Windermere Apartments for Rent - 95 rentals

Remarks: Welcome to this beautifully updated home in the highly desirable Enclave at Berkshire Park in Windermere. Situated on an oversized corner lot of approximately .25 acres, this spacious residence offers the perfect combination of comfort, functionality, and curb appeal. Recently refreshed with brand-new interior paint and new carpet throughout, the home also features a newer roof and a spacious 3-car garage. Upon entering, you're welcomed by an inviting formal living and dining area filled with natural light, highlighted by elegant arched entryways and a flexible layout ideal for both everyday living and entertaining. Toward the rear of the home, the open-concept kitchen and family room create a warm gathering space with ample cabinetry, generous counter space, and direct access to the large screened-in patio, perfect for relaxing outdoors or enjoying Florida evenings with added privacy. Upstairs, you'll find four generously sized bedrooms, including an expansive primary suite featuring tray ceilings, arched architectural details, dual vanities, a soaking garden tub, separate shower, and two walk-in closets. One of the guest bedrooms also features its own private ensuite bathroom, making it ideal for guests, multigenerational living, or a private home office setup. A second-floor laundry room and multiple linen closets add everyday convenience. Located in a sought-after Windermere community known for its proximity to top-rated schools, shopping, dining, major roadways, and nearby attractions, this move-in ready home offers exceptional value in one of Central Florida’s most desirable areas. Schedule your private showing today.

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

Listing Agent: Evan Caulfield (407-432-9767)

Remarks: Beautiful two-story home with stunning lake views in the desirable Legado community! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and 1 half bath, offering comfort and functionality in an excellent location. Enjoy a charming front entry with a landscaped garden and a private outdoor space overlooking the lake — perfect for relaxing and enjoying the view. The home offers an open-concept kitchen equipped with appliances, wood cabinetry, and a spacious countertop, ideal for everyday living and entertaining. Large windows throughout bring in plenty of natural light. The primary suite is generously sized and features a private bathroom with dual sinks and a walk-in closet. Additional highlights include a 2-car garage and plenty of storage space. Located in the sought-after Legado community, residents enjoy HOA amenities including a community pool, playground, park areas, walking sidewalks, and beautifully maintained common areas. Conveniently located near Disney World, Horizon West shopping and dining, Hamlin Town Center, Winter Garden Village, major highways such as SR-429 and Florida’s Turnpike, and zoned for some of the top-rated schools in Orange County. Don’t miss this incredible rental opportunity!

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

Listing Agent: Moniele Coelho (407-810-4383)

Remarks: Great House, Great Location! 4 beds and 3.5 baths just a few years old around the corner from the Lakeside Village Center in Windermere. This home is right across the street from the playground and pool center. With decorative pavers for the driveway, huge covered front porch. Choose to run across the street to take a dip in the gorgeous community pool, or sit on the front porch watching your friends and neighbors go by. For more privacy, enjoy the huge covered and screened-in lanai in the back with a back yard having partial block privacy wall on back and one side. Inside the home has a first floor bedroom and full bath, open den/office/formal dining, back study room or office with separate glass door to the back lanai and half bath powder room. The main great room is open living, kitchen, and dinette with French doors and side lights to outside. The kitchen has huge island with sink and breakfast bar, darker cabinets with black granite and crown molding. All stainless steel appliances. The master bedroom upstairs has a walk-in closet, large master bath with Separate vanities. One on each side of the garden tub and a separate walk in shower and a separate toilet room. Bedrooms 3 and 4 are separated by the hall bath, and laundry room with washer and dryer are near the stairs. The garage has a speckled painted floor. The Westside Village community has a nice playground next to the resort style pool and plenty of walking trails around the ponds next to the forest. A great location near the heart of Windermere with A-rated schools and shopping around the corner. You will love calling this place home. Please Email for more info or set up showing. information deemed reliable but not guaranteed. please verify

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Bryce Rysewyk (407-340-1754)

Remarks: Available June 10, 2026! Schedule a showing for this charming 3 bed 2 bath with a loft today! 2 car garage and wonderfully maintained! Located in the beautiful town of Windermere in SummerPort; this community features lake access, beautiful tree lined streets, fitness center, playground, pool, tennis courts, basketball courts, park and clubhouse! Lawn care included in rent. Tenant must provide washer and dryer. This townhome has a peaceful view of a pond directly across the street, and Lake Speer. Great schools are close by, along with grocery stores, shopping, coffee shops, and restaurants! ***Security deposit (equal to first months rent) and first months rent required for move in. Must meet ALL 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: 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: 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: 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: 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: 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: A stunning fully renovated 4 bedroom, 5 bath plus office ready for you! Features the perfect blend of textures and clean finishes with modern warmth and undeniable sleekness. CArefully thought-out living allows for the overall feel of spaciousness. It has a open layout with height ceilling to welcome you, followed by a chef's kitchen, dinning room and living room. Complete with covered summer kitchen and spacious pool deck.

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

Listing Agent: Marilene Auge (407-415-7030)

Remarks: You're going to love this home! The spacious kitchen is exquisite with gorgeous cabinetry, contemporary counters, and stainless steel appliances. The open floor plan is full of natural light, making this home perfect for entertaining. The primary bath is stunning with designer touches, a separate shower, and a garden tub. The Summerport Residential neighborhood offers amenities such as a tot lot, community pool, and much more! Apply online today. See the floorplan in the photo gallery to picture yourself in this home. Live in a tech-friendly home. Smart Home is a monthly service that helps you manage access to your home and save on your energy bill. With our Smart Home features, you can remotely lock and unlock your front door, control your thermostat, and receive notifications about your home - all through the convenience of your mobile device or computer. Learn more about this service at https://www.invitationhomes.com/smarthomes.

Listing is courtesy of: INVITATION HOMES (954-745-2500)

Listing Agent: Tiffany Baker (407-243-7993)