Windermere Single Family Homes For Rent - 46 homes

Remarks: Live the Windermere lifestyle in this beautifully maintained 4 bedroom, 2 bath home in the sought after Enclave community, tucked along the Butler Chain of Lakes. An open, light filled layout flows from the kitchen to the main living spaces, ideal for both everyday living and entertaining, with a 2 car garage and lawn and ground care included in the rent for true low maintenance living. Step outside the front door and you are minutes from R.D. Keene Park, with its boat ramp onto the legendary Butler Chain, soccer fields, and covered playground, plus the 438 acre Tibet Butler Nature Preserve and its miles of scenic trails just down the road. Spend weekends at charming Downtown Windermere, grab everything you need at Lakeside Village and Winter Garden Village shopping, and enjoy being only a short drive to Walt Disney World and the area's best dining. Zoned for Sunset Park Elementary, Bridgewater Middle, and Windermere High, and roughly two miles from Windermere Preparatory School. Available now. Come see why Enclave is one of Windermere's most desirable addresses.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Xevier Rodriguez (407-712-5449)

Remarks: GREAT HOUSE!! GREAT LOCATION !! MUST SEE !!! NEW CARPET! With 3 bed plus Bonus Room, 2 full Bath Windermere Home Awaits You! High Ceilings, 42' wood Kitchen Cabinets, Granite Countertops with Stainless Appliances, Double Paneled Windows will make you want to live there! Spacious Master Retreat looking on Wooded View, Large Walk in Closet, Master bath with Dual Sink, Garden Tub, separated shower, Laundry Room with folding table, extra storage cabinets Complete the package. Paved Driveway, Spacious Front Porch to enjoy Disney's fireworks every night and the sunrise on the pond. Ready to Move in Home in Berkshire Park. Basic tenant requirements: 650+ credit score, no BAD history, no evictions 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 to this 4-bedroom, 3-bathroom home located on a quiet cul-de-sac in the guard-gated community of Keene's Pointe. Backing to the Tibet-Butler Preserve, this property offers peaceful conservation views and added privacy. Inside, you'll find a bright, open floor plan with plenty of natural light and tasteful updates throughout. The remodeled kitchen features modern cabinetry, granite countertops, and stainless-steel appliances, offering both style and functionality. The spacious primary suite includes an updated bathroom, while the split-bedroom layout offers privacy for family and guests. Step outside to enjoy the screened pool and spa overlooking the conservation area, creating the perfect place to relax and enjoy Florida living. Additional features include a home office, a two-car garage, and mature landscaping. Conveniently located near top-rated schools, shopping, dining, golf, and major roadways, this move-in-ready home offers comfort, privacy, and an excellent location.

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

Listing Agent: Jessica Cueva Pa (321-286-6065)

Remarks: Welcome to this beautiful 6-bedroom, 5-bathroom home in the desirable Windermere area. Designed with high ceilings and an open, spacious layout, this home is filled with natural light and offers plenty of room for both relaxing and entertaining. Whether you're gathering with family or enjoying a quiet evening, you'll love the comfort, elegance, and generous living spaces this exceptional home has to offer.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)

Remarks: Mediterranean style property with five bedrooms, four and a half bathrooms on two floors in gated community. New flooring. One of the bedrooms is on the first floor next to a full bathroom, making it ideal to function as an office or guest suite. The remaining bedrooms are on the second floor with the master bedroom has crown molding and a huge walk-in closet. Fully equipped kitchen with granite countertops, stainless steel appliances, and wait, yes, a gas range! To top it all off, it comes with a washer and dryer. The community has a swimming pool, tennis, basketball, sand volleyball, children's play area and weight room. You really must see this property to fully appreciate it. It is professionally managed, and rent includes lawn care, so this is worry-free living. Hurry and schedule a showing, this won't last, and you won't want to miss out. New luxury vinyl plank has been installed in the downstairs areas, and new AC systems will be installed prior to occupancy.

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

Listing Agent: Charles Woolley (407-733-8665)

Remarks: Beautiful 4-bedroom home in the desirable Windermere area. Featuring an open floor plan, spacious living areas, a modern kitchen, and a private backyard perfect for entertaining. Conveniently located near top-rated schools, shopping, dining, and major attractions. Move-in ready and a must-see!

Listing is courtesy of: MD3 HOMES LLC (407-557-8810)

Listing Agent: Monica Duran (407-702-5796)

