Windermere, FL Houses for Rent with Pool

Welcome to Lakes of Windermere. This spacious executive four-bedroom, two-and-a-half-bath home is in a great location. The home features a new roof replaced in May 2025, and a new HVAC system installed in June 2025, whilst the exterior is scheduled to be painted. The property has been decorated and is ready for occupancy, except for carpets, which will be steam cleaned before move-in. Call to

Susan Cook CENTURY 21 CARIOTI

Welcome to this beautiful 4 bedrooms and 2.5 bedrooms home. The main level features a bright and welcoming living room, a formal dining area, and a stylish kitchen with stainless steel appliances and plenty of counter space—perfect for both everyday living and entertaining. All four bedrooms are located upstairs, offering enhanced privacy and comfort. A generous loft area provides additional

Jeff Li CINO INTERNATIONAL INC

Beautiful 3-Bedroom, 2.5-Bath Home in Gated Belmere Village – WindermereWelcome to this stunning single-story home in the highly sought-after gated community of Belmere Village. Offering spacious living and thoughtful design, this residence includes 3 bedrooms, 2.5 baths, and a versatile office/den plus a built-in hallway desk area—perfect for homework, crafts, or a home

Lisa Ingram INGRAM REALTY SERVICES LLC

Don't miss this custom-built 4-bedroom, 3.5-bath Windermere Pool Home – beautifully updated and move-in ready! Conveniently located near theme parks, shopping, and top-rated schools, this stunning property offers a perfect blend of style, comfort, and practicality. Volume ceilings tower above the foyer and home office, while the gourmet kitchen features granite countertops, stainless steel

Marcio Silva MS LAND & BUILDING LLC

AVAILABLE NOW......Beautiful 5 Bedrooms/4 Bathrooms/3 car garage large home located in the lovely Lake Burden of Windermere! Large open kitchen with granite countertops, stainless steel appliances, island/breakfast bar, and 42'' cabinets. Tiled floor throughout the common area downstairs. New vinyl plank in all the bedrooms and loft area. The second floor has a huge master suite with a garden tub

Paul Moscoso Donoso SHINING OAK REALTY

Villa/ Condo at Lakeside Windermere, 3 bedrooms and 2.5 bathrooms, No garage, 2 cars allowed, 1 parking space reserved, 1 more parking allowed but not reserved, Kitchen with granite counter tops, 42" cabinets, tile on 1st floor and New carpet on the second floor, new paint. Community with Resort Style pool, fitness center, playground, beach volleyball and valet trash pick up included. Tenant need

Franca Troisi MY REALTY GROUP, LLC.

Lake View - Beautiful home with a private pool just minutes from Walt Disney World, available for rent.Imagine living in a residence that combines comfort, elegance, and practicality in one of Windermere's most desirable areas. Right at the entrance, the well-maintained garden and inviting porch set the home's welcoming tone. There are 4 bedrooms and 3 full bathrooms, with an open-concept

Jennifer Olmeda WRA BUSINESS & REAL ESTATE

This beautiful single-family residence FOR RENT offers the perfect combination of modern comfort and resort-style living. Great floorpan featuring 3 Bedrooms, 2-1/2 Bathroons and a great office. From the moment you arrive, you'll be captivated by the inviting atmosphere and community amenities, including a sparkling, resort-style pool—ideal for relaxing weekends. The heart of the home is the

Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

Welcome to this extraordinary 5 bedroom, 8 bathroom waterfront estate located in one of Windermere’s most exclusive communities, Lake Butler Sound. This prestige 24/7 man-gated neighborhood offers unmatched privacy, security, and luxury living. Spanning nearly 9,000 sq ft, the home features a detached guest suite, private movie theatre, entertainment lounge, and a saltwater/ heated pool with

