spacious living and dining areas, and a functional kitchen with **granite countertops** and plenty of cabinet space. Bathrooms also feature granite countertops for an upgraded look. Enjoy a prime Windermere location with easy access to **CR-535, SR-429, Florida Turnpike, SR-408, and I-4**. Conveniently located near **Disney, Disney Springs, Winter Garden Village, Dr. Phillips/Restaurant Row, shopping, dining, schools, and major attractions**. Move-in ready and perfectly located, this home offers comfort, convenience, and a highly desirable Windermere lifestyle!

Listing is courtesy of: FLORIDA LEGACY REALTY LLC (407-914-6402)

Listing Agent: Sergio Duarte Saavedra (407-914-6402)

Remarks: 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 centered in the home with multiple doors to the lanai. The family room has a two-story ceiling with gas fireplace and built-ins. Upstairs you will find a loft with built-in cabinetry that can also be a study, bonus/game room over the garage with full bath and three additional bedrooms (one is an en-suite and the other two share a hall bath). The back yard is spacious and has a large pool/spa with fencing and covered lanai. There is also a three car garage large enough to house a golf cart. Shallow well for irrigation, newer roof and gutters are just some of the great features of this home.

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Teresa Stewart (407-493-3057)

Remarks: Discover 7454 Tattant Blvd -PM in Windermere, FL: a well-maintained single-story home offering 3 bedrooms and 2 bathrooms. The residence features no carpet throughout, a fantastic screened lanai for outdoor living, and a large fenced yard ideal for privacy and activities. Located in a sought-after area with community amenities and a walking trail directly behind the home, this property combines convenient access to nearby resources with comfortable, low-maintenance living.

Listing is courtesy of: A+ HOME RENTALS LLC (407-557-8929)

Listing Agent: Arnold Austria (407-729-5663)

Remarks: Beautiful 3-bedroom, 2-bathroom home with a bonus office/flex room in a highly desirable Windermere community. This spacious home features separate living, dining, and family rooms, along with a large primary suite and a luxurious bathroom with a Jacuzzi tub. Enjoy relaxing on the screened patio, perfect for outdoor living year-round. Conveniently located near shopping, restaurants, grocery stores, and just minutes from Walt Disney World Resort and Universal Orlando Resort. Situated in a top-rated school district and a quiet, family-friendly neighborhood, this home offers comfort, convenience, and an exceptional location.

Listing is courtesy of: CITY CAPITAL GROUP INC (407-864-5531)

Listing Agent: Wade Darius (407-864-5531)

Remarks: 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 the best place for family and friends' gatherings. You can also enjoy Disney fireworks every night. Downstairs there is a large master bedroom, upstairs has two bedrooms and large play space. Master bathroom has double sink, granite countertop, and a large shower room. Laundry room with a large space for storage. This highly sought-after community features quality built and well-maintained homes. Amenities include walking trails, playgrounds, and a huge community pool. A-rated schools and Shopping Center with Publix Supermarket is just at the corner. Easy commute to most parts of Orlando. Basic tenant requirements: 675+ credit score, no BAD history, no BAD RENTAL history, income 3x monthly rent as a household.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Daniel Zheng (407-683-1881)

Remarks: Welcome to this beautifully maintained single-story home located in the highly sought-after Waterstone community in Windermere. Offering 4 bedrooms and 3 full bathrooms, this residence combines comfort, functionality, and elegant living in a prime Central Florida location. The spacious floor plan features a large living room with a cozy fireplace, a centrally located dining area, and an open-concept kitchen designed for both everyday living and entertaining. The kitchen offers expansive counter space, abundant cabinetry, and a hidden walk-in pantry for added convenience and storage. Privately situated on the south side of the home, the primary suite features large sliding glass doors leading directly to the pool deck and cabana, creating a true retreat atmosphere. The luxurious primary bathroom complements the space perfectly. The second bedroom includes its own private full bath, while bedrooms three and four share an additional full bathroom. Every bedroom is generously sized and includes ample walk-in closet space. Additional highlights include an inside laundry room conveniently located near the kitchen and direct access to the oversized two-car garage. Step outside to your own private oasis. Fully walled and screened for maximum privacy, the pool and outdoor entertaining area provide the perfect setting for relaxing or hosting guests year-round. The home has been meticulously cared for, with regular maintenance and servicing of all appliances, systems, lawn care, and pool maintenance. Residents of Waterstone enjoy the peace of mind of a 24-hour guard-gated community, ideally located along Winter Garden-Vineland Road with convenient access to major highways, premier shopping, dining, and entertainment. Downtown Orlando is approximately 25 minutes away, Orlando International Airport (MCO) is just 35 minutes away, and world-famous theme parks along with Restaurant Row on Sand Lake Road are all within a 20-minute drive. Don't miss this opportunity!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Charles Kohlinger (407-421-9188)

