Windermere Single Family Homes For Rent - 47 homes

Remarks: Welcome home! This beautiful 3-bedroom, 2-bath home is available for immediate move-in. Conveniently located in the desirable Silver Woods community in Windermere, this property features a comfortable layout with well-proportioned bedrooms and bathrooms, plus a spacious kitchen with plenty of counter and cabinet space. The home offers bright living areas and a functional floor plan perfect for everyday living. Lawn care is included with rent for added convenience. Residents of Silver Woods enjoy community amenities including tennis courts and recreational areas, all while being just minutes from shopping, dining, entertainment, and major attractions. 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 may 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: Welcome to Keene’s Pointe in Windermere! Stunning 4-bedroom, 3-bath, one-story pool home in a guard-gated golf community. This move-in ready residence features a spacious open floor plan, formal living & dining rooms, and a gourmet kitchen with granite countertops, stainless steel appliances, and abundant cabinetry. The family room with dual-sided stone fireplace flows into a private sitting area, perfect for relaxing or entertaining. The oversized primary suite offers two walk-in closets and a fully renovated spa-style bathroom. Three additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to your private backyard oasis with a resurfaced pool, new travertine deck, and a fully equipped outdoor kitchen—ideal for Florida outdoor living and entertaining. Landscape and exterior lighting enhance curb appeal and ambiance. Located in Keene’s Pointe, enjoy 24-hour guard-gated security, a Jack Nicklaus-designed golf course, clubhouse amenities, and scenic walking trails. Zoned for top-rated Windermere schools and just minutes from shopping, dining, and major Orlando attractions. Pool maintenance included. Schedule your private showing today!

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

Listing Agent: Sharon Brandt (407-310-3623)

Remarks: Beautiful 4-bedroom 2.5 bath home located in the desirable Lakes of Windermere community. This two-story corner lot home has everything you can ask for, formal living and dining rooms, kitchen with granite countertops, stainless steel appliances, and a breakfast bar that opens to a large family room, on the first floor you also have a massive master bedroom suite, with a large closet and the bathroom with double sinks, garden tub, and separate shower. On the second floor, you have 3 bedrooms and a shared bathroom. Afterwork you can relax on the front porch or on the screened back lanai. The community has lots of amenities pool, a tennis court, walking trails, and a dock. A-rated schools. Close to shopping, amusement parks, and an easy commute. +++++++ Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - One small pet may be considered, nonaggressive breeds only. ***Some photos are virtually staged.

Listing is courtesy of: SHINING OAK REALTY (407-399-2298)

Listing Agent: Paul Moscoso (321-210-2456)

Remarks: One or more photo(s) has been virtually staged. The moment you step inside this 5-bedroom, 4-bath luxury home in the heart of Windermere—a rare opportunity for anyone relocating to the Orlando - is the moment you may change your mind about living anywhere else in Central Florida. This residence offers top-rated schools, tree-lined walking trails with sparkling lake views, a resort-style community pool, a clubhouse, and less than 10 minutes from Disney. Inside, the layout is exceptional—two private en-suite master bedrooms, perfect for multi-generational living, guests, or anyone who values privacy. Step outside and you’ll find a massive paved back patio ideal for hosting unforgettable gatherings, weekend BBQs, or simply unwinding in the evenings. To make life even easier, lawn care and air filter service are included.

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Maria Serrano-Whitehead (407-517-8637)

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 (407-530-6000)

Remarks: LOCATION, LOCATION, LOCATION. Beautiful 4/bed 2.5/bath townhouse 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: This extraordinary Windermere lakefront estate offers refined living on the Butler Chain of Lakes. Located on one of the areas most desirable streets, the home features over $350K in recent upgrades, including a redesigned kitchen and fireplace, new windows and doors, fresh exterior paint, updated landscaping, and a new roof. A brand-new private dock provides direct access to Wauseon Bay. Spanning 5,639 sq ft, the home is designed to capture stunning water views throughout. A grand two-story foyer opens to elegant living spaces overlooking the resort-style pool and spa, highlighted by a striking 650-gallon saltwater aquarium. The gourmet kitchen blends style and function with Wolf and Sub-Zero appliances, quartz countertops, custom cabinetry, wine storage, and designer lighting. The main-level primary suite offers breathtaking lake views and a spa-like bath with soaking tub, dual vanities, and luxury finishes. Additional features include a wine cellar, private elevator, custom home theater, and an upstairs balcony with panoramic lake views. The second level offers three bedrooms, three baths, and a second laundry room. Outdoor living is built for entertaining with a summer kitchen, spacious patio, and private dock. A three-car air-conditioned garage completes the home. Owner-covered services provide a truly maintenance-free lifestyle, including weekly pool service, lawn care, professional aquarium maintenance, and high-speed internetall included in the rent. Experience luxury lakefront living at its finest. Resident Benefit Package: $49.00-month. Includes HVAC air filter delivery, Tenant Liability Insurance, Credit Reporting, Tenant Rewards Program, and much more! This property is eligible for deposit alternative coverage in lieu of a security deposit. For information and enrollment, please contact our leasing team and enjoy a deposit-free renting experience.