Ayoub Aitelhaj THE SIMON SIMAAN GROUP

This 6 bedroom, 4.5 bath custom-built home sits on a 1.15-acre lot, and is a beautifully appointed inside and out. The entrance to the home is grand! Its long, circular driveway is the perfect preview that welcomes you to the estate. As you enter, you will be impressed with the high coffered ceilings overhead, and the beautiful hardwood floors below. The abundant natural light will greet you from

Sudheer Pubbaraju LPT REALTY, LLC

AVAILABLE NOW....Come live in this beautiful home in Windermere. Great floorplan, on the first floor you will find the kitchen with stainless steel appliances, 42" cabinets, granite countertops, a large island and eat in space; the dining area which opens to the great room; a 1/2 bathroom; and the master bedroom with 2 walk-in closets, and the master bathroom with garden tub and a separate

Paul Moscoso Donoso SHINING OAK REALTY

Stunning 4-bedroom, 3-bathroom home located in the highly sought-after Summerport community. This property showcases all the prime features you’d expect. From the charming front porch, enjoy a peaceful view of the community pond. Summerport, where location is everything, as great schools are nearby and you’re just minutes away from the community pool, tennis courts, basketball court, fitness

Lisa Ingram INGRAM REALTY SERVICES LLC

Contemporary 2025 Windermere Home with Loft, Bonus Room, and Stylish Upgrades! Internet and WiFi Included!Step into elegant living in this expansive 6-bedroom, 3.5-bath, two-story home, featuring a light-filled open-concept layout that effortlessly connects the gourmet kitchen, welcoming family room, and refined dining area. The chic, modern kitchen boasts a generous island, gleaming

Katrina Anarumo RENT A FLORIDA HOME

WELCOME HOME to Summerport! This stunning 6-bedroom, 5.5-bathroom residence is now available for rent in the highly desirable Summerport neighborhood—zoned for top-rated A+ schools!Step inside and enjoy a thoughtfully designed split two-story floor plan with plenty of room for family and entertaining. The first floor features a versatile office/den with French doors, a bright family room,

Silvia Odebrecht ICON REALTY ASSOCIATES INC

Amazing opportunity to lease this stunning Butler Chain lakefront estate nestled on over 2 acres of meticulously manicured grounds. From the moment you enter this spectacular property, you are greeted by expansive views of Lake Down, visible from nearly every room. Every detail in this home has been thoughtfully curated, from the gleaming wood floors to the soaring ceilings and intricate moldings

Christopher Christensen COMPASS FLORIDA LLC

Welcome to this stunning 3-bedroom, 2.5-bathroom home located in the desirable Windermere, FL. This property boasts a two-car garage and a paved driveway, offering ample parking space. The interior features a formal living and dining room, perfect for entertaining guests. The living areas are adorned with wood laminate and tiled flooring, adding a touch of elegance to the home. The eat-in kitchen

Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

CALL IT TODAY! LIBERIO PIMENTEL REALTOR

Jose Pimentel BRAZA HOMES

Beautiful 3 bedroom one story home featuring a freshly painted interior. This split plan home has a spacious great room which connects to the gourmet kitchen featuring beautiful granite countertops, a pantry with custom wood shelves, a breakfast bar and dinette area and provides the perfect space to spend time with family and friends. A set of French doors takes you out to your lanai and fenced

Jeff Li CINO INTERNATIONAL INC

Beautiful 4BED/3.5BATH home in the community of Summer port, Windermere. This energy efficient home comes with 2 master suites, one of them is located on the first floor. The home features 2 car garage with rear entry, fabulous kitchen with 42" wood cabinets, GE stainless steel\appliances, granite counter tops in kitchen and bathrooms, ceramic tile on first floor, tile shower walls in master

Raul Aleman BAHIA INTERNATIONAL REALTY

LOCATION, LOCATION, LOCATION. Beautiful 4/bed 2.5/bath townhouse in desirable Windermere Trails. Watch Disney fireworks nightly from spacious front porch! The home is freshly painted and has 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

