Starting at $1,470 Per Month
7826 Crosswater Trail, Windermere, FL 34786
TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.
MAA Crosswater
Starting at $1,542 Per Month
13644 Tortona Ln, Windermere, FL 34786
Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.
Addison At Windermere
Starting at $1,848
Total Monthly Price
6506 San Francesco Way, Windermere, FL 34786
A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication you'll find awe-inspiring day and night.
Venetian Isle
Starting at $1,653
Total Monthly Price
101 Casa Mirella Way, Windermere, FL 34786
Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind
Casa Mirella
Starting at $1,758 Per Month
11598 Lachlan Ln, Windermere, FL 34786
TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive
MAA Windermere
Starting at $1,494 Per Month
11353 Citra Cir, Windermere, FL 34786
Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay
Citra at Windermere
$3,099 Per Month
14252 Confetti Dr, Windermere, FL 34786
WATER & ELECTRIC INCLUDED!! MOVE IN END OF AUGUST!! Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor!
$2,095 Per Month
8264 Maritime Flag St, Windermere, FL 34786
CONDO - Newly renovated. 2 bed/2 bath, NEW Floors, New carpet in bedrooms, New paint throughout. Beautiful balcony, Elevator to 3rd floor. Nice Community amenities.
Starting at $1,868
Total Monthly Price
8200 Jayme Dr, Winter Garden, FL 34787
So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident
Windermere Cay
$3,945 Per Month
11719 Bella Milano Ct, Windermere, FL 34786
Lease 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 $4209.90. That covers your base rent, $3945.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$3,200 Per Month
13831 Farella Aly, Windermere, FL 34786
Your dream home in Windermere is waiting for you! This beautiful home features 4 bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect combination of comfort and style. The spacious kitchen is equipped with granite countertops, complemented by matching granite in all bathrooms. The first floor features durable tile flooring throughout, creating a bright, open, and easy-to-maintain
Maryelle Gama TALENT REALTY SOLUTIONS
$5,490 Per Month
10914 Ledgement Ln, Windermere, FL 34786
10914 Ledgement Ln, Windermere, FL 34786
$2,570 Per Month
8831 Herencia Aly, Windermere, FL 34786
SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.Welcome to 8831 Herencia Alley in Windermere, FL (34786)! This modern two-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,668 square feet of bright, open living space in the sought-after Legado community. The main level features an open-concept layout
$2,800 Per Month
7912 Ficquette Rd, Windermere, FL 34786
Short term or long term!! Rare waterfront lease opportunity on 3.31 acres with approximately 150 feet of frontage on Lake Hancock, part of the celebrated Chain of Lakes in Windermere. This two-bedroom, one-bath duplex is available for immediate occupancy and offers a unique combination of waterfront living, open space and convenient access to Central Florida's premier attractions. The residence
$7,995 Per Month
6119 Foxfield Ct, Windermere, FL 34786
Explore luxurious living in this modern Keenes Pointe rental home, seamlessly blending elegance and comfort. Embrace the picturesque views of the golf course from your backyard. Recently updated with tasteful tile throughout, the interior boasts three bedrooms on the first floor, including a master suite and a spacious office. The second floor features a large bedroom with a walk in closet and a
$3,895 Per Month
1349 Whitney Isles Dr, Windermere, FL 34786
Welcome to this beautifully renovated 5-bedroom home in the prestigious gated community of Whitney Isles at Belmere in Windermere. The home has just been freshly painted and features an impressive floor plan with plenty of space and privacy.The main level features formal living and dining areas, a spacious gourmet kitchen with granite countertops, stainless steel appliances, abundant
$2,700 Per Month
11686 Water Run Aly, Windermere, FL 34786
Welcome to this beautiful and well-maintained 3-bedroom, 2.5-bathroom townhome, located in one of Windermere's most desirable communities. Offering the perfect blend of comfort, style, and convenience, this home is ideal for families and professionals alike.The spacious open floor plan features a bright living and dining area that flows seamlessly into a stunning gourmet kitchen with
$6,500 Per Month
8122 Whitford Ct, Windermere, FL 34786
Keenes Pointe Golf front beauty!!. The home backs up to the driving This lovely 4 bed 3 bath home available is for rent in the popular and exclusive Keenes Pointe Golf Community. This is a gated community with manned security . Keenes Pointe is popular because of the strong community atmosphere. It has a restaurant on site, fitness and tennis courts . All the facilities are close to this
$1,349 Per Month
8552 Powder Ridge Trail, Windermere, FL 34786
Private 1 bedroom/1bathroom guest house above the garage with its own private entrance. The unit includes an in-unit washer and dryer for your convenience. Located just minutes from Disney Parks, shopping centers, and major highways. Residents also have access to the community pool, parks and walking trails. Requirement good income and good credit, no pets.
