Windermere Apartments for Rent - 83 rentals

Remarks: Beautiful ground floor unit in the Lakes of Windermere! This unit features 2 bedrooms, 2 bathrooms, ceramic tile flooring throughout and elegant crown molding in the living areas. The kitchen is complete with granite countertops, a breakfast bar and pantry. There is a separate dining area and living room that leads to the large screened in porch. The split floor plan allows privacy, and each bedroom has an attached bathroom. Water, sewer, valet trash pick-up, washer and dryer are all included! This exceptional gated community includes a gorgeous clubhouse, fitness center, huge community pool, beach volleyball area, grills and 24-hour security guard on site. This unit is available July 2026. Photos shown are prior to current tenant move in.

Listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC (407-704-7904)

Listing Agent: Nicholas Wild (407-704-7904)

Remarks: AVALIBALE May 10th, 2026! Beautiful 4 bedroom 2 and ½ bath with a loft and 2 car garage. The kitchen features wood cabinets with granite counter tops and stainless steel appliances. There is a half bathroom on the first floor. Marble counter tops in the bathrooms and the first floor is all tile. Upstairs the washer and dryer are in the utility room just off the loft along with the master suite with three bedrooms and hall bath. The amenities include walking trails, playground, dog park, community pool and fishing dock. Great schools, Lakeside Village Shopping Center with a Publix Supermarket is at the corner. Small/medium pets accepted. No dangerous breeds or mixes of dangerous breeds. Tenant must provide washer and dryer. **Must meet qualifications for approval. *620+ credit, verifiable income must be 3x's the rent amount, no previous evictions, must receive rental history verification (if applicable)**

Listing is courtesy of: METRO CITY REALTY (407-237-3331)

Listing Agent: Jennifer Linton (407-488-9392)

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: Beautiful townhome in desirable Wickham Park. Premium lot with pool view. Townhome features anon floor plan with espresso kitchen cabinets, upgraded backsplash, granite countertops and stainless steel appliances. Private courtyard perfect for grilling and entertaining provides access to two car garage. Upstairs is the Master suite featuring a large window, walk in closet and a master bath with dual sinks. Two additional bedrooms with a full bathroom are also on the second level. Home is walking distance from the community Clubhouse where you will find the pool. Enjoy the community gazebo, walking paths and bike trails. These are some of the many perks of living in Wickham Park. Also, close by are many shops, restaurants and supermarkets. Only a few minutes from Disney.

Listing is courtesy of: DEMAYA REALTY (407-576-6468)

Listing Agent: Victor Jordan (407-576-6468)

Remarks: 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.

Listing is courtesy of: ZARIA REALTY GROUP LLC (407-470-8961)

Listing Agent: Rosa Rodriguez Diaz (787-901-7899)

Remarks: Welcome to Keene’s Pointe in Windermere! Stunning 4-bedroom, 3-bath, one-story pool home in a guard-gated golf community. This move-in ready residence features a spacious open floor plan, formal living & dining rooms, and a gourmet kitchen with granite countertops, stainless steel appliances, and abundant cabinetry. The family room with dual-sided stone fireplace flows into a private sitting area, perfect for relaxing or entertaining. The oversized primary suite offers two walk-in closets and a fully renovated spa-style bathroom. Three additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to your private backyard oasis with a resurfaced pool, new travertine deck, and a fully equipped outdoor kitchen—ideal for Florida outdoor living and entertaining. Landscape and exterior lighting enhance curb appeal and ambiance. Located in Keene’s Pointe, enjoy 24-hour guard-gated security, a Jack Nicklaus-designed golf course, clubhouse amenities, and scenic walking trails. Zoned for top-rated Windermere schools and just minutes from shopping, dining, and major Orlando attractions. Pool maintenance included. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Sharon Brandt (407-310-3623)