Carolyn Hunt TOPSKY REALTY INC

Gorgeous pool home ready for tenant in desirable gated Belmere community with private pool and spa. Solid flooring throughout. Primary bedroom and additional bedrooms on first floor. Bonus room/bedroom and bath on second floor. 3 car garage; tile roof; paver driveway. Community has tennis, playground amenities and very walkable. Pool and lawncare included in rent. Bike ride to downtown

Dawn Briggs BLUE MAGNOLIA REALTY LLC

This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a

Simon Simaan THE SIMON SIMAAN GROUP

Perfect beautiful 3 bed 2.5 bath home for rent. This beautiful home is located in the gated community of Belmere Village. Featuring laminate flooring in the bedrooms,otherwise tiled,formal dining/living and a large family room, large screened patio and nicely landscaped. The master bedroom features a bonus room off to the side which has a closet and could be a small childs room, separated by

D'Anne KinCannon IN TOUCH REAL ESTATE LLC

Welcome to this beautifully appointed mother-in-law suite featuring a spacious bedroom with ample natural light, a full bathroom, and a separate living area ideal for relaxing or entertaining. The suite also includes a kitchenette with modern cabinetry, a dedicated entrance for added privacy, and direct access to the main home when desired. Thoughtfully designed with neutral finishes and tile

Mayling Marrero KELLER WILLIAMS ADVANTAGE III

Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5 bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range open to the breakfast nook and family room. Perfect for entertaining, the formal dining

Toni Marie Cafferty COMPASS FLORIDA LLC

AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

Beautiful 4 bedroom, 3 bath home located within guard gated community of the Reserves of Belmere. Screened in pool overlooking pond. Eat in kitchen. Two car garage. Located on cud-a-sac. Come see!

Barbara Schafer Holland CLASSIC INTERNATIONAL REALTY LLC

Available for immediate occupancy. This beautiful, traditional five-bedroom pool home is on a quiet cul-de-sac in Isleworth, Windermere. The traditional brick exterior, grand French doors, and warm mahogany wood floors invite friends and family home. Enjoy views of majestic oaks, the 7th fairway, and Lake Bessie on this half-acre lot. This two-story home is perfect for entertaining and easy to

Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

Discover this stunning rental home located in the Waterford Pointe community on Lake Roberts. Enjoy exclusive access to a private community boat ramp in a serene, gated neighborhood.This beautifully furnished residence features new bamboo flooring, high-end appliances, and elegant decor throughout. Designed for year-round Florida living, the home includes a private in-ground pool, spa,

Alexandra Costa Thomas THE FLORIDA LOUNGE REALTY LLC

Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring, elegant ceiling details,

Juan Delgado LA ROSA REALTY LLC

Welcome to 4279 Isabella Cir, Windermere, FL 34786. Offered as a lease with an option to purchase. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted by an impressive formal living room with 30’ ceilings and two stories of windows that offer a stunning view of the sparkling swimming pool. Within the

John Silva JOHN SILVA REALTY & ASSOCIATES

Executive rental pool home located in the charming town of Windermere! The location is just two block from Main st and all that downtown Windermere has to offer! This single-story, 4-bedroom (2 primary bedrooms), 3-bathroom home, sits on an oversized corner lot in the shade of majestic oak trees. Enjoy a gourmet kitchen featuring stainless steel appliances, two brand new refrigerators, a

Katie Bray MAINFRAME REAL ESTATE

Nestled along the shores of beautiful Lake Louise within the gates of Isleworth Golf & Country Club, this charming golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts more than 3,000 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. Elegant hardwood floors travel throughout the single-story floor

Monica Lochmandy ISLEWORTH REALTY LLC

Beautiful 4 Bedroom home located on a 3/4 of an acre premium exposure lot in a small, gated community of 28 homes. This home has an oversized open pool, with heated spa. Unobstructed backyard views.

Susana Stutsman SUSANA JORDAN STUTSMAN