$3,600 per month
- 5 Beds
- 4.5 Baths
- 2,961 Sq Ft
- House for Rent
13154 Kegan St, Windermere, FL 34786
13154 Kegan St, Windermere, FL 34786
69
Windermere, FL Houses for Rent
-
-
$3,000 per month
- 4 Beds
- 2.5 Baths
- 2,206 Sq Ft
- House for Rent
11551 Via Lucerna Cir, Windermere, FL 34786
11551 Via Lucerna Cir, Windermere, FL 34786 -
$3,000 per month
- 4 Beds
- 3 Baths
- 2,419 Sq Ft
- House for Rent
14217 Bridgewater Crossings Blvd, Windermere, FL 34786
14217 Bridgewater Crossings Blvd, Windermere, FL 34786 -
$7,500 per month
- 6 Beds
- 4 Baths
- 3,916 Sq Ft
- House for Rent
3302 Butler Bay Dr N, Windermere, FL 34786
3302 Butler Bay Dr N, Windermere, FL 34786 -
$3,899 per month
- 5 Beds
- 4 Baths
- 3,256 Sq Ft
- House for Rent
8931 Lookout Pointe Dr, Windermere, FL 34786
8931 Lookout Pointe Dr, Windermere, FL 34786- $4,100/month for a 1 year lease- $3,899 for an 18 month lease- $3,949 for a 24 month leaseThis 5/4 2 story home with a Bonus room located in Windemere Trails is just over 3200 sq ft. Downstairs is one bedroom and one full bathroom, separate dining and living room, and large eat-in kitchen. The upgraded kitchen has gorgeous granite counters with, lots of counter space, solid
-
$2,975 per month
- 4 Beds
- 2 Baths
- 2,300 Sq Ft
- House for Rent
12653 Arley Dr, Windermere, FL 34786
12653 Arley Dr, Windermere, FL 34786This beautiful 4 bedroom, 2 bathroom home is located in the wonderful subdivision of Lakes of Windermere. This home is spacious with nearly 2,300 square feet. The large home features an open floorplan with upgraded dark cherry cabinets along with black kitchen appliances, neutral tile and carpet throughout, a master bathroom with double vanities and separate shower and tub. Lakes of Windermere
Katie Drewry WATSON REALTY CORP
-
$3,595 per month
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
- House for Rent
11602 Ashlin Park Blvd, Windermere, FL 34786
11602 Ashlin Park Blvd, Windermere, FL 34786Property Id: 904398Welcome to this charming three-bedroom, two-and-a-half-bathroom rental property in the desirable Windermere area. Set on a spacious corner lot, this home features a generous three-car garage and ample outdoor space. Inside, you'll find brand-new carpet(not pictured) and fresh paint throughout, complemented by upgraded kitchen and bathrooms for a modern touch.The
-
$3,100 per month
- 4 Beds
- 2 Baths
- 2,151 Sq Ft
- House for Rent
12921 Cragside Ln, Windermere, FL 34786
12921 Cragside Ln, Windermere, FL 34786Great rental opportunity z in the Lakes of mid mirror. Solid flooring throughout. Pets allowed.
