Windermere Single Family Homes For Rent - 48 homes

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 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: 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: Brand New Windermere 4 Bedroom Home For Rent Priced Low, Call Now!, 2 Car Garage, BRAND NEW HOME, Upstairs Bonus Area Too!, Corner Lot, Granite Countertops, 42” Cabinets, Tile Flooring, Carpeted Bedrooms, COMMUNITY Pool, COMMUNITY Clubhouse, COMMUNITY Playground, JUST 30 MINUTES To: Downtown Orlando, CONVENIENT To: 429, JUST MINUTES To: Walt Disney World, CONVENIENT To: Major Roads, Shopping, & Schools, Stainless Steel Appliances INCLUDED, Blinds INCLUDED. The deposit amount is based upon the application results. Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,950.00 for the first 4 months, $3,099.00 for the remaining 8 months (Average: $3,049.00/mo). AVAILABLE: NOW

Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)

Listing Agent: Jay Myers (407-641-5782)

Remarks: Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando’s most sought-after areas.

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Maribel Minarro (407-908-3522)

Remarks: 3 Bed 2 Bath Pool home 1 block from Windermere Elementary School * Private Boat Ramp to Lake Butler & Chain of Lakes * Friendly Pets Welcome - Completely Resurfaced Pool & Spa * Rear Porch has been enclosed to create a nice Sunroom with A/C * Fenced Yard * Storage Building * Carport with Extra Storage Room * Washer & Dryer Included * Available May 1, 2026

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

Listing Agent: Darrell Nunnelley (407-467-8069)

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: 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: This 4BR/4 FULL Bath PLUS BONUS ROOM home located right next to a beautiful park in Keene’s Pointe is calling your name! Enjoy the serenity of this guard gated, golf course and country club community. This flexible split floor plan features all 4 bedrooms downstairs with the primary suite on one side of the house and on the other side you will find a deluxe, Jack and Jill bedroom layout with double vanities, and the 4th bedroom with full bath located at the rear of the house with a private entrance door that leads out to a large serene backyard. Upstairs you will find a generously sized bonus room with a privacy door and FULL bathroom across the hall. The bonus room could make a great 5th bedroom, home office, or playroom. This home has a very flexible floor plan and plus you can see Disney fireworks every night from your own front door! Located near to the recently enlarged County Road 535 entrance to Keene’s Pointe, it is convenient to all major highways, just minutes from Disney and a wide variety of shopping opportunities and essential service providers right nearby. As a resident, you have the option of joining the Golden Bear Country Club as either a golf or social member in order to use the fitness center, tennis courts, pool, restaurant, and golf facilities. Initiation Fee and monthly dues would be required.

Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENT (407-217-7573)

Listing Agent: Oscar Rodriguez (321-297-7264)

Remarks: Located in a highly sought-after top-rated school zone, this beautifully designed two-story home offers the perfect blend of space, privacy, and functionality. Featuring four spacious bedrooms and 2.5 bathrooms, the home is thoughtfully laid out to accommodate modern living. The showpiece of the home is the oversized gourmet kitchen, complete with abundant cabinet and counter space and two large islands—ideal for casual dining, entertaining, and everyday meal prep. A generous walk-in pantry provides additional storage and organization. The open-concept design allows natural light to flow throughout the main living areas, creating a bright and inviting atmosphere. The first floor includes a convenient bedroom that can serve as a guest suite, office, or flex space. Upstairs, a large loft offers versatile space for a media room, play area, or secondary living space. The upstairs laundry room is enhanced with a utility sink for added practicality. Step outside to enjoy overlooking a private backyard with no rear neighbors, offering peaceful views and added privacy—perfect for relaxing or entertaining. With its functional layout, desirable school zoning, and rare privacy setting, this home presents an exceptional opportunity in today’s market.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

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. This one should lease very quickly.

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

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

Remarks: **AVALAIBLE NOW ***Welcome home to this stunning and well maintained home in the highly sought after Lakes of Windermere. **4th room has closet and can be used as office or 4th bedroom.** House has totally been remodeled with 42" kitchen cabinets, granite countertops, stainless steel appliances, double vanity in master bath with soaking tub and separate shower, wood flooring in main areas, NEW carpet in the 2nd and 3rd bedroom. Fenced back yard, House is wired for cable, internet and home security. 220 volt charging station in 2 car Garage. Just 5 minutes to downtown Windermere, 10 minutes to Disney & 15 minutes to major shopping, hospitals and expressways. Lots of community amenities, such as swimming pool, playground, tennis/basketball courts, and community dock on big lake.

Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)

Listing Agent: Alan Martin (407-832-4888)

Remarks: Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration.

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

Listing Agent: Victor De Oliveira (321-393-2772)

Remarks: Luxury 1 Bedroom / 1 Bathroom Condo for Rent Experience elevated living in this private, studio-style condo located above the garage. Designed for comfort and style, this beautifully maintained residence features in-unit washer and dryer, central A/C and heating, and private driveway parking. Set within a highly desirable A-rated school zone, the home is just minutes from upscale shopping, dining, and entertainment. As a rare and special highlight, enjoy breathtaking Disney fireworks views from home??. Residents also enjoy access to a resort-style community pool, creating a relaxed, vacation-like atmosphere year-round.

Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)

Listing Agent: Haicui Yuan (407-435-0482)

Remarks: Beautiful house for rent in Windermere!! location, location and location. 3 bedrooms, 2 baths, 2 car garages. Beautiful large backyard and screen porch. Great school system. House is in highly desirable Lakes of Windermere! NO CARPETS!! The interior is FRESHLY Painted in alabaster tones, 3 Bedrooms, 2-baths, property is loaded with upgrades and has purposeful utility and functionality. Enter into the living room and dining room areas with Luxury-vinyl, wood-patterned floors throughout all the house, custom paint, split plan, Updated bathroom, Large Primary Suite with large storage/walking closet room, beautifully stone counters tops, Garden tub, separate shower, Beautiful Kitchen! Brand new Quartz Counter Tops, island & breakfast bar, upgraded stainless appliances, large pantry, with breakfast nook plus a Large adjoining Family room! An extended, covered Lanai/porch with no neighbors in the back. Plus 2-car garage too! Windermere public and private schools are just one to three miles away, convenient to shopping. Living in the Lakes of Windermere means access to top-notch amenities, including a community pool, tennis and basketball courts, and several playgrounds. Plus, you’re zoned for **A-rated schools** and just a short drive from **Disney Parks**, world-class dining, and upscale shopping. Don’t miss your chance to own this exceptional property, Great opportunity!!!

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

Listing Agent: Maria Castro Aversano, Pa (201-694-3982)

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: Remodel family home. 4 bedrooms. 2 bathrooms. 2 car garage. Large fence yard. Close to highways, theme parks and fine dining places.

Listing is courtesy of: ASA FLORIDA PROPERTIES INC (407-578-5888)

Listing Agent: Sandra Theodore-Gajraj (407-456-0679)

Remarks: Come live in this beautiful 4/2.5 home in the Windermere Trails community. The kitchen has stainless steel appliances, 42" cabinets and granite countertops, a good size living room and separate dining room. Upstairs you'll find a large master bedroom with a walk-in closet and en-suite bath; a loft and three more bedrooms that share one bathroom. Laundry room on the second floor. Community amenities include walking trails, playground, dog park, plus a great community pool. The area has great services, a new shopping plaza, and great A-rated schools. ++++ 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 a nonaggressive breed only

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

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