Remarks: Spectacular Windermere home offering elegance, comfort, and a highly functional layout. Freshly painted with brand-new luxury vinyl flooring throughout, this 4-bedroom, 3.5-bathroom residence is located in the desirable Windermere Sound community. The home features bright, open living spaces with a seamless flow between the kitchen, dining, and living areas, ideal for daily living and entertaining. The kitchen is well equipped with granite countertops, stainless steel appliances, and a large island. The main-floor master suite provides convenience and privacy, complete with a spa-like en suite and double vanity. Upstairs includes three spacious bedrooms, a versatile loft suitable for a home office or secondary living area, and a conveniently located laundry room. Residents can also enjoy views of nearby Magic Kingdom fireworks just a few miles away. The Windermere Sound community offers resort-style amenities, including a pool, tennis courts, basketball courts, and more, with shopping, dining, and top-rated schools nearby. Important: The in-law suite located above the garage is NOT included in the lease and is not available for tenant use. It is occupied by the owner only occasionally (approximately once or twice a year). The suite has a completely separate entrance, maintaining privacy for the main residence. The garage is fully available for tenant use.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Fernanda Berretta (561-229-6717)

Remarks: WONDERFUL WELCOME HOME IN WINDERMERE. READY TO MOVE IN. TOP RATED SCHOOLS IN A FAMILY COMMUNITY, NEAR DISNEY, DINING AND ENTERTAINMENT, MAY BE RENTED FULL FURNISHED, FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING, so bring your boat, camper, or build the Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION, LOCATION! Zoned for Thornebrooke Elementary, a top-rated school. Hungry but don’t feel like cooking? Take a leisurely stroll to Yellow Dog Eats—your four-legged friend will love the walk, too! At the end of the day, this isn’t just a house—it’s your own personal retreat. Whether you’re relaxing, entertaining, or making memories, this is where everyone will want to gather. Listing rent monthly front house 3 bedroom and 2 bathroom living area, dinning area, Family room. Also the in law in the backyard one bedroom or loft with kitchenette and living area just for $1K add to the lease. Schedule your private tour today!

Listing is courtesy of: REALMULTIPROPERTY LLC (407-412-8598)

Listing Agent: Peter Useche (407-412-8598)

Remarks: Beautifully updated 3-bedroom, 2-bathroom ground-floor condo offering 1,442 sq.ft. of thoughtfully designed living space. This unit has been fully renovated and presents in clean, modern condition with brand new interior paint, new laminate flooring throughout, refreshed ceilings, updated lighting fixtures, new ceiling fans, upgraded appliances, new window blinds, and updated hardware. The result is a bright, cohesive, and move-in ready home. The layout is open and functional, with a spacious living area filled with natural light and a well-positioned kitchen that flows comfortably into the main living space. The split-bedroom floor plan provides privacy and flexibility, suitable for a variety of living arrangements. Ground-floor access allows for easy entry with no stairs, adding everyday convenience. Located in a well-maintained community offering a range of amenities including a pool, clubhouse, fitness center, and tennis courts. The property is positioned with convenient access to major roads, shopping, dining, and essential services. Situated within a desirable school zone including Sunset Park Elementary, Horizon West Middle, and Windermere High School. Clean, fully updated, and ready for immediate occupancy, this property stands out as a well-prepared and comfortable rental option in a strong location.

Listing is courtesy of: PINK MIAMI REAL ESTATE (305-605-7465)

Listing Agent: Denis Bochkov (754-248-4417)

Remarks: LOCATION, LOCATION, LOCATION. Beautiful 4/bed 2.5/bath home in desirable Windermere Trails. Watch Disney fireworks nightly from spacious front porch! The home has tile and luxury vinyl throughout (NO CARPET) with plenty of room for families or individuals. Family room and dining room are downstairs along with a kitchen that features stainless steel appliances and granite counters. Master bedroom is upstairs along with three other bedrooms, laundry room and loft area perfect for an office. In walking distance to Bay Lake Elementary. Community includes clubhouse with large swimming pool, playground, cabanas, greenspace and fitness parks, walking trails and dock access. Conveniently located close to highly-rated schools, shopping and restaurants including Lakeside Village Center, Westside Shoppes and Winter Garden Village, as well as Disney, FL-429, FL-408, and I-4. -- No short-term, AirBnB or roommates. Renter’s insurance required.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Carolyn Hunt (407-257-0937)

Remarks: Fabulous gated one acre Windermere Chain of Lakes Estate with Private tennis court is currently available for lease, This 5 bedroom 3 1/2 bath includes in-law suite with private entrance. New boat dock for the avid boater along with sandy beach for ultimate waterfront entertainment. Enjoy the beautiful west facing sunsets from your large covered patio or dine beside your double sided wood burning fireplace.