Hans Welbergen WINDERMERE INTERNATIONAL REALTY
-
$3,295 per month
- 4 Beds
- 2.5 Baths
- 3,115 Sq Ft
- House for Rent
14479 Yellow Butterfly Rd, Windermere, FL 34786
14479 Yellow Butterfly Rd, Windermere, FL 34786Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3439.90. That covers your base rent, $3295.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
-
$3,000 per month
- 3 Beds
- 2.5 Baths
- 2,203 Sq Ft
- House for Rent
13040 Overstreet Rd, Windermere, FL 34786
13040 Overstreet Rd, Windermere, FL 34786Welcome to this gorgeous 3-bedroom, 2.5-bath single-family home located in the highly desirable Windermere area. Situated within top-rated school zones, this home offers both comfort and convenience. The kitchen features granite countertops and opens to a functional living space perfect for everyday living and entertaining. Lawn maintenance is included through the HOA, making maintenance
Sherry Gao CHARLES RUTENBERG REALTY ORLANDO
-
$3,290 per month
- 5 Beds
- 2.5 Baths
- 2,389 Sq Ft
- House for Rent
13450 Sunkiss Loop, Windermere, FL 34786
13450 Sunkiss Loop, Windermere, FL 34786Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by January 31, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We
-
$4,150 per month
- 6 Beds
- 4 Baths
- 3,667 Sq Ft
- House for Rent
12676 Salomon Cove Dr, Windermere, FL 34786
12676 Salomon Cove Dr, Windermere, FL 34786Welcome to this rare 6-bedroom, 4-bathroom single-family home offering over 3,600 sq. ft. of living space in the highly desirable community of Westside Village in Windermere. Nestled in a top-rated school district and just a 10-minute drive to Walt Disney World, this home combines comfort, convenience, and exceptional location. The thoughtfully designed floor plan is perfect for large families or
Anna Shi LPT REALTY, LLC
-
$3,595 per month
- 4 Beds
- 3 Baths
- 3,058 Sq Ft
- House for Rent
11530 Vicolo Loop, Windermere, FL 34786
11530 Vicolo Loop, Windermere, FL 34786Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3739.90. That covers your base rent, $3595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
-
$4,500 per month
- 5 Beds
- 4 Baths
- 3,536 Sq Ft
- House for Rent
1351 Glenwick Dr, Windermere, FL 34786
1351 Glenwick Dr, Windermere, FL 34786POOL 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!
Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC
-
$3,345 per month
- 4 Beds
- 3.5 Baths
- 2,628 Sq Ft
- House for Rent
7623 Colbury Ave, Windermere, FL 34786
7623 Colbury Ave, Windermere, FL 34786Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by January 31, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We
-
$3,800 per month
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
- House for Rent
7307 Ella Ln, Windermere, FL 34786
7307 Ella Ln, Windermere, FL 34786Welcome to your new home!! Conveniently situated within the charming Windermere area, you'll find this gem House, fully furnished, 1-Master Suite, 2-bedrooms, 2 and 1/2 bathrooms, nestled within the Windermere Sound community. Opening the entry door (with a digital code locker), you will find a beautiful spacious living room, well decorated and plenty of natural light coming trough the double
Sergio Figueiredo NOVA REAL ESTATE SERVICES INC
-
$2,950 per month
- 3 Beds
- 2.5 Baths
- 2,234 Sq Ft
- House for Rent
6758 Duncaster St, Windermere, FL 34786
6758 Duncaster St, Windermere, FL 34786Split the payment — You reserve the new home by paying 50% of the security deposit now, and the remaining balance before move-in.Explore a roomy residence located at 6758 Duncaster Street. This property boasts 3 bedrooms and 2.5 bathrooms, providing 2,234 square feet of living area. Relish in outdoor leisure on the porch, private patio, and extra patio space. The home includes covered
-
$2,875 per month
- 3 Beds
- 2.5 Baths
- 2,009 Sq Ft
- House for Rent
8160 Iron Mountain Trail, Windermere, FL 34786
8160 Iron Mountain Trail, Windermere, FL 34786Welcome to this beautifully designed residence in the highly sought-after Windermere Trails community. Combining modern style with everyday functionality, this home offers an open-concept floor plan and high-end finishes throughout. A gourmet kitchen features quartz countertops, a large center island, breakfast bar and stainless steel appliances, seamlessly connecting to the living and dining
