Windermere Apartments for Rent - 94 rentals

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: Beautiful 3 bedroom, 2 bathroom single family home located in Windermere. Great kitchen with stainless steal appliances, Master bedroom has large walk in closet. Master bathroom offers dual vanities, soak tub, and separate walk in shower. All rooms are spacious and have laminate floor. A+ rated schools located just minutes from shopping, dining, golfing, 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 Waterstone Windermere, with tranquil living and charm, this area boasts connecting lakes, ideal for boating and walking. this property consist of 5 bedrooms, 5 full bathrooms and 2 half baths. it’s 10-15 mins drive from Disney many restaurants and bars, Reputable schools and many other features.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-299-3000)

Listing Agent: Kimroy Mussington (407-299-3000)

Remarks: 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 an oversize pool, fitness center, clubhouse, fishing pier on community lake and 24 hours security. Enjoy the conveniences and beauty of this community of your own large private lanai.

Listing is courtesy of: RED DOOR INVESTMENT GRP LLC (321-972-1172)

Listing Agent: Amanda Beckman Ochs (407-552-6174)

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.

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

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

Remarks: Windermere Home, Backs Up To Wooded Area! This spacious and beautifully maintained 4-bedroom, 3.5-bathroom home offers 2,632 square feet of living space and backs up to a serene, wooded area, providing privacy and scenic views. Freshly painted throughout, the home features a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. Enjoy a formal dining room, generously sized bedrooms, and a convenient second-floor laundry room equipped with a front-load washer and dryer. Additional features include a three-car garage, community pool, and playground. Lawncare Included! Sorry, No Roommates & No Pets Allowed!! Application Fee: $50/adult (18+) Full Credit/Skip/Eviction/Background check is done on all applicants. **Please have the following documents ready to attach as JPEG or PDF: Drivers License & Pay Stubs (3)**

Listing is courtesy of: PREMIER MANAGEMENT GROUP INC (407-370-4400)

Listing Agent: Ken Warren (407-370-4400)

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. Note: The virtual tour was produced before we installed the closet in the upstairs bedroom. See picture of upstairs bedroom.

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

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

Remarks: Well maintained townhouse in the desirable Windermere area, GOOD RATED SCHOOLS. END UNIT. This townhouse has a beautifully designed floor plan. All bedrooms are upstairs. Ceiling FAN in all bedrooms. GRANITE countertops throughout a top of the line kitchen. STAINLESS STEEL appliances. Washer and Dryer included. PAVER PATIO, partially covered and FENCED. Yard Maintenance INCLUDED. NO PETS! The community includes: Community Pool, Playground, Tennis and Basketball courts. Close to Shopping - Winter Garden Village, Hamlin Shops, Dining, Disney and 429, 408 and I-4. Available JULY 18th, don't miss this opportunity! The current tenants are in the process of moving out, you will see furniture, packages and moving boxes everywhere around the property.

Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)

Listing Agent: Elizabeth Ferreira Figueira (321-697-8360)

Remarks: Location, Location, Location! Amazing 3 bedroom 2.5 bath, 2 story townhome located directly accross the street from the park in Summerport! Windermere!! Super clean, updated townhouse. Wood floors throughout. Stainless Steel appliances. Master is on the bottom floor. Second floor features a loft, as well as 2 bedrooms and a bathroom. 2 car rear entry garage. Sit back on your front porch with your coffee and take in the views of the park direcly accross the street. If you want to get your nails done, grab pizza, or stop in for Kellys home made ice cream, its a stone throw away. Top rated school zones, highways, great restaurants, and shopping all near by. This community features a clubhouse, walking trails, multiple playgrounds, tennis courts, basketball courts, fishing piers, beach, swimming pools, schools, and even a commercial plaza for your everyday needs! This will not last long. Call now to schedule a showing! buyer/buyers agent to verify all information in the listing is correct.