Listing is courtesy of: WINDERMERE COCOA BEACH CENTER (407-876-1032)

Listing Agent: Dennis Conklin (407-876-1032)

Remarks: Luxury 1 Bedroom / 1 Bathroom Condo for Rent Experience 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, dining, and entertainment. As a rare and special highlight, enjoy breathtaking Disney fireworks views from home??. Residents also enjoy access to a resort-style community pool, creating a relaxed, vacation-like atmosphere year-round.

Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)

Listing Agent: Haicui Yuan (407-435-0482)

Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

Remarks: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Judy Black (407-810-1803)

Remarks: Welcome to this pristine 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community in the heart of Windermere. Available starting May 1st. Requires one month security deposit. This two-story home features a spacious and functional layout, including a modern kitchen with 42" cabinets, granite countertops, stainless steel appliances, and a large island perfect for cooking and entertaining. The open-concept living and dining areas are filled with natural light and lead out to a private courtyard—ideal for relaxing or hosting guests. All bedrooms are upstairs, including a generous primary suite with an en-suite bathroom and walk-in closet. Additional features include a 2-car garage, central A/C, and forced air heating. Enjoy the resort-style amenities this family-friendly community, such as a community pool, playgrounds, dog park, and walking trails, all while being conveniently close to shopping, dining, top-rated schools, and Orlando’s world-famous attractions. APPLICATIONS ARE NOT ACCEPTED THROUGH ZILLOW. APPOINTMENTS AND APPLICATIONS: CONTACT THE LISTING AGENT.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Francis Acosta (321-429-5014)

Remarks: Beautiful townhome 3 BED, 2.5 BATH + 2 CAR GARAGE. Lake Reams is one of best kept secrets of the highly desired Windermere area of Orlando. Plenty of natural light, nice high ceilings. Block walls between units, all the way through the second floor. Park in your own two-car garage, and enjoy your own gorgeous private courtyard. This community has walking trails, surrounding reservation areas, and a junior Olympic sized swimming pool. The Lake Reams Townhomes community is located near attractions, shopping, A rated Schools, restaurants and much more. MUST SEE!

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Isabel Sirizzotti (407-361-8236)

Remarks: Welcome to your private luxury retreat in the exclusive gated community of Casabella in Windermere. This exceptional fully furnished estate offers over 5,400 square feet of thoughtfully designed living space, featuring 5 bedrooms, 5.5 bathrooms, and a 3-car garage—perfectly blending elegance, comfort, and functionality. From the moment you arrive, the circular driveway and lush, manicured landscaping set the tone for what awaits inside. Step through the doors to discover a light-filled interior with refined finishes, expansive living areas, and designer furnishings curated for both everyday living and effortless entertaining. The home flows seamlessly from indoors to out, where your private backyard oasis takes center stage. Enjoy a resort-style pool and spa overlooking a tranquil pond, surrounded by tropical palms and Florida-native landscaping. Whether you’re hosting under the stars, relaxing in the spa, or gathering around the fire pit by the water, this space was designed for unforgettable moments. The fully fenced backyard provides both privacy and beauty, creating a peaceful retreat that feels worlds away—yet is just minutes from everything. Located in the highly sought-after town of Windermere, you’ll enjoy a rare combination of privacy, prestige, and convenience, with close proximity to top-rated schools, upscale dining, shopping, and Central Florida’s premier attractions. For added ease, lawn care and pool maintenance are included, allowing you to focus on enjoying the lifestyle this home offers—without the upkeep. This is a rare opportunity to lease a turnkey luxury home in one of Central Florida’s most desirable communities. Schedule your private showing today and experience elevated living at its finest. Pet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and additional rent is required for an approve pet . Failure to report any animal intended for residency will invalidate your application and immediately terminate your lease if you are selected. YOU MUST TOUR THE PROPERTY PRIOR TO SUBMITTING AN APPLICATION. Application Process: You will be required to submit the following when you fill out your application: Driver's License/State ID, Income Verification, and pictures, if any, of your pet. This must be done when you apply in order to proceed with your application. APPLICATION FEES ARE NON-REFUNDABLE AND APPLY TO EVERYONE 18+ YEARS OR OLDER. We check: Credit (rental collections and utility collections are red flags) Rental history Employment Background (extent determined by HOA requirements) Gross income must meet or exceed 3 times the monthly rent to qualify for the property you are interested in. Example-Applicant must be able to prove $3000 gross income (verifiable) in order to qualify for home that rents for $1000 a month. What is provable income? A copy of your last pay stub or a letter from your employer will help in determining your income. Sometimes copies of your bank statement or your tax return, W2 forms or 1099 forms are necessary as well. Types of income include, Child Support, Spousal Support, SSI, Retirement and/or Disability, Wages, Parental Support and Student Financial Aid. ALL APPLICATIONS ARE SUBJECT TO OWNER APPROVAL!

Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)

Listing Agent: Tim Schmidt (407-216-8788)

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: 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 2 Car Garage with Rear Entry Alleyway that backs up to a Conservation Area. The Appealing Floorplan Features Living Room/Office upfront, Beautiful Open Kitchen with 42-inch Cabinets, Granite Counter Tops & Stainless-Steel Appliances! Special fixtures throughout include Ceiling Lamps & Fans, Crown Moldings, Plenty of storage & Large adjoining Family Room. Light floods the space creating a warm welcoming place to call home. Upstairs features a Large Master Suite with Walk-In Closet overlooking the conservation area, a Master Bathroom with a Large Walk-In Shower, a Separate Garden Tub & Double Vanity with Granite Counters. The Second Bedroom has its own Private Bathroom. The Laundry Closet is also conveniently located upstairs. The Courtyard offers a Private Cozy with Outdoor Furnishings perfect for Entertaining family and friends. The community has a Pristine Pool, Biking/Walking Trails, and a Beautiful Landscape. This Prime Location offers Shopping, Dining, Entertainment and Great Schools, all within minutes. Easy Access to Main Highways. Townhome is partially furnished. Select furniture pieces have been added or staged for marketing and illustration purposes. Not all items shown are included with the property. It is a Fantastic Home in a Great Location! Text for an appointment before is gone!

Listing is courtesy of: ELITE REALTY ENTERPRISES LLC (407-683-4515)

Listing Agent: Ernesto Cisneros (407-683-4515)

Remarks: Beautiful house for rent in Windermere!! location, location and location. 3 bedrooms, 2 baths, 2 car garages. Beautiful large backyard and screen porch. Great school system. House is in highly desirable Lakes of Windermere! NO CARPETS!! The interior is FRESHLY Painted in alabaster tones, 3 Bedrooms, 2-baths, property is loaded with upgrades and has purposeful utility and functionality. Enter into the living room and dining room areas with Luxury-vinyl, wood-patterned floors throughout all the house, custom paint, split plan, Updated bathroom, Large Primary Suite with large storage/walking closet room, beautifully stone counters tops, Garden tub, separate shower, Beautiful Kitchen! Brand new Quartz Counter Tops, island & breakfast bar, upgraded stainless appliances, large pantry, with breakfast nook plus a Large adjoining Family room! An extended, covered Lanai/porch with no neighbors in the back. Plus 2-car garage too! Windermere public and private schools are just one to three miles away, convenient to shopping. Living in the Lakes of Windermere means access to top-notch amenities, including a community pool, tennis and basketball courts, and several playgrounds. Plus, you’re zoned for **A-rated schools** and just a short drive from **Disney Parks**, world-class dining, and upscale shopping. Don’t miss your chance to own this exceptional property, Great opportunity!!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maria Castro Aversano, Pa (201-694-3982)