Windermere Apartments for Rent - 94 rentals

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: Welcome to Lakeside of Windermere!!! This Luxury Lifestyle Community is conveniently located across from shopping plazas which provide Publix Grocery, restaurants and shops. Enjoy top quality amenities including resort swimming pool, fitness center, clubhouse, playground, outdoor beach volleyball, and fishing pier on Lake Burden. This condo is in a highly desirable area of Windermere, just minutes from Disney World, Universal Orlando, and SeaWorld. The Large 3 Bedroom 2 Bath Condo is an Open/Split Bedroom(s) Floor Plan on the Third floor with private screened patio and elevator access. Equipped with Stainless Steel Appliances, Stone Counter Tops, brand new engineered Luxury Wood Floors throughout entire condo, and a full-size washer and dryer. Water, daily valet trash, and 24-hour security included. The new Tenant guideline follows HOA approval process: background check required with an application fee of $100 per person occupying the unit for anyone over 18 years of age and to attend HOA orientation. Owner/Landlord require NO PET/NO SMOKING.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Alex Lukavsky (321-230-9870)

Remarks: One or more photo(s) has been virtually staged. 3-bedroom, 2.5-bath townhome located in the desirable Lakeside Village community in Windermere. This spacious home features an open-concept layout with tile flooring on the first floor and carpet upstairs, offering a functional and comfortable living space. The kitchen includes granite countertops, stainless steel appliances, and ample cabinet space, seamlessly connecting to the living and dining areas—ideal for everyday living. Upstairs offers a well-designed layout with generous space and bathrooms with a clean, modern style. Located in an area known for top-rated schools and just minutes from Publix Lakeside Shopping Center, restaurants, and everyday conveniences. The community features sidewalks and green areas, providing a pleasant neighborhood environment. Conveniently located near major roadways and just a short drive to Walt Disney World and Orlando’s world-renowned attractions. Homes in this location rent quickly—schedule your showing today!

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

Listing Agent: Priscila Policarpo Attuy De Albuquerque (321-947-5121)

Remarks: Beautiful townhouse located in the highly desirable Windermere Sound community in Windermere. This spacious home features 3 bedrooms, 2.5 bathrooms, and a detached 2-car garage with a private fenced courtyard, perfect for relaxing or entertaining. The open-concept floor plan offers a modern kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space overlooking the dining and living areas. Upstairs, the spacious primary suite includes a walk-in closet and private bathroom. Washer and dryer are included for tenant convenience. Enjoy resort-style community amenities including a pool, tennis courts, basketball court, playground, and parks. Conveniently located near Disney, major highways, shopping, dining, and top-rated schools including Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Lease terms: 12-month minimum. No smoking. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Schedule your private showing today!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Alessandra Oliveira (305-788-0825)

Remarks: Welcome to Ashlin Park, one of Windermere’s most sought-after communities! This beautifully maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of style, comfort, and convenience. Built in 2016, the home features an open-concept floor plan filled with natural light, upgraded finishes, stainless steel appliances, and a private courtyard ideal for relaxing or entertaining. A detached 2-car garage provides added storage and functionality. Upstairs, the spacious primary suite includes a walk-in closet and en-suite bath, while two additional bedrooms offer flexibility for guests, family, or a home office. Located just steps from the playground and directly across from Horizon West Middle School, this home is perfectly positioned for easy everyday living. Residents enjoy scenic walking trails, bike paths, parks, and a sparkling community pool, all within minutes of shopping, dining, Disney attractions, and top-rated schools including Sunset Park Elementary and Windermere High School.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Brynn Allen (407-617-8963)

Remarks: Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole house. Master bedroom downstairs with upgraded bath tub, shower, vanity, lighting fixtures and walk-in closet. Upstairs there are 3 bedrooms and 1 loft area for multiple game/retreat/study/open office. Community amenities includess clubhouse pool, walking/biking trails, dog park, playground. Perfectly convenient for the grocery shoppings, restaurants, schools, entertainment, daily living essentials. Closed to Disney World. Short drive to downtown of Orlando, Winter Garden. Schedule a showing today!

Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)

Listing Agent: Jacky Liu (407-921-5670)

Remarks: A beautiful 3-bedroom, 2.5-bathroom townhouse located in an open community in Windermere, featuring a spacious 2-car garage. It is situated in close proximity to theme parks, as well as excellent schools and daycare centers. This home enjoys exceptional access to community amenities, as it is located on the very same street as the community pool and other outdoor recreational areas. Within the complex, there is a dog park, along with ample green spaces ideal for walking around the lake, playing, or engaging in outdoor sports; the community also features a playground and a barbecue area. This home is ideal for owners seeking a peaceful and pleasant environment within a wonderful residence in Wickham Park. This unit boasts a privileged location, offering direct access to SR 535 (Winter Garden-Vineland Rd) and sitting just moments away from Lakeside Village—a Windermere-style shopping plaza home to excellent restaurants, bars, a pharmacy, a gas station, and a grocery store. Furthermore, just a few minutes away, you can enjoy the expansive Winter Garden Village shopping center. This represents a fantastic opportunity to live in this exclusive community—one of the finest in Windermere. This area is located near all the theme parks and offers easy access to I-4, HWY 429, HWY 408, and the Florida Turnpike. This unit features granite countertops in the kitchen, freshly applied paint, stainless steel appliances, modern light fixtures, and blinds on all windows. The entire ground floor is finished with vinyl laminate flooring, while the second floor features carpeting, with the exception of wet areas, which are tiled. The laundry room is conveniently located on the ground floor. This is your opportunity to live in a pleasant, lush green setting, enjoying the beautiful amenities of a luxury lifestyle—with everything you need located right next door to your future home.

Listing is courtesy of: REEURBAN REAL ESTATE SERVICES (407-615-3641)

Listing Agent: Jesus Flores (407-914-8232)

Remarks: Located in the highly sought-after Summerport community in Windermere, this move-in ready home offers the perfect combination of location, comfort, and everyday convenience. Zoned for highly rated schools and just minutes from Horizon West, Disney, downtown Winter Garden, shopping, dining, and major roadways including SR-429 and the Florida Turnpike, the location is hard to beat. Inside, you’ll find a spacious and functional floor plan featuring brand-new carpet, fresh interior and exterior paint, granite countertops, wood cabinetry, a gas range, gas water heater, and abundant natural light throughout. The flexible bonus room is ideal for a home office, playroom, gym, or additional living space. The primary suite features a walk-in closet and private en-suite bathroom designed for comfort and privacy. A new washer and dryer are also included, making this home truly move-in ready. Step outside to a screened-in patio overlooking a peaceful pond view, creating the perfect setting for morning coffee or relaxing evenings with no rear neighbors directly behind you. The front yard landscaping and charming curb appeal further enhance the home’s welcoming feel. Residents of Summerport enjoy access to resort-style amenities including a community pool, fitness center, tennis courts, parks, playgrounds, sidewalks, walking trails, and scenic lakes throughout the neighborhood. With its ideal location, recent updates, and desirable community amenities, this home is an excellent opportunity in one of Windermere’s most popular communities.

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

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

Remarks: Luxury one-level Mediterranean Style home located in the highly desirable Enclave community at WINDERMERE. This elegant home is Energy Star Certified and also come with Solar Panels, monthly electric bill is only around $33! Step into the grand entryway with extensive natural light throughout, this 4 bedrooms, 2 baths with an office home deliver a bright open atmosphere. Open floor open, well maintained with ceramic tile on living area and laminate floor on all bedrooms. The master bedroom, the living room and the eating area overlook the tranquil pond at the back, not only creating a beautiful water view, but also providing a peaceful backdrop and exceptional Privacy. Relax in the screened patio or the back yard to enjoy the peaceful water scenery. The chef inspired gourmet kitchen features granite countertops, 42" cabinetry and SS Appliances. The Master Bedroom features elegant tray ceiling. Master bathroom has a garden tub, spacious shower, dual vanities and a large walk-in Closet. All bedrooms have walk-in closets with custom built-in shelving. Great school district! Just a few minutes to Windermere High School and Windermere Preparatory School. Walking distance to Sunset Park Elementary. Enclave is a beautiful community features all roof tile luxury houses. It is located on Chase Road next to Keene’s Point and Gold Bear Golf and Country Club. Easy access to SR 429, Turnpike and 408. Close to Disney Theme Parks. Shopping, dining and attractions are all within a vibrant area. Windermere ranked number one as the best place to live for suburbanites in Florida. Must see! Call now to schedule a showing!

