Winter Garden, FL Houses for Rent with Community Pool

Experience elevated lakefront living in one of Winter Garden’s most desirable communities. This fully furnished luxury residence offers a rare combination of design, comfort, and lifestyle, perfectly positioned on a premium lakefront lot with one of the most breathtaking views in the area. Featuring 5 spacious bedrooms and 5 bathrooms, this home was thoughtfully designed with high-end custom

Lino Cervino FORTUNE GLOBAL REALTY

Enjoy this Gorgeous home in the beautiful Waterside Community. This home features 3 Bedrooms, 3 Full bathrooms, a Den, a second floor loft, a Screened Patio and Two-car Garage. High Ceiling, upgraded tile flooring throughout the first level. BRAND NEW CARPETS! Spacious, modern kitchen with large center island over looking the living room. Master bedroom and the 2nd bedroom downstairs with 2 full

Cui Li RATIO REAL ESTATE, LLC

Amazing newer home built in 2021 with 4 bedrooms, 4 baths waiting for you to call it Home. Separated semi-mother-in-law quarters withseparate entrance. This beautiful almost 3000 sf home, less than 2 miles South of Waterleigh, is as gorgeous as it is spacious. From the coveredand paved front porch where you can lounge and see the park at the corner, take a walk inside to enjoy the tall

Bryce Rysewyk SPRING REALTY ONE LLC

Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also

Denise Batista ALLUX REAL ESTATE LLC

Charming and Comfortable Home for Rent – 4 Bedrooms, Spacious Layout, and Excellent Amenities This beautiful home combines charm, comfort, and practicality, offering an ideal space for modern living. With four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, the clever layout maximizes the functionality of each room. Upon entering, you'll be greeted by a

Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

Welcome to this beautifully designed two-story, energy-efficient home located in the highly desirable Latham Park community of Winter Garden, Florida. From the inviting covered front porch to the thoughtfully crafted interior, this residence blends elegance with everyday functionality. Step inside to find a dramatic grand staircase and a formal dining room—ideal for hosting memorable gatherings.

Ron Verzaro KELLER WILLIAMS ADVANTAGE REALTY

This spacious and beautifully maintained one-story home offers 3 bedrooms, 2 baths, and a 2-car garage with approximately 2,300 sq. ft. of living space. The thoughtfully designed floor plan features an open-concept layout perfect for both everyday living and entertaining. The large kitchen is a true centerpiece, complete with a generous granite island, stainless steel appliances, 42” cherry

Courtney James LA ROSA REALTY ORLANDO LLC

This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,042 sq ft of well-designed living space. The open-concept kitchen, complete with a large island, overlooks a bright and expansive family and dining area—perfect for everyday living and entertaining. The primary suite features an oversized bathroom with dual sinks and a generous walk-in closet. Additional highlights

Amanda Yuan MULTI CHOICE REALTY LLC

Experience true Florida living in this stunning 5-bedroom, 3-bath home featuring a huge saltwater pool, expansive screened-in lanai, and a fully fenced backyard—perfect for entertaining and furry friends. Enjoy breathtaking west-facing sunsets and nightly Disney fireworks from your private pool oasis.The home offers a spacious three-car garage, a downstairs private office ideal for working

Camila Ricchetti FLORIDA CONNEXION PROPERTIES

Located in the exclusive Waterside at Johns Lake community, this stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of modern comfort, energy efficiency, and convenience. The open floor plan is designed for functionality and style, featuring a spacious first-floor primary suite with a walk-in closet, dual vanity with quartz countertops, and a shower. The gourmet kitchen boasts wood

Cui Li RATIO REAL ESTATE, LLC

Discover this beautiful 4-bedroom, 3.5-bath single-family home located in the highly sought-after Storey Grove community of Winter Garden. This home features a spacious modern kitchen with a large center island, stainless steel appliances, and an open layout perfect for everyday living and entertaining. With two primary suites—one downstairs and one upstairs—this home offers excellent flexibility

Cui Li RATIO REAL ESTATE, LLC

Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media

Ron Biegelaar WINDERMERE INTERNATIONAL REALTY

Come enjoy a carefree lifestyle in this beautifully designed home offering nearly 3,000 square feet under roof, a versatile three-way split floor plan, sparkling pool, and spacious three-car garage. Ground care and pool maintenance services are included. There are high ceilings throughout the home. The kitchen boasts 42 inch wooden cabinets with plenty of counter space. A spacious closet is

Jordan Heidrich CORCORAN PREMIER REALTY

Location, Location, Location! Exceptional opportunity in Winter Garden, just 4 minutes from Hamlin Town Center, in one of the fastest-growing areas in Central Florida. This unique property features approximately 2.5 acres of land, delivering something increasingly rare in today’s market: space, privacy, and flexibility of use. The home includes 3 bedrooms, 2 bathrooms, and a bonus room, with a

Mara Brasil REALIZE INTERNATIONAL REALTY L

Prepare to be amazed by this expansive, newly renovated rental in a charming sub-division of Winter Garden, Florida! Offering a rare SIX bedrooms and FOUR bathrooms, this is the perfect solution for a large family or corporate housing. Best of all, the home is fully furnished and ready for immediate move-in, with a preferred lease start of August 1st. The entire home has been spectacularly

Joel Parrott EXPERT REALTY SOLUTIONS INC.

