17

Winter Garden, FL Homes for Rent with Private Pool

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  • /38

    $6,500 per month

    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft
    • House for Rent

    10472 Petrillo Way, Winter Garden, FL 34787

    Now available for RENT, FOR SALE OR with a LEASE-PURCHASE OPTION. With nightly views of the Disney fireworks and access to top-rated schools, this is more than just a home — it’s a lifestyle you’ll love coming home to. Welcome to 10472 Petrillo Way, located in the serene Winding Bay Preserve community of Winter Garden. This stunning K. Hovnanian Grayson Model home, built in 2022, and offers the

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 405-1259

    10472 Petrillo Way, Winter Garden, FL 34787
  • /49

    $5,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,945 Sq Ft
    • House for Rent

    14423 Hampshire Bay Cir, Winter Garden, FL 34787

    Welcome to your new retreat in Bay Isle, Wintergarden, Florida! Tucked away in the exclusive gated community, this charming four-bedroom, four-bathroom home offered furnished. 3000 square feet of inviting living space, complete with a brand new finished pool and an extra-large yard. Step inside to discover a meticulously updated interior where every details thought of. From the elegant porcelain

    Lilivette Vasquez EXP REALTY LLC

    14423 Hampshire Bay Cir, Winter Garden, FL 34787
  • /60

    $5,450 per month

    • 4 Beds
    • 2.5 Baths
    • 2,680 Sq Ft
    • House for Rent

    7528 Bishop Square Dr, Winter Garden, FL 34787

    Spacious New Two Story Charming Home in the Overlook at the Hamlin Estates (Horizon West / Hamlin). This luxirious private property has is all as a Smart Home should. She is a renter's dream who is looking for that comfy homey feel. This gorgeous 2 Story Resort like Gem comes with heated pool, waterfall, bubbler, and IAqualink. She boast 4 bedrooms, 2.5 baths and a den and sits on a lakefront

    Roberto Hernandez EQUITYPRO LLC

    7528 Bishop Square Dr, Winter Garden, FL 34787
  • /70

    $8,495 per month

    • 4 Beds
    • 4.5 Baths
    • 3,323 Sq Ft
    • House for Rent

    15501 Panther Lake Dr, Winter Garden, FL 34787

    CAN BE LEASED FURNISHED OR UNFURNISHED! Welcome to your Dream Waterfront home on Panther Lake! Located in the flourishing Horizon West community. This home is the epitome of luxury and elegance, featuring 4 bedrooms and 4 1/2 baths. Owner has opted for major upgrades throughput this home. Granite Marble counters throughout, Built in Shelving features, Wine Cellar, Summer Kitchen, Paver Driveway

    Corey Cannon BHHS FLORIDA REALTY

    15501 Panther Lake Dr, Winter Garden, FL 34787
  • /36

    $4,950 per month

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    9378 Bradleigh Dr, Winter Garden, FL 34787

    Don't miss out on this gorgeous 4 bedroom/3.5 bath estate home for rent in the newly developed Latham Park. Located on one of the sought after conservation lots, this perfect home features a soaring two story family room area adjacent to the beautifully designed kitchen for the open concept that is perfect for entertaining. Floor to ceiling custom window treatments give the home an elegant feel

    Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

    9378 Bradleigh Dr, Winter Garden, FL 34787
  • /25

    $4,000 per month

    • 4 Beds
    • 2.5 Baths
    • 3,026 Sq Ft
    • House for Rent

    15553 Murcott Harvest Loop, Winter Garden, FL 34787

    Outstanding home available for rental in Summerlake Groves of the Horizon West area and just around the corner from the West Orange Country Club. Outstanding 2-story pool home with 4 bedrooms, 2 full baths + half bath, and a large bonus room that can serve as a wonderful media room or office. The spacious former Dorchester model comes with amazing upgrades and beautiful details, including

    Irma Yapor REAL PROPERTY INTERNATIONAL

    15553 Murcott Harvest Loop, Winter Garden, FL 34787
  • /74

    $6,500 per month

    • 6 Beds
    • 4 Baths
    • 4,209 Sq Ft
    • House for Rent

    694 Brooks Field Dr, Winter Garden, FL 34787

    Discover an extraordinary corner-lot estate in Winter Garden’s coveted 34787 zip code—where every detail delivers luxury and comfort. Professionally decorated and fully furnished, this contemporary home offers six spacious bedrooms (including a first-floor primary suite), four full baths, and 4,209 sqft of flawlessly designed living. You’re only a 27-minute, 17-mile drive from Disney Springs, a

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    694 Brooks Field Dr, Winter Garden, FL 34787
  • /10

    $2,550 per month

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft
    • House for Rent

    1804 Windermere Rd, Winter Garden, FL 34787

    VALUE IN SOUGHT AFTER AREA WITH GREAT SCHOOLS! Come and check out this amazing remodeled home with NO HOA fees and on almost 1/2 of acre of land situated on Walker Pond. Come and check out the stunning views and sunsets overlooking the sparkling pool and fenced in yard. There is plenty of room in this home for everyone with an awesome OPEN FLOOR plan. MOVE IN READY, this home has been remodeled