$4,500 Per Month
14422 Crest Palm Ave, Windermere, FL 34786
Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout. To the right, you'll find the first spacious bedroom, followed by a full bathroom and a second generously sized bedroom. As you continue through the home, you'll be greeted by
Lan Lee REAL BROKER, LLC
$7,500 Per Month
Unlisted Address
Welcome to 8304 Lookout Pointe Drive, an exceptional residence nestled in the highly sought-after Windermere Trails community. This beautifully appointed home offers over 4,100 square feet of thoughtfully designed living space, featuring 6 bedrooms, 5 bathrooms, a private office, spacious loft, and a dedicated media room—perfect for modern family living and entertaining.The heart of the
Caroline Valentino NEWKEY REAL ESTATE LLC
$3,100 Per Month
13920 Bluebird Pond Rd, Windermere, FL 34786
Available October 5, 2026! Beautiful and spacious 4-bedroom, 3.5-bathroom pool home located in the desirable Summerport community of Windermere. This inviting residence features a private screened-in pool, a large eat-in kitchen, a generously sized primary suite, and a spacious loft ideal for a home office, entertainment area, or additional living space. Ceramic tile and laminate flooring
Tatiana Diaz FLORIDA LAKES REALTY
$2,750 Per Month
7243 Shadeview Aly, Windermere, FL 34786
Beautiful Windermere Townhome Near Top-Rated Schools. Discover the perfect blend of comfort, convenience, and location in this charming Windermere townhome. Just a short walk from local groceries, shops and Horizon West Middle School, this home is also zoned for highly regarded Sunset Park Elementary and Windermere High School. The thoughtfully designed floor plan keeps all three bedrooms, two
Claudia Panella COLDWELL BANKER REALTY
$6,300 Per Month
7231 Sangalla Dr, Windermere, FL 34786
Property Id: 2781998 LIMITED-TIME AUGUST SPECIAL — $1,000 OFF FIRST MONTH’S RENT! Approved tenant must sign a 12-month lease and move in by August 31, 2026. Regular rent is $6,300/month thereafter. Experience luxury living in the highly sought-after gated Casa Del Lago community in Windermere. This beautifully maintained 5-bedroom, 5 bath home offers 3,835 sq. ft. of spacious
$10,000 Per Month
5927 Caymus Loop, Windermere, FL 34786
Welcome to this exceptional 5Bed, 4Bath residence located in the highly desirable Keene’s Pointe community in Windermere. Situated on an oversized lot with beautiful views of the 14th fairway of the Jack Nicklaus Signature Golf Course, this home offers an impressive combination of space, comfort, and Florida living.The bright and spacious interior is filled with natural light and features
Carla Renata Pereira Motta MS LAND & BUILDING LLC
$3,000 Per Month
4718 Blue Major Dr, Windermere, FL 34786
Move-in Ready. Landlord will provide brand-new washer and dryer.Welcome to 4718 Blue Major Drive, a beautifully maintained 3-bedroom, 2-bathroom residence offering 1,911 square feet of thoughtfully designed living space in the highly sought-after Windermere area. Move-in ready and exceptionally well cared for, this inviting home features fresh interior paint, a newer A/C system just two
Jing Yue INTEREALTY SERVICE
$3,500 Per Month
9072 Overlook Pass Dr, Windermere, FL 34786
Welcome to this freshly updated, move-in-ready 4-bedroom, 3-bathroom home in the highly desired Windermere Trails community! The entire interior freshly painted, featuring rich wood flooring on the main level, a spacious downstairs bedroom, and a full bath with a walk-in shower perfect for guests or multi-generational living. Upstairs, you'll find a massive loft with ample lighting alongside a
Ravichandra Sathari Mallikarjuna FLORIDA REALTY INVESTMENTS
$5,700 Per Month
8224 Procida Isle Ln, Windermere, FL 34786
Stunning house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Engineer wood floor and porcelain tile in bathrooms. Recent Upgraded kitchen and bathrooms cabinets and countertops and first floor luxury Engineer wood floor. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Tankless gas water heater. Ceiling fan with remote control in all rooms.