Built in 2021 in highly desirable Waterliegh. Large 3227sf home 5 bedroom, 4 1⁄2 bath with one full bath and bedroom on first floor. Thiswonderful home has plenty of architectural features and well designed. Starting with brick pavers for the driveway, the large front covered porch, and very large back lanai. From the moment you walk in the door, you are greeted with arched openings, formal

Bryce Rysewyk SPRING REALTY ONE LLC

Walking distance to Elementary school.4 bedrooms, beautiful home in Storey Grove community. Open concept kitchen with gorgeous quartz countertop, FIRST FLOOR ALL TILE. One bedroom and one full bathroom on the first floor, master bedroom on the second floor. Luxury community pool, a Gym, playground.

Rui Gao U S GLORY REALTY

FURNISHED. Built by DR Horton in 2020 this house offers 3-Bedrooms, 2-bathroom, back patio and 2 car garage. The kitchen offers granite countertops, 42" cabinets and stainless-steel appliances. The house is located on a corner lot. Community amenities include a resort-style Zero-entry pool, a kid's splash pad, sand volleyball court, tennis court, clubhouse, fitness center and playground.

Antonio De Oliveira FLORIDA CONNEXION PROPERTIES

Welcome to 1447 Roxy Lane in Winter Garden. This stunning modern 2 story single family home features 4 bedrooms and 3.5 bathrooms, making it the perfect space for comfort and style. The property includes a spacious 2-car garage and, ready for you to move in. With contemporary design and high quality finishes, this home is filled with natural light, creating a warm and inviting atmosphere. Solar

Gladys Levy LA ROSA REALTY KISSIMMEE

Beautiful Fully Furnished, French Country model Home. This gorgeous pool home features 5 Bedrooms (2 Master Suites 1st and 2nd floor) plus an office/study with 4.5 baths, Cinema (with top of the line equipment and sound system, over $30K) with 3 car garage on a prime location in Winter Garden, nearby shopping, highway, hospital and Disney Parks. Canopy Oaks is a gated community, home of 49

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

Welcome home to the Magic - You can't get any closer to Walt Disney World Property! You'll enjoiy unobstructed views of the nightly fireworks from the parks! This home is in the amazing Horizon West area. Right around the corner from Flamingo Crossings Town Center shopping and dining. Built in 2023, this 3 Bedroom/3 Bathroom single family home is move-in ready. Inside, the spacious open-concept

James Lloyd LPT REALTY, LLC

Location, Location, Location!?This spectacular lakefront estate truly has it all. Thoughtfully upgraded throughout, the home features a gourmet kitchen with 42" cabinetry, an oversized island, and an expansive walk-in pantry—ideal for both everyday living and entertaining. A modern wine room adds a distinctive touch, while breathtaking lake views welcome you the moment you enter the home.The

Marcelo Moura DOUBLE M GROUP COMPANY

Step into this stunning and move-in ready home, completed in April 2025 and loaded with modern upgrades and designer touches throughout! Featuring a bright open-concept layout, the chef-inspired kitchen showcases elegant gold fixtures and flows seamlessly into the spacious dining and living areas, perfect for entertaining or enjoying everyday family life. Need extra flexibility? The private study

Denise Batista ALLUX REAL ESTATE LLC

MODERN SINGLE-FAMILY HOME • FENCED BACKYARD • DETACHED 2-CAR GARAGE • MOVE-IN READY Welcome to this beautifully maintained 3 BEDROOM, 2.5 BATH home built in 2025, located in the highly desirable Westhaven at Ovation community, offering a perfect blend of comfort, style, and functionality. This thoughtfully designed home features an OPEN-CONCEPT LAYOUT with a bright living and dining area that

Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

Welcome to your dream home in the vibrant community of Winter Garden! This prestigious 3-bedroom, 2-bath SOLAR residence boasts an expansive 2,170 sq ft of luxurious living space, perfectly blending comfort and modern amenities. As you step inside, you’ll be greeted by a grand hallway that leads you to spacious rooms adorned with elegant ceramic tile floors throughout. The heart of the home

Jaqueline Santos De Tabares CHARLES RUTENBERG REALTY ORLANDO

Beautiful and well-maintained rental home located in the highly desirable Waterleigh community in Winter Garden! This spacious home features a bright and modern interior with light-tone cabinetry in the kitchen and bathrooms, creating a clean and elegant atmosphere throughout. The first floor offers durable ceramic tile flooring, while the second floor provides the comfort of carpeting in all

Jean Dadam WRA BUSINESS & REAL ESTATE

Your Dream Home Awaits! Welcome to this beautifully designed two-story single-family residence, built in 2020, where modern elegance meets everyday comfort. This exceptional home features 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath, offering the perfect layout for both relaxation and entertaining. Step inside to discover an open-concept floor plan filled with natural light,

Ivanna Mendoza PAK HOME REALTY

Welcome to this beautifully designed 4-bedroom home offering modern comfort, thoughtful upgrades, and versatile living spaces in one of Winter Garden’s most desirable areas. Designed by an interior architect, the home blends style and functionality with a flexible layout that adapts easily to different lifestyles. The interior features 4 bedrooms, including 2 spacious suites, along with a

Juliana Mucher FLORIDA REALTY INVESTMENTS

Discover this stunning home featuring 5 spacious bedrooms and 5 bathrooms, designed for modern living and ultimate comfort. Filled with natural light, this elegant residence offers bright open spaces and a warm, inviting atmosphere throughout. Enjoy a beautiful private pool and a large backyard perfect for entertaining, relaxing, or outdoor activities. The oversized 2-car covered garage provides

Camila Ricchetti FLORIDA CONNEXION PROPERTIES

Beautiful two-story furnished home in Winter Garden, ideally located near the highly desirable Winter Garden area. Situated within a top-rated school district, this home offers the perfect blend of comfort, style, and functionality. Featuring 3 spacious bedrooms, 3 full bathrooms, and an additional half bath, the layout is designed for both everyday living and entertaining. The open-concept floor

Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE