Remarks: Spectacular Windermere home offering elegance, comfort, and a highly functional layout. Freshly painted with brand-new luxury vinyl flooring throughout, this 4-bedroom, 3.5-bathroom residence is located in the desirable Windermere Sound community. The home features bright, open living spaces with a seamless flow between the kitchen, dining, and living areas, ideal for daily living and entertaining. The kitchen is well equipped with granite countertops, stainless steel appliances, and a large island. The main-floor master suite provides convenience and privacy, complete with a spa-like en suite and double vanity. Upstairs includes three spacious bedrooms, a versatile loft suitable for a home office or secondary living area, and a conveniently located laundry room. Residents can also enjoy views of nearby Magic Kingdom fireworks just a few miles away. The Windermere Sound community offers resort-style amenities, including a pool, tennis courts, basketball courts, and more, with shopping, dining, and top-rated schools nearby. Important: The in-law suite located above the garage is NOT included in the lease and is not available for tenant use. It is occupied by the owner only occasionally (approximately once or twice a year). The suite has a completely separate entrance, maintaining privacy for the main residence. The garage is fully available for tenant use.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Fernanda Berretta (561-229-6717)

Remarks: WONDERFUL WELCOME HOME IN WINDERMERE. READY TO MOVE IN. TOP RATED SCHOOLS IN A FAMILY COMMUNITY, NEAR DISNEY, DINING AND ENTERTAINMENT, MAY BE RENTED FULL FURNISHED, FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING, so bring your boat, camper, or build the Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION, LOCATION! Zoned for Thornebrooke Elementary, a top-rated school. Hungry but don’t feel like cooking? Take a leisurely stroll to Yellow Dog Eats—your four-legged friend will love the walk, too! At the end of the day, this isn’t just a house—it’s your own personal retreat. Whether you’re relaxing, entertaining, or making memories, this is where everyone will want to gather. Listing rent monthly front house 3 bedroom and 2 bathroom living area, dinning area, Family room. Also the in law in the backyard one bedroom or loft with kitchenette and living area just for $1K add to the lease. Schedule your private tour today!

Listing is courtesy of: REALMULTIPROPERTY LLC (407-412-8598)

Listing Agent: Peter Useche (407-412-8598)

Remarks: LOCATION, LOCATION, LOCATION. Beautiful 4/bed 2.5/bath home 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: Fabulous gated one acre Windermere Chain of Lakes Estate with Private tennis court is currently available for lease, This 5 bedroom 3 1/2 bath includes in-law suite with private entrance. New boat dock for the avid boater along with sandy beach for ultimate waterfront entertainment. Enjoy the beautiful west facing sunsets from your large covered patio or dine beside your double sided wood burning fireplace.

Listing is courtesy of: WINDERMERE COCOA BEACH CENTER (407-876-1032)

Listing Agent: Dennis Conklin (407-876-1032)

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 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: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Judy Black (407-810-1803)

