670

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

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  • /46

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Condo for Rent

    142 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Welcome to Southern Pines, a gated community in the heart of Winter Garden offering comfort, convenience, and resort style amenities. This spacious second floor condominium features 3 bedrooms, 2 bathrooms, and approximately 1,453 square feet of well designed living space.The open floor plan creates a bright and inviting atmosphere, with the kitchen overlooking the living and dining areas,

    Agent Photo

    Sandra Madrigal

    I HOMES REAL ESTATE

    142 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /55

    Starting at $1,444 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. Homes ranging from one, two-, and three-bedroom spaces incapsulate the luxury

    Integra Avalon

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /24

    Starting at $1,483

    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
  • /101

    Starting at $1,682 Per Month

    • Studio - 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
  • /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 Waterleigh Village Luxury Apartments , 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

    Waterleigh Village Luxury Apartments

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /47

    Starting at $1,733

    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 $1,899

    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 $1,585

    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 $1,464 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 $1,421

    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 $1,599 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 $1,480

    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 $1,450 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
  • /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
  • /23

    Starting at $1,850

    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
  • /42

    Starting at $1,604 Per Month

    • 1 - 3 Beds

    9005 Solay Rd, Winter Garden, FL 34787

    LIMITED TIME OFFER: 2 Month's FREE + $1,000 Gift Card* 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
  • /50

    Starting at $1,840 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
  • /20

    Starting at $1,399

    Total Monthly Price

    • 1 - 3 Beds

    15122 W Colonial Dr, Winter Garden, FL 34787

    Learn more about our current specials! Welcome home to Country Gardens, a premier residential community offering spacious apartments for rent in charming Winter Garden, Florida. Ideally situated with quick access to major thoroughfares like SR-50, Florida's Turnpike, and the SR-408 East-West Expressway, our neighborhood offers a

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
  • /30

    Starting at $1,099 Per Month

    • Studio - 2 Beds

    15300 W Colonial Dr, Winter Garden, FL 34787

    Welcome to Winterwoods, apartments in Winter Garden, FL. Rest easy knowing you will be in a great neighborhood with convenient access to all that Winter Garden has to offer. Our single-story, garden-style West Winter Garden apartments feature private entrances and patios for your enjoyment. We offer Studio, 1 & 2 bedroom apartments in Winter Garden near Fowler Groves Winter Garden

    Winterwoods

    15300 W Colonial Dr, 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
  • /24

    Starting at $1,591 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
  • /18

    $2,490

    Total Monthly Price

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

    15333 Harrowgate Way, Winter Garden, FL 34787

    Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    15333 Harrowgate Way, Winter Garden, FL 34787
  • /12

    $2,945 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,199 Sq Ft
    • House for Rent

    1544 Loch Avich Rd, Winter Garden, FL 34787

    This home is move-in ready. Schedule your tour now or start your application today.Bright living spaces and a functional two-story layout make this 4-bedroom, 2.5-bathroom home in Orlando, FL an inviting place to call home.An attached two-car garage and spacious driveway create a welcoming first impression. Inside, tile flooring extends throughout the main living areas, while

    1544 Loch Avich Rd, Winter Garden, FL 34787
  • /20

    $2,635

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • House for Rent

    109 Zachary Wade St, Winter Garden, FL 34787

    Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    109 Zachary Wade St, Winter Garden, FL 34787
  • /9

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    12597 Clear Sapphire Dr, Winter Garden, FL 34787

    Property Id: 2797772 12597 Clear Sapphire Dr in Winter Garden, FL! This beautiful, fully furnished private efficiency offers the perfect combination of comfort, convenience, and an excellent location. Ideally suited for one female occupant. Located just 12 minutes from Disney and only a few minutes from Flamingo Crossings, shopping, restaurants, and entertainment. The

    12597 Clear Sapphire Dr, Winter Garden, FL 34787
  • /16

    $2,600 Per Month

    • 4 Beds
    • 2 Baths
    • 1,813 Sq Ft
    • House for Rent

    1337 Brandy Lake View 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 today.

    1337 Brandy Lake View Cir, Winter Garden, FL 34787
  • /20

    $3,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,853 Sq Ft
    • Townhouse for Rent