Jeffrey Petch GECKO REALTY, INC
-
$2,600 per month
- 3 Beds
- 2 Baths
- 1,708 Sq Ft
- House for Rent
13270 Vennetta Way, Windermere, FL 34786
13270 Vennetta Way, Windermere, FL 34786Property Id: 2303378Luxury Living in the Heart of Windermere Never Before Rented!Experience the charm of Windermere (34786) in this meticulously maintained single-family home. This isn't just another rental; it's a home that has been cared for by the owner and is being offered to the rental market for the very first time.Skip the property management headaches deal directly
-
$3,500 per month
- 4 Beds
- 2.5 Baths
- 2,623 Sq Ft
- House for Rent
7448 Ella Ln, Windermere, FL 34786
7448 Ella Ln, Windermere, FL 34786Experience the perfect mix of elegance, comfort, and versatility in this 4-bedroom, 2.5-bathroom home in the Beautiful Windermere community. Step inside to discover this well maintained property with designed living spaces, open layouts from room to room. The spacious open-concept layout goes from the spacious and well equipped kitchen to the living and dining areas. The kitchen features granite
Carmela Mazzilli LA ROSA REALTY LLC
-
$3,300 per month
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
- House for Rent
7340 Tattant Blvd, Windermere, FL 34786
7340 Tattant Blvd, Windermere, FL 34786***Tours will be possible only if you apply, meet the screening criteria of credit score of 650+ and household income of $125k. If you like the place after the tour and want to sign the lease, another 3rd party screening will be done paid by the applicant ($47). If we move forward with the lease, then this fee will be deducted from the first month's rent.***Welcome to this beautiful home
-
$2,900 per month
- 4 Beds
- 2.5 Baths
- 2,115 Sq Ft
- House for Rent
11842 Silverlake Park Dr, Windermere, FL 34786
11842 Silverlake Park Dr, Windermere, FL 34786Welcome to this stunning 4-bedroom, 2.5-bath home located on a desirable corner lot in one of Windermere’s most sought-after communities. The open living and dining areas flow seamlessly, ideal for both everyday living and entertaining. Enjoy Florida living at its best in the private fenced backyard, featuring an outdoor BBQ area—perfect for weekend gatherings, family meals, or relaxing evenings
Rosselyn Moux AGENT TRUST REALTY CORPORATION
-
$3,500 per month
- 4 Beds
- 3.5 Baths
- 2,876 Sq Ft
- House for Rent
8631 Crescendo Ave, Windermere, FL 34786
8631 Crescendo Ave, Windermere, FL 34786Family-friendly 4 Bedrooms home in prime location, features a spacious kitchen with expansive center island, tons of cabinet space, granite countertops, walk in pantry and eat in dining. There is a den/office for all your organizing needs. A private guest suite with private full bath on main floor. The Master has a large walk in closet and luxurious spa like bath with soothing soaking tub,
Yujie Cheng REALTY HUB
-
$3,600 per month
- 4 Beds
- 3.5 Baths
- 2,931 Sq Ft
- House for Rent
8752 Powder Ridge Trail, Windermere, FL 34786
8752 Powder Ridge Trail, Windermere, FL 34786Beautiful corner lot, Barret model, including 4 bedrooms, 3.5 bathrooms, huge extra room, living room, summer kitchen, and 2-car garage.The functional open floor plan allows for great entertaining.Stainless steel appliances.A-rated schools and the best area to live.Close to restaurants, markets, and major highways.This beautiful home will be available for rent starting January
Tatiana Felice MS LAND & BUILDING LLC
-
$4,332 per month
- 4 Beds
- 3 Baths
- 2,738 Sq Ft
- House for Rent
2533 Ridgewind Way, Windermere, FL 34786
2533 Ridgewind Way, Windermere, FL 347864 Bedroom Home For Rent In Windermere3-Car Garage, Pool View, Screened-in Pool, Screened-in Patio, Master Bedrm Downstairs, Huge Master Suite, Huge Family Room, Hardwood Flooring, Tile in Wet Areas, Additional $150 charge for Pool Maintenance. The deposit amount is based upon the application results. Pets: OK - Medium 50lbs (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $3,999.00