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: Welcome home to your Windermere Isle Mediterranean estate. From the minute you arrive at this move in ready, model like home, you are greeted by a cozy hand cut stone façade & barrel tile roof reminiscent of rich Tuscan architecture. The brick paver driveway leads you to the inviting front porch & through the leaded glass front door to an open floor plan featuring your formal living & dining rooms. The spacious foyer opens up to the great room & gourmet kitchen with breathtaking views of your screened custom pool & covered lanai. Your chef's dream come true gourmet kitchen is well equipped with a large Quartz cooking island with upgraded wainscoting, pendant lights, level 3 kitchen cabinets with crown molding & upgraded handles, dual built-in ovens with a smart convection oven, a natural gas cooktop with a microwave & hood vented to the outside, glass tile backsplash, Whirlpool Gold Series stainless steel appliances and a walk-in pantry. The adjacent breakfast nook & great room open up to the extended 31'x9' covered lanai, making this the ideal area to entertain your guests. Speaking of entertaining, no expense was spared on your privately fenced custom resort style Dreamscapes gas heated, salt water pool & spa, featuring a water fall with 2 cascading bronzed bowls over sparkling Anthracite tile and a sunshelf with bubbler; your ideal lush oasis to escape to as you enjoy your favorite libation after a long day. The spacious rich Travertine pool deck offers plenty of sun bathing options & leads to the bar featuring a stainless steel Paradise Grill ready to cook up your culinary creations. A guest bedroom is conveniently located on the first floor with a walk-in closet & adjacent en-suite bath with tub and shower. The stairs feature an upgraded wrought iron railing and lead you to the 2nd floor bonus room featuring a built in library bookshelf & desk with rolling ladder; the ideal room that can easily accommodate a home theatre, a fitness or yoga studio, home office, game room or your desired flex space. The serene master retreat is privately located in a split floor plan configuration and features Cortec luxury vinyl planking, 2 walk-in closets & a spacious master bath with dual Viatera Quartz vanities with upgraded tile motif wall accents, separate shower & bathroom stalls & a garden tub. The Disney fireworks are just a glimpse away through your master bedroom window. The remaining bedrooms all feature durable Cortec luxury vinyl planking and walk-in closets with the 4th and 5th bedroom sharing a Jack and Jill bath. Peace of mind & energy efficient living at its best with 2 Ring doorbells, 2 Nest smart thermostats, iAquaLink pool automation with mood lighting, upgraded wood plank look ceramic tile floors, barrel tile roof, double pane low E windows throughout, tankless water heater, Tesla car charger in the 3 car garage, and R-38 blown insulation & rigid foam filled concrete block walls; leading to an HERS 60 energy efficiency rating for this Beazer built Sequoia II home. Windermere Isle also features a community pool and cabana, play ground, pond front park with bbq grills with the HOA taking care of the lawn care & fertilization. All this in a great location with excellent schools & just minutes from Disney, Historic Winter Garden, major highways, the Cinepolis Luxury Cinema, shopping at Hamlin Town Center or Winter Garden Village or to visit one of the many close by restaurants that are sure to curb any craving that you may have.

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

Listing Agent: T.J. O'Donnell (317-246-8190)

Remarks: A stunning fully renovated 4 bedroom, 5 bath plus office ready for you! Features the perfect blend of textures and clean finishes with modern warmth and undeniable sleekness. CArefully thought-out living allows for the overall feel of spaciousness. It has a open layout with height ceilling to welcome you, followed by a chef's kitchen, dinning room and living room. Complete with covered summer kitchen and spacious pool deck.

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

Listing Agent: Marilene Auge (407-415-7030)

Remarks: One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida living, a feature not commonly found in the current rental inventory. Many competing properties offer limited outdoor space or no water access; this home provides a lakefront setting with room to relax and entertain. The open-concept floor plan features a chef’s kitchen with gas range, custom cabinetry, and premium finishes, flowing into spacious living and dining areas. Two first-floor ensuite bedrooms offer ideal flexibility for guests, home office, or multigenerational living. The second-floor primary suite provides a private retreat with elevated lake views. Outdoor features include a screened porch, landscaped yard, fire-pit area, and koi pond, creating a peaceful setting for everyday living or entertaining. Located in Downtown Windermere, this home offers golf-cart-friendly access to local shops, weekly farmers markets, and community events, with convenient proximity to Orlando’s major employment centers, top-rated schools, and world-class attractions including Disney and Universal. Rarely available as a rental, this lakeview property combines location, space, and lifestyle in one of Central Florida’s most sought-after communities. Schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Karen O'Neil (407-789-5565)

Remarks: You're going to love this home! The spacious kitchen is exquisite with gorgeous cabinetry, contemporary counters, and stainless steel appliances. The open floor plan is full of natural light, making this home perfect for entertaining. The primary bath is stunning with designer touches, a separate shower, and a garden tub. The Summerport Residential neighborhood offers amenities such as a tot lot, community pool, and much more! Apply online today. See the floorplan in the photo gallery to picture yourself in this home. Live in a tech-friendly home. Smart Home is a monthly service that helps you manage access to your home and save on your energy bill. With our Smart Home features, you can remotely lock and unlock your front door, control your thermostat, and receive notifications about your home - all through the convenience of your mobile device or computer. Learn more about this service at https://www.invitationhomes.com/smarthomes.

Listing is courtesy of: INVITATION HOMES (954-745-2500)

Listing Agent: Tiffany Baker (407-243-7993)