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: MOVE-IN READY! Beautiful and spacious 4-bedroom, 2-bath home located in the highly desirable Lakes of Windermere community. Surrounded by mature landscaping, scenic lakes, walking trails, and top-rated schools, this home even offers the opportunity to enjoy Disney fireworks just steps from your front door. This well-designed single-story home features luxury vinyl plank and tile flooring throughout. The spacious floor plan welcomes you with a formal living room and a flex room, perfect for a home office or study. Three generously sized bedrooms and a full bathroom are located at the front of the home. The open-concept kitchen features a large island, ample cabinet space, overlooking the expansive family and dining areas, making it ideal for everyday living and entertaining. Privately situated off the kitchen, the primary suite offers a walk-in closet and an ensuite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Enjoy Florida living year-round in the screened-in rear patio, while the rear-entry two-car garage provides added privacy and curb appeal. Residents of Lakes of Windermere enjoy outstanding community amenities, including a resort-style pool, tennis, basketball and volleyball courts, parks, playgrounds, walking trails, and a community dock. Tenant is responsible for utilities, internet, lawn care, and pest control. Schedule your private showing today!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Welcome to the perfect rental home in the desirable community of Summerport! This home has it all as it sits on a corner lot, has both a front porch and screened-in back porch, fully fenced in lush backyard (lawn care included!) with paver patio and much more! Inside you're greeted by what could be a formal living room or dining room space and from there enter the fully loaded kitchen with LG appliances including a full-sized fridge/freezer, gas range, microwave and dishwasher. Plenty of cabinet storage and a pantry for all your kitchen gadgets. Beyond the kitchen is the spacious family room with sliding glass doors leading to your screened back patio area. Off of the family room is access to the primary bedroom with ensuite bathroom which includes both a walk in shower, garden tub and double vanity! Down the hall is your laundry with washer and dryer included, the 2 secondary bedrooms and an additional full-sized bathroom. Lots of wonderful details about this home including the tray ceilings, crown molding, newer roof, new GAS water heater, new A/C and compressor, new carpeting in all living areas and luxury vinyl plank in the bathrooms. The Summerport community has amenities for everyone - a community pool, club house, tennis courts, basketball courts, a full fitness center, walking trails plus periodic events for the whole family. This home is close to all major highways, dining, shopping and entertainment. Prospects must view the home prior to applying. Tenant requirements include: minimum gross household income of 2.5x the monthly rent amount, a favorable background and credit screening, favorable rental history and references, proof of income/employment. A security deposit (same as rent) is due upon applicant approval to mark listing as Pending. First month rent and last month's rent are due 7 days prior to lease start date. The owner does not allow smoking in or around the home. Tenants are required to provide proof of renter's insurance. Tenants are responsible to pay all utilities and put in their name, where applicable. Please review these requirements BEFORE requesting a showing. After viewing, listing agent will provide application link, upon request. If a tenant-prospect chooses to apply for one of our rental properties, that DOES NOT guarantee that the prospect's application will be approved. The application fee is NON-REFUNDABLE. Tenant approval is contingent on a lease start date within 30 days of approval.

Listing is courtesy of: HOST MANAGEMENT GROUP LLC (407-680-1234)

Listing Agent: Lukasz Sokolowski (407-680-1234)

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: Welcome home to this beautifully updated 5-bedroom, 4-bath residence in the highly sought-after Windermere Trails community. Featuring newly installed flooring, this spacious home offers the perfect blend of comfort, style, and functionality. With two private en-suite bedrooms, an open-concept living area, and a large paved patio, there's plenty of space for everyday living, entertaining, or multi-generational households. Located in a family-friendly community known for its top-rated schools, scenic walking trails, and neighborhood amenities, you'll enjoy everything Windermere has to offer. Residents have access to the community pool and clubhouse, and you're just 10 minutes from Walt Disney World, with convenient access to Publix, banks, dining, and major roadways. To make life even easier, lawn care included. No pets. This is an exceptional opportunity to enjoy one of Central Florida's most desirable communities in a move-in-ready home.

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

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

Remarks: A $35 Resident Benefit Package charge will be added to rent. - Gorgeous 3-bedroom, 2-bath home in Windermere located inside the gated and guarded Reserve at Belmere. This residence features a two-car garage, paved driveway and entry, and a manicured lawn. Enjoy a screen-enclosed private pool and easy access to on-site recreational amenities including a community fitness center, volleyball court, basketball and tennis courts, and a fishing dock. Professional security and community gate provide controlled access. The tenant must carry renters insurance with a minimum $100K liability coverage. Pool service and lawn service are the responsibility of the tenant at the $4000.00 rental rate. If you would like one or both of these services included in the rent, this can be negotiated for a higher rental price. Please request to speak to the Property Manager if you would like to discuss this. If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. **RESIDENTS BENEFIT PACKAGE** Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application.

Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)

Listing Agent: Francisco Nieves-Taranto (321-248-4149)

Remarks: Beautiful 3-bedroom, 2-bath pool home featuring an open floor plan, updated kitchen with stainless steel appliances, tile flooring throughout, a split-bedroom layout, 2-car garage, and a fully fenced backyard with a screened-in pool. Ideally located just minutes from Walt Disney World, Winter Garden Village, Restaurant Row, major highways including SR-429 and Florida’s Turnpike, and an easy drive to downtown Orlando and Orlando International Airport.

