654

Winter Garden, FL Homes for Rent under $3,000

Section Image Section Image
  • /32

    $2,895 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft
    • Townhouse for Rent

    15845 Marina Bay Dr, Winter Garden, FL 34787

    Spectacular furnished townhome located in the highly desirable Hawksmoor community in Horizon West/Winter Garden. This spacious residence features 3 bedrooms, 2.5 bathrooms, and a detached 2-car garage. The open-concept floor plan offers generous living space, a bright and modern kitchen with granite countertops, stainless steel appliances, and ample cabinet storage. The washer and dryer are

    Agent Photo

    Faddy Carolina Jraissati

    FLORIDA HOMEGROUP REALTY LLC

    15845 Marina Bay Dr, Winter Garden, FL 34787
  • /24

    Starting at $1,646

    Total Monthly Price

    • 1 - 2 Beds

    16810 Easthampstead Rd, Winter Garden, FL 34787

    Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
  • /17

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft
    • Townhouse for Rent

    16525 Outter Grove Aly, Winter Garden, FL 34787

    Welcome Home!!! Wonderful Townhouse for RENT!! located in a desirable Community of Waterleigh, Winter Garden/HorizonWest Area, A+ Schools, elementary and Middle scholls are pretty much in the Community also Publix is is right there and convenients stores,awesome location, this 3 Bedrooms , 2.5 Bathroom with a family loft, this community features, and amazing Club house, resort style pool,

    Agent Photo

    Yesenia Barrios

    URBAN-O REAL ESTATE SOLUTIONS

    16525 Outter Grove Aly, Winter Garden, FL 34787
  • /101

    Starting at $1,699 Per Month

    • 1 - 3 Beds

    1223 E Plant St, Winter Garden, FL 34787

    Welcome to Vida Winter Garden, where modern living meets timeless charm. Nestled in the vibrant Gateway District of Winter Garden, our community offers a unique blend of luxury, convenience, and small-town warmth. With thoughtfully designed apartments, resort-style amenities, and easy access to local attractions, Vida Winter Garden is more than just a place to live—it's a place to thrive. Whether

    Vida Winter Garden

    1223 E Plant St, Winter Garden, FL 34787
  • /55

    Starting at $1,499 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

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /40

    Starting at $1,579 Per Month

    • 1 - 3 Beds

    9005 Solay Rd, Winter Garden, FL 34787

    Enjoy UP TO 2 MONTHS FREE on Select Homes! Live like you're on vacation every day at our brand new community, offering spacious apartments and the largest amenity offering in the area. With a dedicated onsite team, we are committed to providing exceptional customer service. Call or come by today!

    Solay Horizon West

    9005 Solay Rd, Winter Garden, FL 34787
  • /47

    Starting at $1,838

    Total Monthly Price

    • 1 - 3 Beds

    15100 Free Range Run, Winter Garden, FL 34787

    There’s no place like Home(stead). Inspired by nature’s bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create spaces that help you discover the joy of simply being.

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
  • /75

    Starting at $1,675

    Total Monthly Price

    • 1 - 3 Beds

    8200 Jayme Dr, Winter Garden, FL 34787

    So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
  • /52

    Starting at $1,535

    Total Monthly Price

    • Studio - 2 Beds

    7000 Kiran Patel Dr, Winter Garden, FL 34787

    Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
  • /45

    Starting at $1,557 Per Month

    • 1 - 3 Beds

    10091 Tuller Loop, Winter Garden, FL 34787

    Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

    Halston Waterleigh

    10091 Tuller Loop, Winter Garden, FL 34787
  • /13

    Starting at $1,563

    Total Monthly Price

    • 1 - 2 Beds

    14505 Tristan Cir, Winter Garden, FL 34787

    Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL, feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center,

