Windermere Apartments for Rent - 81 rentals

Remarks: Magnificent 4 bedroom 2.5 bathroom home! Move in ready with new lush carpet and fresh 2-tone paint. Beautiful tiled flooring leads you into the spacious kitchen with a long breakfast bar and a spacious island. The kitchen also showcases a custom backsplash, stainless steel appliances, large cabinets, and plenty of counter space. The open floor plan gives this home the perfect space for entertaining that you have been looking for. Enjoy the master suite with vaulted ceilings and 3 large windows letting in the natural light. The master bathroom has a spacious walk-in shower, his and her vanities with granite tops, and huge garden tub. There is so much to adore about this home, you do not want to miss out on this one. Come and see today!

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Ya Lan Chien (321-960-1245)

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)

Remarks: Windermere, location, location Corner unit at Community of Windermere at Wickham Park . Step inside to find a bright and spacious great room that is perfect for entertaining. Gorgeous kitchen with 42” cabinets, granite counter tops up to backsplash. Private courtyard where you can relax in the sun. Second floor you will find the suite and 2 guest rooms. Very convenient as the washer and dryer are located on the second floor. Amazing amenities in the community such a swimming pool and a great Club House. Located in a top rated school zone, this well-loved home is just minutes to local shopping and restaurants, the attractions, and 30 minutes to the center of Orlando. Call today for your private showing.

Listing is courtesy of: 1 ELEVEN REALTY (321-947-4813)

Listing Agent: Vivian Azuaje (321-947-4813)

Remarks: ... Available on May 1, 2026... Corner unit townhouse located in Lake Reams community. ... It offers 3 bedroom/2.5 bath/2 car garage/Private courtyard... Upgraded kitchen with granite countertops. Tile floors on the first floor and carpet floors on the second. Plenty of natural light, nice high ceilings. Block walls between units, all the way through the second floor. 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!.. It is zoned for Bay Lake Elementary, Horizon West Middle, and Windermere High School.

Listing is courtesy of: MAY HO REALTY (407-923-8903)

Listing Agent: Jennie Ho (407-923-8903)

Remarks: Welcome to Windermere living at its finest. Situated at 14084 Bridgewater Crossings Boulevard, this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offers a perfect balance of comfort, style, and convenience in one of Central Florida’s most desirable communities. This charming residence features a bright, inviting layout complemented by a classic colonial-inspired exterior and attractive, well-kept landscaping that enhances its curb appeal. Inside, the thoughtfully designed floor plan provides ample living space ideal for both everyday living and entertaining. A private indoor/outdoor courtyard creates a serene setting for relaxation, while the attached two-car garage adds convenience and functionality. Residents enjoy immediate access to an impressive array of resort-style community amenities, including a clubhouse, sparkling pool, tennis and basketball courts, and a fully equipped fitness center. The community is designed with lifestyle in mind—featuring a dog park for pet owners, a scenic fishing pier for quiet moments, and everyday conveniences such as a salon, pizzeria, ice cream shop, and even a veterinary clinic just steps from your door. Ideally located, the property is just over a mile from Windermere High School and offers easy access to shopping and essentials, including Publix Super Market at Cornerstone. With top-rated schools, exceptional amenities, and a prime location, this townhouse presents an outstanding rental opportunity for those seeking a vibrant and convenient lifestyle in Windermere. Experience comfort, community, and convenience—schedule your private tour today.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Ali Khaku, Mba (786-245-3110)

Remarks: 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: Welcome to this beautiful townhouse in the highly desirable Summerport community of Windermere. Ideally situated near community amenities, this 2-story home offers a functional and inviting layout with 4 bedrooms, 2.5 bathrooms, a 2-car garage, and a primary suite on the main level. As you step inside, you’ll notice the open-concept design connecting the kitchen, dining, and living areas, all filled with great natural light. The kitchen provides plenty of space for cooking and gathering, while the nearby patio is perfect for grilling or relaxing outdoors. The primary suite features a spacious walk-in closet and added privacy. Upstairs, you’ll find a large loft that can easily be used as a home office, media room, or additional living space. Two well-sized bedrooms and a full bathroom complete the second floor. This home is just steps from the neighborhood park and Keene’s Crossing Elementary, along with nearby shops, including a coffee spot, ice cream shop, and pizza restaurant. Summerport offers a wide range of amenities, including lakes, scenic walking trails, parks, tennis and basketball courts, a dog park, clubhouse, fitness center, and a community pool, along with regular neighborhood events. Conveniently located near major highways like 429 and the Florida Turnpike, with easy access to Winter Garden Village and Disney, this home offers both comfort and convenience in a great location. Schedule your showing today!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Michelle Dunkley (407-908-4477)