Jay Myers ORLANDO REALTY & PROPERTY MGNT
-
$3,500 per month
- 3 Beds
- 2.5 Baths
- 1,980 Sq Ft
- House for Rent
6060 Roseate Spoonbill Dr, Windermere, FL 34786
6060 Roseate Spoonbill Dr, Windermere, FL 34786Welcome to this beautifully maintained 3-bedroom, 2.5-bath home situated on a desirable corner lot in the highly sought-after community of Windermere Landings. Located right off Chase Road, this prime Windermere location offers exceptional walkability—just steps from Sunset Park Elementary, Walgreens, Papa John’s, and other neighborhood conveniences. This is truly an ideal community for families
Mulcy Tenorio FLORIDA CONNEXION PROPERTIES
-
$8,995 per month
- 4 Beds
- 3.5 Baths
- 3,751 Sq Ft
- House for Rent
6533 Cartmel Ln, Windermere, FL 34786
6533 Cartmel Ln, Windermere, FL 34786Tucked away in the desirable guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3.5-bath single-story pool home blends timeless Mediterranean style with modern sophistication. Set on over half an acre in a quiet cul-de-sac, the home welcomes you with a paver driveway, lush mature landscaping, and an elegant entry framed by architectural columns. As you enter
Andy Neal THE AGENCY ORLANDO
-
$5,500 per month
- 3 Beds
- 2 Baths
- 2,056 Sq Ft
- House for Rent
8447 Bowden Way, Windermere, FL 34786
8447 Bowden Way, Windermere, FL 34786Welcome 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
Julien Silva JOHN SILVA REALTY & ASSOCIATES
-
$3,950 per month
- 5 Beds
- 4 Baths
- 2,800 Sq Ft
- House for Rent
9088 Outlook Rock Trail, Windermere, FL 34786
9088 Outlook Rock Trail, Windermere, FL 34786One 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
Maria Serrano Whitehead EPIQUE REALTY, INC.
-
$3,550 per month
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
- House for Rent
13638 Ancilla Blvd, Windermere, FL 34786
13638 Ancilla Blvd, Windermere, FL 34786Discover this beautifully maintained two-story single-family home in the heart of Windermere, offering 4 spacious bedrooms, 2 full bathrooms, and a 2-car garage. With 2,770 sq/ft of living space and a total of 3,513 sq/ft, this property provides comfort, space, and functionality for today’s lifestyle. Enjoy Florida living at its best with your own private in-ground pool, perfect for relaxing or
Jose Solano FUSION FLORIDA REALTY LLC
-
$3,169 per month
- 4 Beds
- 3.5 Baths
- 2,745 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressTake a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 3.5 bathrooms, 3 car garage and approximately 2,745 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,
Cathy Behe TAH FLORIDA LLC
-
$3,400 per month
- 4 Beds
- 4 Baths
- 2,645 Sq Ft
- House for Rent
1626 Whitney Isles Dr, Windermere, FL 34786
1626 Whitney Isles Dr, Windermere, FL 347864 Bedroom 4 bath rent home is in gated Community of Whitney Isles. The property has features 3 bedrooms and 3 bath downstairs and a bonus room complete with full bathroom upstairs. The kitchen is upgraded with Cherry cabinets, granite and stainless-steel appliances. The flooring is tile and wood downstairs in the living area. The house has a large screened in patio at the rear. Community includes
Dewayne Smith CHARLES RUTENBERG REALTY ORLANDO
-
$2,989 per month
- 4 Beds
- 3.5 Baths
- 2,659 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressTake a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 3.5 bathrooms, 2 car garage and approximately 2,659 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,
Cathy Behe TAH FLORIDA LLC
-
$2,850 per month
- 3 Beds
- 2 Baths
- 1,894 Sq Ft
- House for Rent
8436 Greenbank Blvd, Windermere, FL 34786
8436 Greenbank Blvd, Windermere, FL 34786Welcome to your dream home at 8436 Greenbank Blvd in Windermere! This single-family property features 3 bedrooms, 2 bathrooms, and amenities including a garage, dishwasher, washer/dryer, big patio, walking closet, and covered lanai. Photos showcase ceramic tile flooring, an eat-in cafe kitchen, master retreat with dual vanities and garden bath, and a large covered lanai perfect for relaxation.
Daniel Colombo REALTY HUB
-
$6,500 per month
- 5 Beds
- 4 Baths
- 3,805 Sq Ft
- House for Rent
311 E 8th Ave, Windermere, FL 34786
311 E 8th Ave, Windermere, FL 34786One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental | Downtown Windermere | Lake Bessie. Now offered at an exceptional value, this rare luxury lakefront rental in Downtown Windermere delivers the ultimate Florida lifestyle for relocating executives and discerning families. Set on the shores of Lake Bessie, this beautifully renovated residence blends refined comfort,
Karen O'Neil COLDWELL BANKER RESIDENTIAL RE
-
$7,500 per month
- 5 Beds
- 4 Baths
- 4,186 Sq Ft
- House for Rent
101 Lee St, Windermere, FL 34786
101 Lee St, Windermere, FL 34786A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and
Carey Sheffield ISLEWORTH REALTY LLC
-
$5,350 per month
- 4 Beds
- 3.5 Baths
- 3,050 Sq Ft
- House for Rent
8746 Crescendo Ave, Windermere, FL 34786
8746 Crescendo Ave, Windermere, FL 34786Discover refined Florida living in this beautifully appointed premium corner-lot residence located in one of Windermere’s most desirable communities. Built in 2015 and offering 3,050 SqFt of thoughtfully designed interior living, this fully furnished, move-in ready home blends comfort, style, and long-term value in one exceptional offering. An inviting layout with abundant natural light, generous
Mariana Micheti M2M REALTY
-
$2,675 per month
- 3 Beds
- 2.5 Baths
- 1,825 Sq Ft
- House for Rent
8326 Bryce Canyon Ave, Windermere, FL 34786
8326 Bryce Canyon Ave, Windermere, FL 34786SPECIAL $200 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 11/30 WITH A 2 YEAR LEASE. Step into elegance and comfort with this stunning 3-bedroom, 2.5-bathroom home nestled in the heart of Windermere. Designed with modern living in mind, this property boasts a seamless family/dining room layout that invites warmth and social gatherings, complemented by a harmonious blend of tile and carpet
Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT
-
$12,000 per month
- 3 Beds
- 3 Baths
- 3,255 Sq Ft
- House for Rent
5243 W Lake Butler Rd, Windermere, FL 34786
5243 W Lake Butler Rd, Windermere, FL 34786Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers
Steve Simpson 407 PROPERTIES
-
$4,490 per month
- 4 Beds
- 3.5 Baths
- 3,091 Sq Ft
- House for Rent
7211 Still Pond Ln, Windermere, FL 34786
7211 Still Pond Ln, Windermere, FL 34786This property will be ready to be your home next January.Welcome to this former model home in one of Windermere's coveted communities. This custom-designed model is situated on a premium corner lot and offers a combination of luxury, convenience and comfort. As you drive down beautifully manicured streets and past serene lakes, you will arrive at this charming home with its quaint covered porch.
Victor Barroeta MBT REALTY LLC
Showing Results 1 - 40, Page 1 of 2
Rentals in Windermere
Rentals by Number of Bedrooms in Windermere
More About Living in Windermere
Rentals in Nearby Neighborhoods
Rentals in Nearby Cities
- Lake Butler Orange Homes for Rent
- Ocoee Homes for Rent
- Gotha Homes for Rent
- Winter Garden Homes for Rent
- Orlando Homes for Rent
- Horizon West Homes for Rent
- Doctor Phillips Homes for Rent
- Pine Hills Homes for Rent
- Oakland Homes for Rent
- Apopka Homes for Rent
- Oak Ridge Homes for Rent
- Clermont Homes for Rent
- Clarcona Homes for Rent
- Sky Lake Homes for Rent
- Montverde Homes for Rent
- Pine Castle Homes for Rent
- Four Corners Homes for Rent
- South Apopka Homes for Rent
- Winter Park Homes for Rent
- Southchase Homes for Rent
Copyright © 2026 CoStar Group