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
  • /50

    Starting at $1,569 Per Month

    • 1 - 3 Beds

    14520 Avalon Rd, Winter Garden, FL 34787

    Welcome home to Registry on Grass Lake, our brand-new apartment community that prioritizes a connection to comfort & convenience through designer touches and thorough consideration of your needs. Enjoy your own space with our studio, one-, two-, and three-bedroom floor plans all thoughtfully curated to bring you the best of apartment living. Within Registry on Grass Lake, you'll find amenities

    Registry on Grass Lake

    14520 Avalon Rd, Winter Garden, FL 34787
  • /25

    Starting at $1,625

    Total Monthly Price

    • 1 - 3 Beds

    14619 Casita Ridge, Winter Garden, FL 34787

    IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
  • /30

    Starting at $1,638 Per Month

    • 1 - 3 Beds

    9405 Ascend Falls Dr, Winter Garden, FL 34787

    Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

    Birchstone Waterleigh

    9405 Ascend Falls Dr, Winter Garden, FL 34787
  • /96

    Starting at $1,605 Per Month

    • 1 - 3 Beds

    16200 Ascend Village Ln, Winter Garden, FL 34787

    Retreat to a life of ultimate luxury at Ascend Waterleigh Village, a brand-new community offering one, two, and three bedroom apartments in a beautiful lakeside neighborhood. Our open floor plans offer the perfect mix of form and function, with features ranging from modern kitchens with stainless steel appliances and prep islands to spacious bedrooms with oversized walk-in closets. As a resident,

    Ascend Waterleigh Village

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /23

    Starting at $1,805

    Total Monthly Price

    • 1 - 3 Beds

    15000 Stratus Loop, Winter Garden, FL 34787

    Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

    Corban Horizon West

    15000 Stratus 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

    521 S Park Ave, Winter Garden, FL 34787
  • /50

    Starting at $1,830 Per Month

    • 1 - 3 Beds

    14012 Shoreside Way, Winter Garden, FL 34787

    Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

    Lakewalk at Hamlin

    14012 Shoreside Way, Winter Garden, FL 34787
  • /50

    Starting at $1,711

    Total Monthly Price

    • 1 - 3 Beds

    6151 Lake Lodge Dr, Winter Garden, FL 34787

    It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
  • /24

    Starting at $1,539 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

    14680 Westerly Dr, Winter Garden, FL 34787
  • /23

    Starting at $1,460 Per Month

    • 1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    Inland Seas Apartments

    1301 Inland Seas Blvd, Winter Garden, FL 34787
  • /28

    Starting at $2,048

    Total Monthly Price

    • 1 - 2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

    Schedule your in-person or virtual tour today! Walk-ins are also welcome!

    Overture Hamlin 55+ Active Adult Apartment...

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /21

    Starting at $1,514

    Total Monthly Price

    • 1 - 3 Beds

    15122 W Colonial Dr, Winter Garden, FL 34787

    Learn more about our current specials! Stylish design at a price that's right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck,

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
  • /16

    $2,715 Per Month

    • 3 Beds
    • 2 Baths
    • 2,057 Sq Ft
    • House for Rent

    1052 Sadie Ln, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    1052 Sadie Ln, Winter Garden, FL 34787
  • /20

    $2,816

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787

    The advertised rate of $2,816/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
  • /20

    $3,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    15120 Sunrise Grove Ct, Winter Garden, FL 34787

    Property Id: 950390Unfinished home- looking for a long term rentalThe home is located in the Winter Garden area, about 10 minutes from the Winter Garden Village; which has Target, Panera Bread, Starbucks, Best Buy, Lowes etc. It is also near many elementary schools since it is in a newer neighborhood. And the house itself is on the end with a larger area of space. The

    15120 Sunrise Grove Ct, Winter Garden, FL 34787
  • /20

    $2,774

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787

    The advertised rate of $2,774/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • /5

    $1,295 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    203 N Dillard St, Winter Garden, FL 34787

    Property Id: 1041843Cute STUDIO apartment with full size kitchen and full size 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