Remarks: This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a family room with expansive pond views. Your fully equipped kitchen includes stainless appliances, wood cabinets, marble backsplash, quartz counters, and a farmhouse sink. The primary bedroom is spacious with a spa-like bathroom including dual floating vanities, soaking tub, glass shower, and a walk-in closet. Secondary bedrooms have an adjacent bathroom with a separate loft area perfect a game room or gym. Enjoy the beautiful Florida weather in your screened in pool with a summer kitchen, and covered lanai overlooking the pond. The home also includes plenty of storage space with a three-car garage. Additionally, Keene’s Pointe is a 24-hour guard gated community, including plenty of parks, playgrounds, with access to The Butler Chain of Lakes, The Golden Bear Country Club with amenities that include a gym, pool, golf, tennis courts, and neighborhood boat/RV storage. Close to Orlando’s best attractions including Walt Disney World, shopping, and “A” schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary rental property.

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

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

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: WOW!!Welcome Home! This home is being completely remodeled right now. You may have to look through the dust! You get to move in with fresh earth tones, fresh paint, new flooring downstairs, new carpet upstairs! Don't miss this larger 3-bedroom 2 bath town home! As you walk into your end unit, get ready for a treat. This classy home boasts all wood tone luxurious vinyl flooring on your main living area. The 42 inch upgraded wood cabinets with beautiful hardware are enhanced with granite counters and breathe welcome to my gourmet kitchen! They are enhanced with stainless steel appliances and a designer backsplash, as you would expect. The grand plan has plenty of room for everyone! The vinyl-wood flooring was worth every penny! There is a guest bathroom downstairs for everyone's convenience. Feel free to walk out to your oversized patio that is fenced for privacy. Your 2-car garage is beyond the patio. When you're ready to retire, you will find the master bedroom suite completed with an upgraded bathroom of custom tile work and a shower. Two other bedroom suites share a second full bathroom. In this neighborhood you can enjoy a carefree living with its pool, clubhouse, cabana, gazebo, park and walking trails. The community is located in "NEW" Windermere and has shopping and restaurants very close by. Welcome, but make your appointment today as this GEM will not last long!

Listing is courtesy of: MBA REALTY GROUP, INC (407-291-4665)

Listing Agent: Sharon O'Malley (407-291-4665)

Remarks: Experience luxury living in this beautifully updated 4-bedroom, 2.5-bathroom single-story home located in the 24/7 gated camera surveillance Belmere community in Windermere. This home has been completely and tastefully remodeled with luxury finishes throughout, transforming it into a modern sanctuary of comfort and elegance. Every detail has been upgraded with intention, blending sophistication, functionality, and timeless design for a truly exceptional living experience. This home offers a unique lifestyle you don't often find: Pool and spa, with a saltwater system for a softer, more comfortable swimming experience, all designed for relaxation and enjoyment year-round.

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

Listing Agent: Margaret Marambio (407-879-3436)

Remarks: Beautiful two-level end Unit townhouse 3 bedrooms and 2.5 bath in the Legado community of Windermere,42" cabinets with stainless Steel appliance, with attached 2 car garage, beautiful water view at the front,3-minutes' drive to Magic Kingdom and Publix shopping areas, you will enjoy the community pool/Cabana and Playground, Green Parks, Dog Waste Station.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Jiu Wei (407-729-8007)

Remarks: Beautiful townhome 3 BED, 2.5 BATH, 1 CAR GARAGE in resort style gated community. Stainless steel kitchen appliances, washer & dryer, upgraded wood cabinets, granite kitchen counter tops. All three bedrooms are upstairs, where there is carpet in the bedrooms and tile in the bathrooms & laundry. The community offers a community resort pool, fitness center, large pond with walking trails around the water. The HOA includes your water, sewer, trash pickup, cable and internet. This location is minutes from Windermere, Disney, Winter Garden Village, & the 429 Expressway freeway & you are a short drive to many restaurants & shops. MUST SEE!

