39

Winter Garden, FL Homes for Rent under $1,500

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  • /56

    Starting at $1,445 Per Month

    • 1 - 3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

    Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Indulge in an unparalleled living experience where comfort and luxury seamlessly

    Integra Avalon

    (689) 204-1162

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /35

    Starting at $1,499

    Total Monthly Price

    • 2 Beds

    521 S Park Ave, Winter Garden, FL 34787

    Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

    Garden City Apartments

    (689) 407-2270

    521 S Park Ave, Winter Garden, FL 34787
  • /24

    Starting at $1,498 Per Month

    • Studio - 3 Beds

    14680 Westerly Dr, Winter Garden, FL 34787

    Luxury apartment living has never been easier than in your dream apartment home at The Westerly Apartments in Horizon West. Offering pet-friendly homes with modern interiors, abundant amenity spaces and an unparalleled location near Orlando's theme parks.With exceptional craftsmanship and attention to detail, our rentals offer a variety of studio, one, two, and three-bedroom layout to meet your

    The Westerly

    (321) 395-5822

    14680 Westerly Dr, Winter Garden, FL 34787
  • /5

    $1,295 Per Month

    • Studio
    • 1 Bath
    • 305 Sq Ft
    • House for Rent

    203 N Dillard St, Winter Garden, FL 34787

    Property Id: 1041843Cute STUDIO apartment with full size kitchen /private bath and all within one block of Downtown Winter Garden. (1) Dedicated on-site parking space. Close to Crooked Can Brewery, WG Farmers market, annual Parade route, houses of worship, grocery shopping, laundrette, and 429 expressway. Hardwood floors and tile in wet areas. Shower-no tub. Like new refrigerator,

    (689) 407-6543

    203 N Dillard St, Winter Garden, FL 34787
  • /6

    $1,495 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    203 N Dillard St Unit 4, Winter Garden, FL 34787

    Property Id: 1347362Welcome to your bright and happy 1 bed, 1 bath apartment in Winter Garden, FL! This unit features a fully equipped kitchen with an oven and refrigerator, hardwood flooring, and a designated parking space. Rent includes the convenience of water, garbage, and sewage.. One block from the restaurants , Park Ave and West Orange Trail. Unit is wired for internet, perfect

    (689) 407-8490

    203 N Dillard St Unit 4, Winter Garden, FL 34787
  • /33

    $1,350

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Condo for Rent

    656 English Lake Dr Unit 2, Winter Garden, FL 34787

    We have an attached and furnished in-law apartment made of one bedroom, living room, one bath, kitchen, laundry in the unit, 550 sq foot. . It has a private entrance and a courtyard. Available from June 1/2026. The rent is $1350 plus 20% of the electric bill. Water, sewer and trash is included in the rent. Small trained dogs are allowed but there is a $500 pet deposit in case of damage. If your

    656 English Lake Dr Unit 2, Winter Garden, FL 34787
  • /7

    $675 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    15267 Honeybell Dr, Winter Garden, FL 34787

    Welcome to this One Bedroom in a great location with access to everything Winter Garden has. Near theme parks, shopping centers, banks, hospitals, and a lot of entertainment. Rent includes Water, Electricity and Internet, and kitchen access. Schedule your appointment today!

    Maykol Romo VESTI LLC

    15267 Honeybell Dr, Winter Garden, FL 34787
  • /17

    $1,495 Per Month

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • House for Rent

    502 Dunbar Ave, Winter Garden, FL 34787

    SPECIAL $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 5/30!SECTION 8 WELCOME! Remodeled 2 Bed/1 Bath with Modern Touches in Winter Garden! Step into the comfort of this delightful 2-bedroom, 1-bath gem nestled in Winter Garden. This recently remodeled residence now boasts modern elegance and a functional design.As you enter, you are greeted by an inviting

    502 Dunbar Ave, Winter Garden, FL 34787
  • /16

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Great location! 2nd floor condo in Winter Garden

    88 Windtree Ln, Winter Garden, FL 34787

    Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, screened in patio, and two assigned parking spaces.Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando can provide the required coverage for an additional charge of $13.00 per month or

    88 Windtree Ln, Winter Garden, FL 34787

Rental Home Trends in Winter Garden, FL

Rental Home Trends

Number of Homes for Rent
9
Median Rent
$2,841
Median Single Family Home Rent
$3,000
Median Townhouse Rent
$2,700
Median Condo Rent
$1,990
How to Rent a Home