Listing is courtesy of: SUNSHINE REALTY & PROP. MGNT (407-341-8754)

Listing Agent: Man Ching Wong (407-341-8754)

Remarks: Discover refined Florida living in this stunning 5-bedroom, 3.5-bathroom home located in the sought-after Ashlei Park community in Windermere. Designed with both elegance and functionality in mind, this spacious residence offers an exceptional layout ideal for comfortable family living and entertaining. Step inside to find bright, open living spaces filled with natural light, complemented by stylish finishes and generous room sizes throughout. The gourmet kitchen seamlessly connects to the main living areas, creating the perfect setting for everyday living and hosting guests. The beautifully landscaped backyard provides a private retreat where you can relax and enjoy the Florida lifestyle year-round. The outdoor patio is ideal for barbecues, gatherings, and peaceful evenings outdoors. Additional features include a two-car garage and abundant storage space throughout the home. Conveniently located in the highly desirable Windermere area, residents enjoy easy access to top-rated schools, premier shopping, dining, entertainment, and major attractions throughout Central Florida. This exceptional Ashlei Park home offers the perfect combination of luxury, comfort, and convenience. Schedule your private showing today and experience everything this beautiful rental property has to offer!

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Simone Pinto De Almeida Santos (407-371-2893)

Remarks: Available for July move-in! Contemporary-styled two story townhome with 3 bedrooms, 2 1/2 baths with living/dining room combo into the eat-in island kitchen featuring 42 inch cabinets and large pantry. French dooes in the kitchen lead to private fenced brick-paved courtyard. All bedrooms are located on the second floor. Master bedroom contains walk-in closet, dual sinks, and large shower. Remaining two bedrooms are private from the Master. Attractive community features include large pool, playground, cabana and waling/bike trails. Attractions include shopping and dining in the Winter Garden Village, Lakeside Village and Hamlin Center. Call for an appointment today.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: A Rate School Zone and Beautiful brand like NEW TOWNHOUSE in Windermere Trails Community! This stunning 3 bedrooms, 2.5 bathrooms, and 2 car garage end of unit townhouse comes with high-end upgrades. The gourmet-style kitchen has new stainless steel appliances, neutral tile throughout the first floor. MASTER BEDROOM DOWNSTAIRS!! The Private Courtyard provides lots of space for entertaining guests and relaxing! There is a LOFT in the upstairs which is a perrect study, omice, or gaming area. Ine ‹ upstairs bedrooms nave a great view or the park across the street. In community is in a desirable 'A' Rated school district. The local shops feature a variety of restaurants, banks, health offices, a Publix grocery store, Anytime fitness gym, and minutes from Disney!! Schedule your showing today!

Listing is courtesy of: HANG SENG REALTY , INC (407-719-9808)

Listing Agent: Huimei Yang (407-719-9808)

Remarks: Beautiful Windermere townhome for rent in the highly desirable Lake Burden South community. This spacious end-unit offers a bright and open layout featuring a Living Room, Dining Room, Eat-In Kitchen, and plenty of comfortable living space. The fully equipped upgraded kitchen includes granite countertops, a center island, stainless steel appliances, ample wood cabinetry, and generous storage space. An inside laundry room with washer and dryer combo is also included for your convenience. Enjoy all the amenities Lake Burden has to offer. Community features include a resort-style pool, tennis and baseball courts, playgrounds, walking trails, and a scenic pier perfect for relaxing and enjoying the outdoors. Conveniently located just off SR-535 in Windermere, this home is minutes from major attractions, shopping, dining, nightlife, and provides easy access to I-4, SR-429, SR-408, and Florida's Turnpike. Pets are welcome with approval; however, aggressive breeds are not permitted. Please inquire with details about your pet. In lieu of our standard 1 full month's deposit, we now offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. When you move in with us, you can skip paying a security deposit and use the savings where it can generate the most value for you.

Listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC (407-901-3636)

Listing Agent: Anamaris Rodriguez (407-272-4423)

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: Welcome to your new home in one of Central Florida’s most desirable communities! This beautiful residence offers the perfect blend of comfort, convenience, and resort-style living just minutes from the magic of Disney World. Step inside this corner unit, ideally positioned with no neighbors on one side, and discover a spacious, open-concept layout designed for modern living. The gourmet kitchen overlooks the living and dining areas, making it perfect for entertaining or simply enjoying time with family and friends. Generously sized bedrooms, plenty of natural light, and stylish finishes throughout add to the home's warm and inviting atmosphere. But the true showstopper? Your own private back patio oasis on the 2nd floor overlooking the water. Relax and unwind in the sparkling pool right across the street, just steps away, ideal for those sunny Florida days and balmy evenings. Whether you're hosting a BBQ or enjoying a quiet morning by the water, this outdoor space is sure to impress. Located in the 2020 Legado community, you'll enjoy beautifully maintained surroundings, family-friendly vibes, and quick access to top-rated schools, dining, shopping, and entertainment.