Listing is courtesy of: CROWN REALTY COMPANY (407-595-9809)

Listing Agent: Aleem Kanji (407-595-9809)

Remarks: 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.

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Rafael Izquierdo Lasaracina (407-301-4884)

Remarks: 3-bedroom, 2.5-bath single family pool home in Lakes of Windermere community. Spacious layout with separate living, dining, and bonus room. The kitchen features a breakfast bar, which is open to the formal dining and dinette areas that overlook the pool/patio. Pool deck/patio is fully screened, and pool service is included. Washer/Dryer are located in the interior laundry room, leading to a two-car garage. There is a total of 2,790 square feet, and 2,229 square feet under air. Community amenities include a pool, picnic area, tennis court, and playground. All information is deemed reliable, but not guaranteed. Listing Brokerage does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. All residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month as additional rent, which includes renters insurance, credit building to help boost your credit score with timely rent payments, our best-in-class resident rewards program, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, online resident portal for easy online rent payments & maintenance reporting, HVAC air filter delivery (for applicable properties), and much more! More details available upon application.

Listing is courtesy of: WILSON MANAGEMENT GROUP (407-896-1200)

Listing Agent: Lionel Hebert (407-641-0975)

Remarks: Beautiful private studio apartment featuring an independent entrance and modern finishes. This unit includes a refrigerator, kitchen area, microwave, electric cooktop, washer and dryer. All appliances are practically brand new with less than 4 months of use. Enjoy the comfort of an independent central A/C and heating system. Perfect for 1–2 occupants looking for a clean, comfortable, and convenient place to call home.Monthly rent includes utilities. Located in the desirable Windermere area, close to shopping, dining, and major roads.

Listing is courtesy of: MELIN REALTY LLC (407-683-8713)

Listing Agent: Stefany De Faria (407-276-0318)

Remarks: Welcome to 7365 Brightland Street, a stunning 2-bedroom, 2.5-bathroom end-unit townhome nestled in the highly sought-after Lake Burden Townhome Community in Windermere, FL 34786. Offering 1,308 square feet of pristine living space, this home blends upscale comfort with effortless indoor-outdoor living, just moments from top-tier shopping and world-famous attractions. The second floor features two spacious primary suites, both designed with elegant tray ceilings, recessed lighting, and ample closet space. Enjoy a large, eat-in kitchen fully equipped with a center island, bar top seating, a tile backsplash, and matching appliances. Enter the home through a stone-wrapped front porch or utilize the private, vinyl-fenced rear courtyard complete with a brick-paver patio area perfect for grilling. Includes a detached 2-car garage accessible via the rear alley, providing extra storage and secure parking. Washer and dryer are conveniently located on the same level as the bedrooms. Enjoy living in a neighborhood renowned for its pristine lakes, brick-paved streets, and exceptional school districts. Located just minutes away from Walt Disney World's Magic Kingdom, letting you catch the fireworks from the comfort of your local community. Right down the road from Lakeside Village Windermere and a short drive to Winter Garden Vineland Road for grocery stores, boutique shops, and cafes. Quick access to SR-429, Interstate 4, and the Florida Turnpike makes driving to Downtown Orlando or the airport seamless. Access to excellent community perks, including a clubhouse, playground, resort-style pool, and walking paths.

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

Listing Agent: Nedy Trent (954-663-6428)

Remarks: 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 Weekley Homes, this nearly 4,000-square-foot residence is thoughtfully designed for both everyday living and entertaining. The home features four bedrooms on the first floor, including two bedrooms positioned on the same side of the home that are connected by a shared playroom or bonus space, while each bedroom maintains its own private en suite bathroom. A formal dining room, dedicated private office, and spacious family room provide multiple areas for gathering and daily living. A convenient pool bath is located just off the main living area with direct access to the pool patio. Upstairs, a large loft-style game room offers flexible living space along with a private fifth bedroom featuring its own full bathroom, making it ideal for guests or multigenerational living. Outdoor living is equally impressive with a luxurious paver patio, screened-in pool, and low-maintenance turf backyard, creating a private retreat perfect for year-round Florida living. The home is also fully wired with a comprehensive CCTV security system featuring 21 cameras for added security and peace of mind. Residents also enjoy the prestigious opportunity to become members of the Golden Bear Club, featuring a full-service golf course and clubhouse located in the neighboring community of Keene’s Pointe. Homes in Casa Del Lago rarely come to market, making this a unique opportunity to live in one of Windermere’s most exclusive gated communities.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Matt Kester (772-494-8550)