Remarks: Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the attractions' fireworks display, this property offers privacy and living at its finest. It was recently painted and is ready for occupancy. A second story guest suite, granite counter tops, full appliance package, including washer and dryer will make you the envy of your social circle. You will enjoy peace of mind knowing that rent includes lawn care and the property is professionally managed. Hurry and make an appointment to view, as this will not last.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Charles Woolley (407-733-8665)

Remarks: Available on AUGUST 1, 2026. Move in and enjoy from day one. Inside exclusive 24-hour guard-gated Reserve at Belmere — one of Windermere's most desirable communities. Thr Estate offers over 4,000 square feet of living space. 6 bedrooms, 4.5 bathrooms, a dedicated home office with French doors, and a generous bonus room that's perfect as a playroom, home theater, or game room, there's space here for everyone — whether you're working from home, raising a family, or hosting guests in style. The gourmet kitchen is the true heart of this home, featuring a gas cooktop, double ovens, granite countertops, a breakfast bar, and a sunny breakfast nook. It flows seamlessly into a warm, inviting family room with a fireplace. The downstairs primary suite is your personal retreat, complete with serene pool views and a spa-inspired bath featuring a jacuzzi tub, walk-in shower, and dual vanities. Upstairs, four additional bedrooms — including a convenient Jack-and-Jill configuration — offer flexibility and privacy for family and guests alike. Step outside to a beautifully appointed outdoor living space with a large paved patio, outside full bathroom, summer kitchen. Take advantage of community amenities: fitness center with water views, two tennis courts & basketball courts, volleyball court, and fishing pier. The Reserve at Belmere delivers peace of mind alongside unmatched prestige. Call leasing agent to schedule private tour. Additional fee : $150 monthly pool care

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Yana Ogor (904-400-4192)

Remarks: 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. Great backyard area with covered lanai facing conservation. You will not need a car to get to the community's amenities from this home. Enjoy nightly fireworks from your front porch. Lakes of Windermere is conveniently located in the heart of Windermere and offers great amenities, including swimming pool, picnic area, playgrounds and a beautiful lake gazebo. It is just minutes away from Disney attractions, I-4, Winter Garden Grove Shopping and Restaurant Center, SR 408, Florida Turnpike and much more.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Maria Quintero (407-509-0849)

Remarks: RECENTLY RENOVATED 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 gas fireplace. Enjoy the outside grill area and large fenced-in yard. The home has an oversize 2 car garage with a golf cart entrance for those golf enthusiasts.

Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)

Listing Agent: Michelle Corbin (407-491-2690)

Remarks: 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 has inviting garden tub, walk-in shower, and an enormous walk-in closet as well as separate vanities!! washer/dryer hookups in utility room as well. A/C, water heater and washer & dryer are new. Resort-style amenities such as exercise room, clubhouse, pool, tennis courts, basketball courts, volleyball/beach area, and a tranquil dock area with amazing views. Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Water and electricity included! Lawn care HOA responsibility. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $500.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- (1x1 garage apartment rented separately but owner will consider renting all on one lease with main house if you are interested (rental price to include main house and 1x1 garage apartment would be negotiated) - 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom- ideal for guests, extended family, office space etc. )

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Joanne Bracero (407-399-8469)