Listing is courtesy of: DIAMOND REAL ESTATE GROUP (407-279-0448)

Listing Agent: George Berry, Iii (323-698-6733)

Remarks: Stunning upgraded house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Rent includes full lawn services and spectrum cable and internet service, save a lot bill. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Tankless water heater. Beautiful engineer wood flooring and Ceiling fan with remote control in all rooms. Popular Designer paint, crown molding, Chef kitchen, backsplash, stainless steel appliances with gas stove, walk-in pantry and Office Nook area. The huge Loft gives you an extra space for a secondary living area. The MASTER SUITE has a large double walk-in closet. Unwind from the day in your GARDEN BATH with soaking tub and semi-frameless glass shower with double shower head with rain showerhead. Another 2 bedrooms have jack and jill bathroom to share, Second floor laundry room with sink. Screen lanai with ceiling fan for enjoying outdoor living. Epoxy garage floor paint. Windermere Isle offers residents a Community Pool, Cabana and Playground. Top rated school, Located close to 429, Disney and Hamlin Shops.

Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)

Listing Agent: Li Xue (407-919-3796)

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: This stunning single-story home in the guard-gated community of Keene’s Pointe offers 4 bedrooms, 3 bathrooms, and 3,030 square feet of beautifully designed living space. The open-concept floorplan is enhanced by soaring ceilings and an abundance of windows, filling the home with natural light. Upon entry, you’re welcomed by elegant formal spaces—including a foyer, living room, dining room, and private study—featuring rich hardwood flooring, architectural arches, columns, and crown molding. The living room’s French doors open to a spacious screened-in lanai, perfect for indoor-outdoor living. The heart of the home is the expansive kitchen and family room, seamlessly connected for effortless entertaining. The kitchen boasts a large island, breakfast bar, cozy nook, granite countertops, stainless steel appliances, double ovens, a gas cooktop, and a built-in organization desk. The adjoining family room features a vaulted ceiling and French doors leading to the lanai, while the entire area is finished with easy-care ceramic tile. The oversized primary suite is a true retreat, highlighted by a tray ceiling with crown molding and a luxurious en-suite bath complete with dual vanities, a recessed makeup area, garden tub, separate shower, and generous closet space. Three additional bedrooms, two full bathrooms, a dedicated laundry room, and a three-car garage complete the interior. Located in Camden Village, a peaceful enclave within Keene’s Pointe, this home offers convenient access to both the country club and the community’s main entrance.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Brynn Allen (407-617-8963)

Remarks: One or more photo(s) has been virtually staged. Available for lease, this refined single-story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown district’s dining, shopping, and community amenities. Positioned on an oversized corner lot beneath mature oak trees, the property offers a private and well-composed setting with thoughtful indoor and outdoor spaces. The residence features four bedrooms, including two primary suites, and three full bathrooms. The kitchen is designed with both style and functionality in mind, offering stainless steel appliances, dual refrigerators, a professional gas range, granite countertops, a subway tile backsplash, and a breakfast bar that connects seamlessly to the main living area. The adjacent living space is highlighted by Saltillo tile flooring, a wood-accented ceiling, expansive windows, and skylights that fill the home with natural light. One primary suite includes an ensuite bathroom with dual vanities, a soaking tub, and a separate shower, along with a spacious walk-in closet and dressing area. Sliding glass doors provide access to a private patio overlooking the pool. Outdoor living is further enhanced by a screened lagoon-style lap pool with a newer heater, paver decking, and multiple patio areas designed for relaxation and entertaining.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Rob Gaudreau (407-579-2737)

Remarks: Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The kitchen boasts warm-toned cabinetry and neutral finishes that create a welcoming atmosphere. Upstairs, you'll find three generously sized bedrooms and two baths, including a spacious primary suite. Enjoy Florida living with a screened-in lanai and a detached two-car garage. Located just minutes from shopping, restaurants, and the Disney Cast Member parking entrance, this home offers both convenience and lifestyle. Community amenities include a refreshing pool. Don’t miss this incredible opportunity!

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Andy Neal (407-619-3517)