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

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

Remarks: Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dining, and spacious family room. Kitchen with breakfast nook overlooks screened pool/lanai. Primary suite features dual closets, spa bath, and pool access. Enjoy a private 0.25-acre lot in a tree-lined community. Glenmuir provides a community park with playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, and Walt Disney World, the neighborhood is also zoned for top-rated Orange County schools and less than a mile from Windermere Preparatory School.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: David Sanchez (321-262-2322)

Remarks: Beautiful 3/2 home with two car garage, in a gated community, good schools, tile roof, Wood and tile flooring, high ceiling, ceiling fans, wood cabinetry, build-in desk, gas stove, stainless appliances, ample closet space, Master bedroom with dual vanity, tub, and a very large glass-enclosed walk-in show, walk-in closet, it has privet access to the beautiful back yard. This gated community has numerous amenities, club house, fitness center& sauna, sparkling swimming pool, tennis court, sand volleyball, basketball courts and play ground for your little one. convenient location, easy access to high ways 408, 429, turnpike, shopping, dinning and the attractions, beaches. A place to called home. Come and see.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Ya Lan Chien (321-960-1245)

Remarks: Welcome to Keene’s Pointe, a premier guard-gated golf community in the heart of Windermere. Offered furnished, this home features a neutral palette with comfortable pieces and clean, well-maintained finishes throughout. As you step into the foyer, you'll be greeted by the formal dining room and office area, complete with beautiful pillars and sparkling chandeliers. The open-concept kitchen and family room boast refinished white cabinetry, granite countertops, a gas range, double ovens, and stainless steel appliances. From here, you can enjoy views of your private pool. The master bedroom is separated from the rest of the home, offering a view of the pool area. The ensuite bathroom includes two custom-organized closet systems, a large tub, a walk-in shower with a glass enclosure, a dual vanity, and a private water closet. There are three sizable secondary bedrooms on the other side of the home, two of which are adjoined by a jack-and-jill bathroom that can be furnished upon request. Step outside and enjoy Florida's beautiful weather on your fully paved enclosed patio, complete with a private pool and a bathroom steps away. The three-car garage provides plenty of room for multiple vehicles and storage. As a Keene's Pointe resident, you'll enjoy 24-hour security, access to a community boat ramp on Lake Burden, walking trails, and a small playground. You have the opportunity to become a member of the Jack Nicklaus-designed Golden Bear Club (club membership is not included with the rental), with exclusive access to a swimming pool, restaurant, golf course, driving range, tennis courts, and fitness center. The home is zoned for top-rated schools and conveniently located for quick access to Publix and additional shopping at Lakeside Village Center.

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

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

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

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

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

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

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

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

Remarks: Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the beautiful weather. Inside, you'll find spacious bedrooms and modern bathrooms, offering the perfect blend of comfort and style. Experience the best of Florida living at Keenes Point - Windermere. Rent includes lawn & pool care along. HURRY, this home will not last!!!

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: Julien Silva (352-348-9219)

Remarks: Beautifully renovated 3-bedroom townhome with a flex room located in the highly desirable Windermere Trails community. This bright and inviting home features 3 bedrooms, 2.5 bathrooms, and a versatile flex room on the first floor, perfect for a home office, playroom, or additional living space. The open-concept floor plan seamlessly connects the living and dining areas to a spacious family room and modern kitchen, creating the perfect space for everyday living and entertaining. The fully remodeled interior offers high-quality new flooring, fresh paint throughout, and a light, contemporary feel. The modern kitchen is the heart of the home and features white cabinetry, elegant quartz countertops, a large island, and stainless-steel appliances. Step outside to your private fenced patio, ideal for relaxing and enjoying the beautiful Florida weather. Upstairs, the split floor plan provides privacy, with a spacious primary suite separated from the two additional bedrooms. A convenient upstairs laundry room adds extra comfort and functionality. The home is ideally located just minutes from Bay Lake Elementary and Horizon West Middle School. Lakeside Village Shopping Center with Publix is only 0.3 miles away, providing easy access to shopping and dining. Residents of Windermere Trails enjoy excellent community amenities, including a resort-style pool with splash pad, playground, dog park with wash station, scenic walking trails, and green spaces with picnic areas. Located only about 6 miles from Walt Disney World Resort, the community also offers close proximity to Tibet-Butler Nature Preserve and Dr. P. Phillips Community Park. As a unique bonus, residents can even enjoy views of Disney fireworks from the community.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)

Listing Agent: Nigina Ikromi, Llc (321-370-9696)