9

Winter Garden, FL Homes for Rent with Private Pool

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  • /66

    $8,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft
    • House for Rent

    1021 Temple Grove Place, Winter Garden, FL 34787

    Lakefront Luxury Lease – Minutes to Historic Downtown Winter Garden Enjoy refined waterfront living on the shores of Lake Apopka in this beautifully updated 4-bedroom, 4.5-bath residence, ideally located just five minutes from the charm, dining, and boutiques of downtown Winter Garden and the vibrant scene along Plant Street. Positioned within the sought-after golf cart district, this property

    Agent Photo

    Nicole Rader

    MAINFRAME REAL ESTATE

    (321) 351-3542

    1021 Temple Grove Place, Winter Garden, FL 34787
  • /37

    $7,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,364 Sq Ft
    • House for Rent

    7849 Freestyle Ln, Winter Garden, FL 34787

    Rare opportunity to lease a stunning luxury residence in the highly sought-after gated water-ski community of Isles of Lake Hancock. Surrounded by estate homes, scenic lake views, and private streets, this beautifully upgraded 4-bedroom, 3-bathroom pool home offers elegant one-story living with exceptional indoor and outdoor spaces designed for comfort and entertaining. Thoughtfully designed with

    Kelly Zannini HOMEVEST REALTY

    7849 Freestyle Ln, Winter Garden, FL 34787
  • /100

    $12,950 Per Month

    • 5 Beds
    • 5 Baths
    • 4,038 Sq Ft
    • House for Rent

    16870 Sanctuary Dr, Winter Garden, FL 34787

    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

    16870 Sanctuary Dr, Winter Garden, FL 34787
  • /30

    $4,299 Per Month

    • 3 Beds
    • 2 Baths
    • 2,501 Sq Ft
    • House for Rent

    17877 Phil C Peters Rd, Winter Garden, FL 34787

    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

    17877 Phil C Peters Rd, Winter Garden, FL 34787
  • /39

    $5,500 Per Month

    • 6 Beds
    • 4 Baths
    • 4,704 Sq Ft
    • House for Rent

    17987 Gourd Neck Loop, Winter Garden, FL 34787

    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.

    17987 Gourd Neck Loop, Winter Garden, FL 34787
  • /41

    $9,250 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,671 Sq Ft
    • House for Rent

    12927 Canopy Woods Way, Winter Garden, FL 34787

    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

    12927 Canopy Woods Way, Winter Garden, FL 34787
  • /52

    $11,500 Per Month

    • 5 Beds
    • 5.5 Baths
    • 5,005 Sq Ft
    • House for Rent

    15704 Marina Bay Dr, Winter Garden, FL 34787

    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

    15704 Marina Bay Dr, Winter Garden, FL 34787
  • /9

    $3,395 Per Month

    • 4 Beds
    • 2 Baths
    • 2,197 Sq Ft
    • House for Rent

    1237 Portmoor Way, Winter Garden, FL 34787

    An amazing opportunity has become available for you to become a resident of the guard-gated Stoneybrook West Golf Community. This pool home is located on a less travelled road to enjoy minimal traffic and peace and quiet. Get ready for the magic to begin with an amazing formal living room and dining room. The home then opens into the gourmet kitchen which will impress the chef of the family. A

    Sharon O'malley MBA REALTY GROUP, INC

    1237 Portmoor Way, Winter Garden, FL 34787
  • /37

    $6,500 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,979 Sq Ft
    • House for Rent

    16031 Silver Brook Way, Winter Garden, FL 34787

    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

    16031 Silver Brook Way, Winter Garden, FL 34787

Rental Home Trends in Winter Garden, FL

Rental Home Trends

Number of Homes for Rent
9
Median Rent
$2,850
Median Single Family Home Rent
$3,000
Median Townhouse Rent
$2,700
Median Condo Rent
$1,995
How to Rent a Home