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

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

Remarks: Prepare to fall in love with this home that perfectly blends elegance, comfort, and convenience. Featuring 3 spacious bedrooms, 2 beautifully designed bathrooms, and a bonus room, this property is ideal for families, professionals, or anyone seeking a serene retreat. The formal living and dining rooms provide an inviting space for entertaining, while the great room offers a cozy yet open area for relaxation. The kitchen has an island, perfect for meal prep or gathering. Wood flooring warmth and style, while high ceilings and tray accents create a grand and airy atmosphere. A spacious laundry room ensures convenience, and the 2-car garage provides ample storage and parking. Located in a secure gated community with access to a refreshing community pool, and as if that's not enough, it's situated just 5 minutes from the Magic Kingdom entrance, making it perfect for Disney enthusiasts or those who simply value prime location and world-class entertainment at their doorstep.

Listing is courtesy of: AVID REALTY LLC (689-241-5233)

Listing Agent: Johany Utrera (407-749-8680)

Remarks: Beautiful 5 bedroom 3 bath home located in the desirable Vineyards community. This spacious home features an open floor plan, gourmet kitchen, walk in closets, ceramic tile, laminate, and carpet throughout. The home is nestled on a conservation lot with a screen enclosed patio, which is great for entertaining. The community amenities include pool, and playground. Conveniently located near shopping, SR 429, theme parks, and dining.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: Beautiful 4-bedroom, 2.5-bath two-story home situated on a desirable corner lot in a highly sought-after community. This residence offers modern living with a spacious and functional open layout, generous bedroom sizes, and great natural flow throughout the home. Perfect for everyday living and entertaining. Conveniently located near major roadways, shopping, dining, and top-rated schools, this property combines comfort, style, and an excellent location. A wonderful opportunity in a thriving and well-established neighborhood.

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

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. Newer painting. 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: Welcome to this beautiful, spacious two-story home located in the highly sought-after Sanctuary at Lakes of Windermere. This nearly new residence offers 5 bedrooms, 4.5 bathrooms, a private home office, an upstairs bonus room, and a thoughtfully designed floor plan that perfectly blends luxury, comfort, and functionality. Elegant French doors open to a dedicated home office, providing the ideal space for working from home or a quiet study. The open-concept living area flows seamlessly into the gourmet eat-in kitchen, which features granite countertops, a breakfast bar, stainless steel appliances, double wall ovens, abundant cabinetry, and a spacious dining area. A separate formal dining room offers the perfect setting for hosting family gatherings and special occasions. Upstairs, the expansive primary suite serves as a private retreat with two oversized walk-in closets, and a luxurious en-suite bathroom complete with dual vanities, garden tub, and a separate walk-in shower. Three additional bedrooms, full bathrooms, and a spacious bonus family room provide ample room for family and guests. The first floor also includes a private bedroom with its own en-suite bathroom, making it an ideal guest suite or playroom. Sliding glass doors from the family room lead to a covered lanai overlooking a large, fully fenced backyard, creating the perfect space for outdoor entertaining or relaxing. Lawn care is included in the rent. Additional features include a two-car garage with automatic openers, an electric vehicle charger, and a video doorbell for added convenience. Ideally located near top-rated Windermere schools, shopping, dining, championship golf courses, beautiful lakes, and the world-famous Disney theme parks, this home also offers convenient access to FL-429, FL-408, and Interstate 4 for an easy commute throughout Central Florida. Move-in ready.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Wendy Fischer (407-620-0713)

Remarks: Move into this fabulous 2-story home. 3 bedrooms and 2.5 bathrooms. Beautiful kitchen with granite countertops, a center island with a breakfast bar, SS appliances, and 42"cabinets. A separate living room and Family room for your enjoyment. All Ceramic tiles on the first floor and carpet on the 2nd floor. Fully fenced breezeway courtyard. This home is located in the quiet Windermere Sound community, which is conveniently located for easy access to shopping, Disney, and the attractions. Community amenities include a tot lot, tennis court, basketball court, and a resort-style swimming pool with sundeck and cabana. The HOA provides grounds maintenance, so you don't need to do any work to enjoy great landscaping! ++++Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - 1 small pet may be considered non-aggressive breed only

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

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

Remarks: Welcome home to 6719 Romney Ln located in Windermere! This inviting home offers a spacious and functional floor plan designed for comfortable everyday living. The open-concept living and dining areas provide plenty of room to relax or entertain, while the well-appointed kitchen features ample cabinetry, generous counter space, and modern appliances to make meal preparation a breeze. The private primary suite offers a peaceful retreat with a spacious bedroom, walk-in closet, and en-suite bath. Additional bedrooms provide flexibility for family, guests, or a home office. Enjoy outdoor living in the backyard, perfect for relaxing after a long day or entertaining friends and family. Conveniently located near top-rated schools, shopping, dining, entertainment, and major roadways, this home offers easy access to everything Central Florida provides! Additional perks include enrollment in a Resident's Benefits Package that includes: HVAC filter delivery, renters insurance, credit building, and more for $39.95/month. This home also contains smart features, allowing you to turn on lights, set an oven temperature, or lock doors all with the command of your voice! Tesla charger also included! Do not miss the opportunity to call this wonderful property home! Schedule your private showing today!

Listing is courtesy of: WATSON REALTY CORP., REALTORS (352-243-7374)

Listing Agent: Robert Pringle (407-436-2142)