    Angel Iglesia SOUTHERN HERITAGE REALTY, INC

    1804 Windermere Rd, Winter Garden, FL 34787
  • /39

    $5,000 per month

    • 5 Beds
    • 4 Baths
    • 3,897 Sq Ft
    • House for Rent

    9225 Holliston Creek Place, Winter Garden, FL 34787

    Welcome to Your Dream Home in the Heart of Winter Garden!Built by Meritage Homes, this stunning single-family residence perfectly blends elegance, functionality, and resort-style living. Situated on a spacious corner lot, the home boasts upgraded landscaping, custom holiday lighting, and a 2-car side-entry garage for enhanced curb appeal and convenience.Step inside and prepare to

    Matt McKee COMPASS FLORIDA LLC

    9225 Holliston Creek Place, Winter Garden, FL 34787
  • /29

    $4,300 per month

    • 5 Beds
    • 4 Baths
    • 3,626 Sq Ft
    • House for Rent

    12535 Dallington Terrace, Winter Garden, FL 34787

    This gorgeous 5BD/4BA M/I “Brookshire II” home in Foxcrest at Stonecrest offers spacious, flexible living with a solar-heated, saltwater screened pool and a built-in summer kitchen—perfect for year-round enjoyment. The open-concept floor plan features a gourmet kitchen with granite counters, 42" cabinetry, double ovens, and stainless appliances, flowing into a large great room with direct access

    Dean D Nikolic PMI PROPERTY ALLIANCE

    12535 Dallington Terrace, Winter Garden, FL 34787
  • /72

    $4,300 per month

    • 4 Beds
    • 3.5 Baths
    • 2,997 Sq Ft
    • House for Rent

    5954 Cypress Hill Rd, Winter Garden, FL 34787

    Stunning 4-Bedroom, 3.5-Bath Home with Private Pool – Your Dream Oasis Awaits! Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home, perfectly designed for both comfort and entertaining. Nestled in the Signature Lakes community, this spacious property boasts an ideal blend of modern upgrades and timeless elegance. Rare find with two-car detached garage and 1 space carport. Gorgeous

    Valentina Vakhova LA ROSA REALTY KISSIMMEE

    5954 Cypress Hill Rd, Winter Garden, FL 34787
  • /62

    $7,500 per month

    • 5 Beds
    • 4 Baths
    • 3,993 Sq Ft
    • House for Rent

    12151 Walker Pond Rd, Winter Garden, FL 34787

    Welcome to “Home Again Ranch,” your extraordinary 12+ acre farm that is around the corner from Windermere and tucked away on a quiet cul-de-sac road. You don’t need to drive hours to experience country living at its finest. Rent a large parcel of land zoned agricultural with NO HOA in the heart of one of Central Florida’s most desirable residential areas. The charming main residence has close to

    Simon Simaan THE SIMON SIMAAN GROUP

    12151 Walker Pond Rd, Winter Garden, FL 34787
  • /59

    $3,995 per month

    • 5 Beds
    • 3 Baths
    • 3,747 Sq Ft
    • House for Rent

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787

    Now available for rent in beautiful Winter Garden! Fall in love with this stunning and spacious 5-bedroom, 3-bathroom home located in a gated community with a warm, welcoming neighborhood feel. This home is designed to impress, offering four bedrooms upstairs and a versatile downstairs bedroom perfect for guests or a home office. The master suite is a true retreat, featuring a soaking tub,

    Johany Utrera AVID REALTY LLC

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /30

    $7,350 per month

    • 5 Beds
    • 4 Baths
    • 2,617 Sq Ft
    • House for Rent

    14330 Wabasso Loop, Winter Garden, FL 34787

    Luxury Home in Gated Tilden Place – Winter Garden, FLDiscover exceptional luxury and lifestyle in this 5-bedroom, 4-bathroom executive residence, located in the exclusive gated community of Tilden Place, one of Winter Garden’s most desirable neighborhoods.Property Highlights:5 Bedrooms | 4 Bathrooms | 2-Car GarageFlexible Loft/Bonus Room (can be used as 5th bedroom or

    MARCELLA REGINATO SELECTA REALTY LLC

    14330 Wabasso Loop, Winter Garden, FL 34787
  • /95

    $7,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,965 Sq Ft
    • House for Rent

    13271 Tollcross Way, Winter Garden, FL 34787

    Discover modern elegance and timeless luxury in this exceptional new construction home by Toll Brothers. This residence boasts sophisticated upgrades throughout, a well-distributed formal floor plan with a separate formal dining room, and a well-appointed kitchen featuring a walk-in pantry and open views of breakfast area and great room. Designed for comfort and entertaining, the great room

    Carolina Mariano Da Silva PREMIER SOTHEBYS INT'L REALTY

    13271 Tollcross Way, Winter Garden, FL 34787
  • /74

    $11,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,054 Sq Ft
    • House for Rent

    7514 John Hancock Dr, Winter Garden, FL 34787

    Step into luxury living in the heart of Winter Garden, where lakeside charm meets refined elegance.Situated along the stunning shores of Lake Hancock, this impressive two-story home offers 5 spacious bedrooms, 5.5 bathrooms, and a 3-car garage, all crafted for comfort, style, and convenience.Professional photos coming soon!From the moment you enter, you’re welcomed by soaring

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    7514 John Hancock Dr, Winter Garden, FL 34787
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