Windermere Apartments for Rent - 85 rentals

Remarks: Welcome to this beautiful 3 bedroom, 2.5 bathroom home for rent in the highly desirable Windermere Trails community! This spacious two-story home features all bedrooms conveniently located upstairs along with a loft area, perfect for a second living space, office, or playroom. The upstairs laundry room includes a washer and dryer for added convenience. Enjoy a functional layout, a 2-car garage, and a prime location close to shopping, dining, and everyday conveniences. Located in a top-rated school district, this home offers access to amazing community amenities including a resort-style pool, playground, and park areas. Nature lovers will appreciate being just a short 5-minute drive from Tibet-Butler Preserve, offering scenic trails, wildlife, and outdoor activities. Don’t miss the opportunity to live in one of Windermere’s most sought-after communities—schedule your showing today!

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

Listing Agent: Anastasiia Zbihla (813-992-3395)

Remarks: Welcome to your new home!! Conveniently situated within the charming Windermere area, you'll find this gem House, fully furnished, 1-Master Suite, 2-bedrooms, 2 and 1/2 bathrooms, nestled within the Windermere Sound community. Opening the entry door (with a digital code locker), you will find a beautiful spacious living room, well decorated and plenty of natural light coming trough the double windows, furnished with a big couch, accent chairs and leather benches, where you can gather your family and friends. Still on the first floor, an open floor view with kitchen, dining room and TV room all together. By the kitchen there is a big storage room. The laundry is equipped with washer, dryer and cabinets. On the second floor, a spacious Master Suite, walking closet with custom cabinets, master bathroom with granite counter, double sink, bathtub and shower. Two more gorgeous bedrooms (jack&Jill), beautiful furniture, wallpaper, TV’s, walking closet, so many things that will make your home wonderful. The location is also great, with great schools, few minutes away from Publix, Walgreens, Gym and from restaurants and stores.

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

Listing Agent: Sergio Figueiredo (321-512-1726)

Remarks: TOWNHOUSE - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades!! Hardwood floors!! MUST SEE!!

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

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

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: Charming and specious 2 bedroom Townhouse in Windermere! ***Move in now and enjoy $300 OFF your first month’s rent —limited-time offer!*** Introducing the highly sought after Windermere Townhouse in Windermere, FL! This charming townhouse features 2 bedrooms and 2.5 bathrooms, spacious layout filled with natural light, and ceramic tiles in common areas downstairs. The kitchen boasts an island, plenty of storage and dining room a step away, perfect for cooking and entertaining. Step outside to the privately fenced-in lush courtyard that connects to the two-car garage, providing convenience and privacy. The larger suite offers a generous closet, dual vanity sinks, and a relaxing garden tub. Both bedrooms upstairs have their own en-suite bathrooms for added comfort. There are several things that make The Lake of Windermere an attractive community, primarily the location, you can easily get to anywhere in the area from one of its entrances including Disney, golf courses, supermarkets, several shops, stores and service providers. Also, enjoy the community amenities such as a pool, playgrounds, sports and recreation areas. This townhouse offers the perfect blend of convenience and comfort in a prime location. Don't miss out on this opportunity to call this place your new home! Contact us today to schedule a viewing!

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: Welcome home to this charming 3-bedroom, 2-bath home located in the desirable Silver Woods area of Windermere! Available for immediate move-in, this property offers a comfortable and functional layout with spacious bedrooms and bathrooms, a bright kitchen with ample counter and cabinet space, and a large lot perfect for enjoying outdoor living. Lawn care is included with rent! Conveniently located near shopping, dining, major roadways, and top-rated schools, this home combines comfort and convenience in one of Central Florida’s most sought-after areas. Act now, this one won’t last long! All applicants are required to complete 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.

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

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

Remarks: GOLF FRONT!! Beautiful 4-Bed, 3-Bath Home for Rent in the Exclusive Keene’s Pointe Golf Community Nestled in the sought-after and secure gated community of Keene’s Pointe, this stunning single-story home offers a rare opportunity to live in a neighborhood renowned for its strong sense of community and premium amenities. Community Features: • Gated with 24/7 Manned Security: Peace of mind and privacy. • Convenient Amenities: Enjoy access to an on-site restaurant, fitness center, tennis courts, and more—all just a short distance from your doorstep. Property Highlights: • Prime Location: Backing onto the driving range, enjoy serene views of practicing golfers without worrying about stray golf balls. Evenings are quiet and peaceful. • Backyard Oasis: The screened-in pool and spa, complete with heating, create a perfect space for relaxation. A fully equipped summer kitchen adds to the charm for outdoor entertaining. • Spacious Layout: Inside, the home features 4 generously sized bedrooms and a well-designed kitchen with top-of-the-line GE appliances. • Freshly Painted: The interior was recently refreshed in December, offering a clean and inviting atmosphere. • All solid f looring throughout. IAmple Garage Space: A 3-car garage includes a dedicated space for your golf cart. Added Value: • Yard maintenance, pool service, and pest control are included in the rental, providing a relaxed lifestyle. Don’t miss this incredible opportunity to call Keene’s Pointe your home.

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

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

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: 3 Bedroom, 2.5 bathroom townhome with lake view (Lake Smith). Tile floor throughout the first floor and the master's bedroom on the first floor. LVP on second floor for easy maintenance. Convenient location to Publix, Aldi, restaurants and close proximity to highway.

Listing is courtesy of: INTERNATIONAL NETWORK REALTY (407-963-8539)

Listing Agent: Wendy Cheng (407-580-9374)

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: Available starting on AUGUST 1, 2026. LAWN CARE & POOL MAINTENANCE INCLUDED — Move in and enjoy from day one. Live the Florida luxury lifestyle without the hassle. Nestled behind the exclusive 24-hour guard-gated gates of The Reserve at Belmere — one of Windermere's most prestigious communities — this stunning Mediterranean-style estate offers over 4,000 square feet of refined living with every detail thoughtfully designed for comfort and elegance. Space for Every Chapter of Life with 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 kind of space where everyday moments feel special. Luxurious Touches Throughout with Crown molding, coffered ceilings, and a grand foyer set the tone from the moment you walk in. 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. Your Own Backyard Oasis — Maintained for You. Step outside to a beautifully appointed outdoor living space with a large paved patio, summer kitchen, heated pool, and spa. Because lawn and pool care are included in your lease, you can focus on enjoying it all rather than maintaining it. Residents enjoy exclusive access to: Fully equipped fitness center, two tennis courts & basketball court Sand volleyball court, Fishing pier, Beautifully maintained playground, Stunning waterfront setting throughout the community. Location That Checks Every Box: The Reserve at Belmere delivers peace of mind alongside unmatched prestige. Homes of this caliber rarely come available for lease — schedule your private tour today and make this exceptional property your next home.

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

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

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: Lakes of Windermere STUNNER! This Ashton Woods Kensington floorplan w/ bonus room welcomes you home from the time you drive the gorgeous tree lined streets! Watch the Disney fireworks steps outside of the home! An inviting front porch leads you into the luxuriously upgraded home! As you enter, you are greeted by the formal living/dining area with tons of windows for natural light, HIGH CEILINGS, upgraded CERAMIC WOODGRAIN TILE FLOORING, CROWN MOLDING, and recessed lighting. A 3-WAY SPLIT & OPEN FLOOR PLAN yields the privacy a large family desires. Arched walkways lead you to 3 bedrooms with spacious closets, BRAND NEW Laminate flooring and a fully upgraded bathroom complete with dual sinks. Ceiling fan packages throughout entire home. An entertainer's DREAM KITCHEN awaits you. Truly the heart of the home, this STUNNING two-toned kitchen renovation includes an oversized island with thick cut granite, inlay sink, breakfast bar and additional storage. Stainless steel appliances, 42-inch cabinets, soft close cabinets and pull out drawers, recessed lighting, and a sleek cabinet pantry. Dedicated coffee/beverage bar area leads you to the eating space in kitchen and the spacious Family room, which continues out to a 2018 addition of a SCREENED and COVERED lanai perfect for year-round enjoyment. A double door package leads you into the tasteful primary bedroom and ensuite bathroom where the upgrade continue! Dual Shower heads including a RAIN shower, luxury flooring, makeup vanity and Dual Sinks all tastefully tie into the kitchen upgrades on color palette and natural light. Walk past a guest bathroom and let your imagination wander with the large upstairs bonus/flex room complete with a closet and a full bathroom package (currently used as 5th bedroom). Additionally, a dual A/C system completely replaced 2017, SOLAR PANELS and REVERSE HEAT PUMP WATER HEATER (that cools the garage!) in 2018. SO much flexibility in this floor plan! Lakes of Windermere is an established neighborhood with mature landscaping that offers a pool, tennis, volleyball and basketball courts, dock, parks and playgrounds! MAKE YOUR APPOINTMENT TO VIEW TODAY!

Listing is courtesy of: WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC (407-922-9169)

Listing Agent: Ricardo Diaz (407-922-6196)

Remarks: Lease or Lease Purchase available! Experience true lakefront living on the famed Butler Chain of Lakes in this exceptional custom home offering 137 feet of pristine shoreline on nearly one acre of high, dry land. Enjoy sweeping panoramic water views, refreshing lake breezes, and even nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and enter through an impressive solid cedar door with artisan leaded glass. Inside, the great room features soaring 23’ cathedral ceilings and a dramatic Tennessee river rock fireplace. The showstopping formal dining room is wrapped in oversized picture windows that perfectly frame the lake. Designed for comfort and convenience, the majority of the living space including all bedrooms is on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a bright breakfast area with incredible water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-style bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Secondary bedrooms are generously sized with ample closet space and well-appointed baths, including a steam shower. Outdoor living is unmatched with mature landscaping and colorful gardens, plus a motorized screened lanai with a summer kitchen featuring a pizza oven, prep area, grill, refrigerator, and TV. Relax by the pool, heated spa, and gas firepit, all positioned to take advantage of the desirable southern exposure for comfortable outdoor enjoyment. Boaters will love the rare, partially enclosed grandfathered-in dock with boat lift and side jet-ski lift. Additional features include newer doors and windows, a tile roof, and a custom floor plan maximizing lake views throughout. The Lakes community also offers a boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes to major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you.

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

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

Remarks: WATER & ELECTRIC INCLUDED!! MOVE IN JUNE!! Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor! Primary suite has inviting garden tub, walk-in shower, and an enormous walk-in closet as well as separate vanities!! washer/dryer hookups in utility room as well. A/C, water heater and washer & dryer are new. Resort-style amenities such as exercise room, clubhouse, pool, tennis courts, basketball courts, volleyball/beach area, and a tranquil dock area with amazing views. Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Water and electricity included! Lawn care HOA responsibility. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $500.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- (1x1 garage apartment rented separately but owner will consider renting all on one lease with main house if you are interested (rental price to include main house and 1x1 garage apartment would be negotiated) - 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom- ideal for guests, extended family, office space etc. )

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

Listing Agent: Justin Lamanna (407-496-9191)

Remarks: Beautiful 3 bedroom, 2.5 bathroom townhome. All appliances including washer, dryer and ceiling fans. Spacious kitchen, dining area, living room, with all bedrooms and 2 full baths on the second story. Perfectly appointed with large, private outside patio area leading to the 2-car garage. Amenities abound with community pool, playground, walking/jogging/biking paths. MUST SEE!!

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

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

Remarks: An exquisite, maintenance-free townhome is available for rent in the highly sought-after Carrington community of Windermere. This spacious 4-bedroom, 3.5-bathroom residence offers an ideal and flexible floor plan. The main level features a convenient guest bedroom with a full bathroom. Upstairs, you will find a bright loft and the remaining bedrooms, including the private primary suite. The primary suite is a true retreat, offering a secluded balcony perfect for enjoying sunrises and sunsets. The home also includes a two-car garage and a modern kitchen with stainless steel appliances. Residents enjoy access to a resort-style community pool and cabana. Conveniently located near top-rated schools, shopping, dining, premier golf courses, parks, beautiful lakes, and Disney's spectacular nightly fireworks, this home offers the perfect blend of luxury and convenience. Images with furniture are virtually staged to provide a sense of scale and spatial possibilities. The unit will be delivered unfurnished. Tenants are responsible for all utilities. No smoking. The property will be available on June 16, 2026.

Listing is courtesy of: U KEY REALTY (407-937-8888)

Listing Agent: Yukey Hoo (407-937-8888)