Listing is courtesy of: SPECIALIZED PROPERTY MANAGEMENT (407-682-3355)

Listing Agent: Jacob Rodriguez (407-745-8455)

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: 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: Rare Newer Construction (2017) Windermere Pool Home located in close proximity to Downtown Windermere. This is a 2 Story home with tiled roof and so many upgrades and amenities. Beautiful Open floorplan with all of the upgrades. Through the large Sliding Glass doors, you flow into a fully covered Lanai and into the stunning brick paved pool area w/ Jacuzzi and the Scenic Landscaped Lot. This is an Entertainer's Dream Home. Equipped with Outdoor speakers, Outdoor Grill, Exhaust, Refrigerator, Stove, pool Bath and Lanai. The Kitchen layout adds to this with a large Island to gather and entertain guest. The Wine Cooler addition is a plus. Additional Classy Spiral staircase adds additional access to the upstairs Loft style Family Areas. This home was built with an exceptionally large Master bedroom extension as well as an oversized laundry room. More than adequate closet space. Three Car Garage. The front offers a covered patio for sitting during the cool Florida evenings. Located in Close Proximity to all local Public and Private schools and Shopping and Restaurants, Publix etc. Pets are Negotiable and a multi-year lease is considered. Tenants will handle Lawn and Maintenance, or it can be added as a convenience. This estate style subdivision is like no other with beautiful grounds, Huge fully fenced back yard. High ceilings show off the cutting-edge architecture of the floorplan. Exceptionally rated schools - Windermere Elementary, Bridgewater Middle School and Windermere HS. This one should lease very quickly.

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

Listing Agent: Corey Cannon (407-615-0215)

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: 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: VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms. Master bathroom has double sink, granite countertop, garden tub and a separate large shower room. Laundry room is located on second floor with a large space for storage. 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 RENTAL history, no BAD 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: Welcome home to this beautifully maintained property in Windermere’s sought-after Summerport community. Enjoy a chef-inspired kitchen complete with solid countertops, updated stainless steel appliances, and a gas range—perfect for everyday living and entertaining. New interior paint, stylish flooring throughout, and upgraded lighting and bathroom fixtures make this home the perfect rental! Conveniently zoned for Windermere High School

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Alex Sadowski (407-405-1079)

Remarks: Live in one of the most sought after locations of Windermere! Welcome to 9313 Palm Tree Drive, located just minutes from Disney, Dr. Phillips, and Restaurant Row without the traffic and chaos. Located in the Silver Woods community off Apopka Vineland Rd, this 3 bedroom, 2 bath recently updated home is the perfect spot as your new home! Inside, you’ll find updated quartz countertops, newer appliances, wood look plank tile flooring throughout the bedrooms, and spacious closets in every room. Both bathrooms have been recently updated with new countertops and sinks for a clean, modern feel. Step outside to a fully fenced backyard with plenty of space to relax, entertain, or enjoy the outdoors! Rent includes Pest Control and Lawn Maintenance! Homes in this location don’t come up often for rent. If you’re looking for convenience, location, and a clean well kept home, this is it. Inquire today!

Listing is courtesy of: FHG REALTY, LLC (407-505-7600)

Listing Agent: Jeff Inman (407-505-7600)

Remarks: Spacious 6-bedroom, 3.5-bath unfurnished home offering 3,841 sq ft in the desirable Windermere Sound community. This well-designed floor plan features a downstairs primary bedroom, a large upstairs loft, generously sized bedrooms with walk-in closets, an office area and an expansive kitchen complete with a walk-in butler pantry and ample cabinet space—perfect for entertaining and everyday living. The home features a screened in lanai, fenced in backyard and 3-car garage. Conveniently located near shopping, dining, and major attractions. Move-in ready and available now!

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)

Remarks: Located in the gated community, The Preserve at Lakes of Windermere, this 4 bedroom 3 bath home is available now to lease! Featuring laminate floors, plenty of storage, open porches, and an expansive kitchen with stainless steel appliances that overlooks the living room. The community features a large pool and playground. Close proximity to Disney and easy access to shopping, major highways and great schools.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Kevin Sullivan (321-663-3457)

Remarks: Come make this Beautiful and scenic house your new home. One of the great communities in Windermere. Top school district. Must see to appreciate.

Listing is courtesy of: VINTAGE REALTY GROUP LLC (407-217-5458)

Listing Agent: Scott Howard (305-934-7727)

Remarks: Welcome home! This fantastic 2-bedroom, 2-bath home is available for immediate move-in! Located conveniently in the desirable community of Summerport, this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

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

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

Remarks: POOL HOME!!! WITH MOTHER IN LAW SUIT!!! 5 BEDROOMS 4 FULL BATHS!!! MAN-GATED COMMUNITY IN WINDERMERE!!! Stunning Windermere home at 1351 Glenwick Dr! Spacious open floor plan, modern kitchen, and elegant finishes throughout. Perfect for entertaining or relaxing in the private backyard. Close to top schools, shopping, and dining. A must-see blend of luxury, comfort, and location!

Listing is courtesy of: FLORIDA DREAMS REALTY GRP INC (407-654-9992)

Listing Agent: Adriana Montes (407-654-9992)