7

Winter Park, FL Houses for Rent with Community Pool

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  • /30

    $3,500 Per Month

    • 5 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    5354 Lanyard Ct, Winter Park, FL 32792

    Welcome to this spacious 5-bedroom, 3-bathroom home designed for comfort, functionality, and flexible living. One of the home’s standout features is a private area that includes two of the bedrooms and a full bathroom, offering added privacy and versatility. This thoughtfully designed layout creates the feel of two living spaces within one home, making it ideal for multi-generational living,

    Nancy Conde JUPITER PROPERTIES, INC

    5354 Lanyard Ct, Winter Park, FL 32792
  • /21

    $1,675 Per Month

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft
    • House for Rent

    3282 Oak Lake Place, Winter Park, FL 32792

    990 Sq Ft 2 bedroom with 1.5 bathrooms. This beautifully updated 2-story condo offers the perfect blend of style and affordability. Featuring a fresh kitchen, renovated bathroom, and new flooring throughout, this move-in-ready home includes an in-unit washer/dryer for ultimate convenience. As a desirable end unit, you’ll enjoy extra privacy and a peaceful view of the adjacent conservation area.

    3282 Oak Lake Place, Winter Park, FL 32792
  • /2

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • House for Rent

    612 Trinidad Ct Unit 612, Winter Park, FL 32792

    Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area

    Carolina Barriento JEXOR LLC

    612 Trinidad Ct Unit 612, Winter Park, FL 32792
  • /33

    $9,900 Per Month

    • 5 Beds
    • 6 Baths
    • 2,735 Sq Ft
    • House for Rent

    1442 Palm Ave, Winter Park, FL 32789

    Gorgeous 5-bedroom /6-bathroom Luxury Estate with Guest House & Pool in Winter ParkThis stunning two-story home offers the perfect blend of luxury and comfort right in the heart of Winter Park. At the center of the home is a beautiful open kitchen outfitted with high-end appliances, solid wood cabinets, and granite countertops . A true chef’s layout that flows into the living spaces. You'll

    Magdalena Cuprys KELLER WILLIAMS REALTY AT THE PARKS

    1442 Palm Ave, Winter Park, FL 32789
  • /46

    $7,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,394 Sq Ft
    • House for Rent

    1368 Hibiscus Ave, Winter Park, FL 32789

    Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying. Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    1368 Hibiscus Ave, Winter Park, FL 32789
  • /22

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • House for Rent

    912 Carvell Dr, Winter Park, FL 32792

    Nestled in the sought-after Winter Park Estates neighborhood, this beautifully maintained 3-bedroom, 2-bathroom pool home offers the perfect blend of classic charm and modern updates. Step through the front door into a warm, welcoming living room that flows effortlessly into a dining area featuring updated kitchen finishes and quality appliances.The spacious family room offers flexible living

    Grace Feng INTOP REALTY LLC

    912 Carvell Dr, Winter Park, FL 32792
  • /46

    $4,495 Per Month

    • 4 Beds
    • 3 Baths
    • 2,134 Sq Ft
    • House for Rent

    1625 Tioga Trail, Winter Park, FL 32789

    A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Welcome home to this beautifully updated 4-bedroom, 3-bath pool home nestled on a quiet cul-de-sac in Winter Park Hills. Surrounded by million-dollar homes and zoned for excellent Winter Park schools (Dommerich Elementary, Maitland Middle and Winter Park High), this exceptional rental offers the perfect

    Nicholas Musashe SUN PROPERTIES, INC.

    1625 Tioga Trail, Winter Park, FL 32789

Rental Home Trends

Number of Houses for Rent
7
Median Single Family Home Rent
$2,599
Median 3 Bedroom Single Family Home Rent
$2,500
Median 4 Bedroom Single Family Home Rent
$3,850
Median 5 Bedroom Single Family Home Rent
$6,000
How to Rent a Home