Li Xue AGENT GROUP REALTY
$2,695 Per Month
7454 Tattant Blvd, Windermere, FL 34786
7454 Tattant Blvd in Windermere, FL is a one-story, 3-bedroom, 2-bath home with a 2-car garage, situated in a sought-after neighborhood. The interior features stainless steel appliances, granite counters, and new premium vinyl plank flooring in the bedrooms; there are no carpets. A fantastic screened lanai overlooks a private, large fenced yard, and a walking trail runs behind the home. Community
$2,800 Per Month
8674 Wellington Blue Ln, Windermere, FL 34786
Welcome to this beautiful and well-maintained 3-bedroom, 2.5-bathroom townhome, located in one of Windermere's most desirable communities. Offering the perfect blend of comfort, style, and convenience, this home is ideal for families and professionals alike.The spacious open floor plan features a bright living and dining area that flows seamlessly into a stunning gourmet kitchen with
$3,000 Per Month
5028 Autumn Ridge Ln, Windermere, FL 34786
Welcome to your peaceful private retreat! This beautifully designed private casita offers comfort, privacy, and a serene setting surrounded by mature pine trees and beautiful nature views.OCCUPANCY: Maximum 2 people | SHORT-TERM RENTAL: 3–6 MONTHSThe thoughtfully designed interior features three skylights that fill the home with natural light, a comfortable living room with leather
Joyce Teixeira THE OUTLIER GROUP
$2,999 Per Month
12986 Holdenbury Ln, Windermere, FL 34786
Discover this stunning 4-bedroom, 2-bathroom home nestled in the desirable Windermere Terrace neighborhood. The open-concept layout is flooded with natural light thanks to expansive windows, highlighting the beautiful tile flooring throughout. The modern kitchen features elegant granite countertops, all-black appliances, and ample cabinet and counter space, making it perfect for cooking and
$1,500 Per Month
8623 Via Trieste Dr, Windermere, FL 34786
Available NOW! Garage apartment located in Windermere. Kitchen features granite counters, stainless appliances, walk-in closet, washer and dryer. Utilities included! Access to community pool. Schedule a private showing today!
$2,800 Per Month
13483 Gorgona Isle Dr, Windermere, FL 34786
?? Townhome for Rent in Windermere, FL? Legado Community – WindermereGreat opportunity to live in one of the most desirable areas in Central Florida! ? The rent includes HOA, property taxes, and lawn maintenance.Beautiful community with an excellent location, close to Winter Garden, Disney, restaurants, shopping, and top-rated schools in the area.Perfect for families looking for
Eduardo Angulo IAD REAL ESTATE
$1,550 Per Month
14222 Sonco Ave, Windermere, FL 34786
Discover this charmings Garage apartment in desirable Windermere! Featuring stylish finishes and thoughtful touches throughout, this inviting space offers the perfect combination of comfort, privacy, and convenience. Enjoy a well-designed layout with a warm, modern feel that makes it easy to call home. Ideally located near shopping, dining, entertainment, and everyday essentials, with convenient
Justin V LaManna HOMEVEST REALTY
$5,500 Per Month
9247 Legado Dr, Windermere, FL 34786
FULLY FURNISHED HOME FOR RENT IN WINDERMERE!Experience comfort, convenience, and the best of the Florida lifestyle in this beautiful 4-bedroom home, offered for rent 100% fully furnished and move-in ready.Ideally located in one of Windermere’s most desirable areas, just minutes from Walt Disney World, this home combines an exceptional location with privacy, space, and beautiful
Silvia Cervi ONLI REALTY GROUP LLC
$3,000 Per Month
12649 Cragside Ln, Windermere, FL 34786
Welcome to The Lakes of Windermere, where luxury meets tranquility in the heart of Florida. This beautifully kept home boasts three bedrooms and two baths, offering a spacious and modern living experience. The split-concept layout is perfect for entertaining, while the sleek kitchen features top-of-the-line appliances and stylish finishes. Other features include a two-car garage, no carpets, and
Samir Fkiyi SOUTHERN PRESTIGE REALTY INC
$2,575 Per Month
5439 Kumquat Loop, Windermere, FL 34786
Discover this stunning 3-bedroom, 2.5-bath townhome ideally situated in the desirable Windermere area. Enjoy quick access to major highways like the 429, and be just minutes from Winter Garden, Disney, and a variety of shopping and dining options. Step inside to find beautifully styled flooring, abundant natural light, and a modern, high-end kitchen perfect for entertaining. The first floor
$4,000 Per Month
13448 Zori Ln, Windermere, FL 34786
FOR RENT OCTOBER 2026 | Luxury 4-Bedroom Home with Private In-Law Suite in Windermere Welcome to this beautifully updated 4-bedroom, 3-bathroom residence offering 2,826 square feet of elegant living space in one of Windermere's most desirable communities. This exceptional two-story home has been thoughtfully upgraded with a brand-new roof, New HVAC systems, Tile flooring, and an open kitchen,
$3,500 Per Month
9269 Outlook Rock Trail, Windermere, FL 34786
Spacious 4-Bedroom Home in Windermere Trails – Move-In Ready!Welcome to this spacious and well-maintained 4-bedroom, 3-full-bath, single-story home in the desirable Windermere Trails community, conveniently located in the heart of Windermere.Built with concrete block construction, this thoughtfully designed home features an open-concept floor plan with the kitchen overlooking the
Ravichandra Sathari Mallikarjuna FLORIDA REALTY INVESTMENTS
Showing Results 1 - 40, Page 1 of 3
Copyright © 2026 CoStar Group