Remarks: Location!!! Amazing Townhome in the desire area at Windermere, FL. Is a corner house with 3beddrom, with a suite and a jack and Jill bathroom. This unit will not last long.

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

Listing Agent: Debora Staben Passos (407-860-7889)

Remarks: 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 to the gorgeous community swimming pool, playground, and basketball court which are all located just steps from the house. Act now! This one won't last long! All applicants are required to do a credit and background check.Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements. Lawn care is included with rent!

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Steven Simpson (407-545-2594)

Remarks: 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 curb appeal and expansive front deck overlooking the lake. Chicago brick pavers lead to a mostly single-level, open-concept layout designed for comfort and entertaining. The European inspired living space features a bright dining area with large picture windows and a welcoming family room with premium amenities, including a Sony flat-screen TV, Bose soundbar, electric fireplace, stand-up arcade with 100+ games, foosball table, plus board games and books. The fully equipped kitchen offers stainless steel appliances, remarkable lake views, and opens to the dining area with comfortable seating for eight. Bedrooms provide relaxing, private spaces with views of the home’s half-acre setting. Outside, enjoy a private moon garden with orchids, a shaded dining area beneath a grand oak tree, and a spacious deck perfect for soaking up the Florida sun and enjoying the calm water. The home has recently undergone a complete remodel, with new or newer furnishings throughout, including updated appliances.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Simon Simaan (407-558-1396)

Remarks: 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, while the main level features inviting living and dining spaces that flow seamlessly into the kitchen. The kitchen is enhanced with quartz counters, stainless steel appliances, and tile backsplash. The downstairs also includes a laundry room and half bath. Step outside to your private enclosed outdoor living area—perfect for relaxing, grilling, or gathering with friends and family. A two-car garage provides ample storage and convenience. Ideally situated across from a scenic park and tranquil pond, enjoy peaceful water views right from your front doorstep. The community pool is just a few steps away, offering the perfect spot for fun-filled Florida days. Location is everything, and this home delivers! Enjoy the convenience of being within walking distance to schools, grocery shopping, restaurants, and everyday essentials. Plus, you're just minutes from Disney, Universal Studios, world-class attractions, shopping, dining, and major roadways. Don't miss this rare opportunity to lease a former model home in one of Windermere's most desirable locations! First, last, and security are requested by the Landlord. Application fee is ~$40 per person 18 years of age or older. There's a one time administrative fee of $75. Tenant is responsible for all utilities. The lawn care in the front of the home will be maintained by the HOA. *** No Smoking. No Pets ***

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

Listing Agent: Ashley Boyd (321-209-5540)

Remarks: 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 master bedroom with large ensuite is on the second floor along with 3 other bedrooms, 2 full bathrooms, laundry room and spacious bonus room. Community includes large 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: 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 includes a walk in shower, twin vanities, and a well designed layout. Bedrooms two and three share a convenient Jack and Jill bathroom, making this home ideal for families or guests. Enjoy the outdoors in your private fenced courtyard, perfectly situated between the home and the two car garage — great for relaxing, gardening, or hosting friends. Located in an ideal neighborhood with walking paths, a community pool, and top rated schools, this home offers a lifestyle that’s hard to beat. You’ll love being just minutes from Disney, shopping, dining, and everything Horizon West has to offer.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Linda Mieczkowski (321-695-5284)