    203 N Dillard St, Winter Garden, FL 34787
  • /14

    $2,715 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,857 Sq Ft
    • House for Rent

    1725 Portcastle Cir, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    1725 Portcastle Cir, Winter Garden, FL 34787
  • /14

    $2,545 Per Month

    • 3 Beds
    • 2 Baths
    • 1,477 Sq Ft
    • House for Rent

    397 Regal Downs Cir, Winter Garden, FL 34787

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    397 Regal Downs Cir, Winter Garden, FL 34787
  • /15

    $2,835 Per Month

    • 4 Beds
    • 3 Baths
    • 2,022 Sq Ft
    • House for Rent

    988 Glenview Cir, Winter Garden, FL 34787

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 4-bedroom, 3-bathroom rental home in Winter Garden, FL, has a lot to offer; does it check all your

    988 Glenview Cir, Winter Garden, FL 34787
  • /19

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • Townhouse for Rent

    15254 Sunrise Grove Ct, Winter Garden, FL 34787

    Property Id: 1816737This beautiful 3-bedroom, 2.5-bath townhome located in the highly sought-after gated Hickory Hammock community in Winter Garden. This well-maintained home offers an open-concept floor plan with abundant natural light, a spacious living and dining area, a modern kitchen featuring stainless steel appliances, ample cabinet space, and a breakfast bar perfect for everyday

    15254 Sunrise Grove Ct, Winter Garden, FL 34787
  • /20

    $2,770

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • House for Rent

    147 Timbercreek Pines Cir, Winter Garden, FL 34787

    Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is

    147 Timbercreek Pines Cir, Winter Garden, FL 34787
  • /16

    $2,620 Per Month

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft
    • House for Rent

    266 Regal Downs Cir, Winter Garden, FL 34787

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    266 Regal Downs Cir, Winter Garden, FL 34787
  • /18

    $2,550

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • House for Rent

    15333 Harrowgate Way, Winter Garden, FL 34787

    Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is

    15333 Harrowgate Way, Winter Garden, FL 34787
  • /14

    $2,750

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • House for Rent

    16279 Taliesin St, Winter Garden, FL 34787

    Hawksmoor is nestled within Winter Garden’s beautiful Horizon West area. The unique architectural details and mix of modern, craftsman and prairie-inspired designs add to the unique streetscapes of this community. Just minutes away from historic downtown Winter Garden, the magic of Disney and other world-class theme parks, a wide-variety of shopping, dining, and entertainment, plus, convenient

    16279 Taliesin St, Winter Garden, FL 34787
  • /32

    $2,995 Per Month

    • 4 Beds
    • 2 Baths
    • 2,459 Sq Ft
    • House for Rent

    273 Avalon Rd, Winter Garden, FL 34787

    Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets,

    Sarah Gholami THE FLORIDA PROPERTY SHOP SALE

    273 Avalon Rd, Winter Garden, FL 34787
  • /27

    $2,688

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787

    The advertised rate of $2,688/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787
  • /32

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Townhouse for Rent

    12007 Holystone St, Winter Garden, FL 34787

    BEAUTIFUL TOWMHOUSE, available to rent in WATERLEIGH, Located in the Winter Garden area's 3-bedroom, 2.5-bath townhouse in Waterleigh, Winter Garden! This home features a modern kitchen with 42-inch cabinets, granite countertops, stainless-steel appliances, and a convenient second-floor laundry room. Enjoy access to resort-style community amenities, including a pool with pond views, dog park, and

    Erwin Vargas MR VARGAS PROPERTY MANAGEMENT LLC

    12007 Holystone St, Winter Garden, FL 34787
  • /22

    $2,667

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787

    The advertised rate of $2,667/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 4

Rental Home Trends

Number of Homes for Rent
132
Median Rent
$2,800
Median Single Family Home Rent
$3,000
Median Townhouse Rent
$2,700
Median Condo Rent
$1,995
How to Rent a Home