    6536 Calamondin Dr, Winter Garden, FL 34787

    Welcome to your dream townhome in the heart of Winter Garden! This stunning 4-bedroom, 3-bathroom gem offers a perfect blend of comfort and modern living, making it an ideal choice for anyone looking to settle down in style. With 1,853 square feet of spacious living, you'll have plenty of room to create lasting memories. Step inside and be greeted by a bright and airy layout that flows

    6536 Calamondin Dr, Winter Garden, FL 34787
  • /18

    $2,799 Per Month

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

    703 Bainbridge Loop, Winter Garden, FL 34787

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,022 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

    703 Bainbridge Loop, Winter Garden, FL 34787
  • /14

    $2,315 Per Month

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Condo for Rent

    16200 Ascend Vlg Ln Unit 2 - 2, Winter Garden, FL 34787

    Welcome to your new home in the charming district of Winter Garden, FL! This delightful property is perfectly situated near a variety of fantastic restaurants and department stores, making it an ideal choice for those seeking convenience and a vibrant community atmosphere. With Orlando Health Horizon West Hospital just 9 minutes away, you can enjoy peace of mind knowing that medical services are

    16200 Ascend Vlg Ln Unit 2 - 2, Winter Garden, FL 34787
  • /20

    $2,841

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787

    The advertised rate of $2,841/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 15, 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 ID1244728P, Winter Garden, FL 34787
  • /17

    $2,740

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    153 Timbercreek Pines Cir, Winter Garden, FL 34787

    Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    153 Timbercreek Pines Cir, Winter Garden, FL 34787
  • /6

    $2,399 Per Month

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • House for Rent

    1521 Loch Avich Rd, 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 $2543.90. That covers your base rent, $2399.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1521 Loch Avich Rd, Winter Garden, FL 34787
  • /15

    $2,430 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,606 Sq Ft
    • House for Rent

    1961 Portcastle 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, 2.5-bathroom rental home in Winter Garden, FL, may be the right place for you. See the pictures

    1961 Portcastle Cir, Winter Garden, FL 34787
  • /14

    $2,315 Per Month

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • House for Rent

    641 Stevelynn 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 $2459.90. That covers your base rent, $2315.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    641 Stevelynn Cir, Winter Garden, FL 34787
  • /20

    $2,680 Per Month

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • Condo for Rent

    15000 Stratus Lp, Winter Garden, FL 34787

    ?? Your Next Home Starts Here ?? CODE: RVRS 2011 More space. More comfort. More of what you actually need ? This beautiful 3-bedroom, 2-bath apartment is perfect for families or anyone ready to upgrade their lifestyle. ?? Starting at $2,680/month ?? 1,324 Sq. Ft. ?? Apartment Highlights ?? 3 Bedrooms | 2 Bathrooms ?? Spacious, functional layout ??

    15000 Stratus Lp, Winter Garden, FL 34787
  • /16

    $2,705 Per Month

    • 4 Beds
    • 2 Baths
    • 1,990 Sq Ft
    • House for Rent

    747 Citrus Dr, 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 4-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    747 Citrus Dr, Winter Garden, FL 34787
  • /16

    $2,280

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft
    • House for Rent

    806 Hayley Cir, Winter Garden, FL 34787

    Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This

    806 Hayley Cir, Winter Garden, FL 34787
  • /14

    $2,705 Per Month

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft
    • Condo for Rent

    16200 Ascend Vlg Ln, Winter Garden, FL 34787

    Welcome to your new home in the heart of Winter Garden, FL! This charming property is ideally located near several excellent restaurants and department stores, making it perfect for those who enjoy convenient living. Additionally, Orlando Health Horizon West Hospital is just a quick 9-minute drive away, adding to the appeal of this fantastic location. This property features spacious bedrooms

    16200 Ascend Vlg Ln, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 4

Rental Home Trends

Number of Homes for Rent
149
Median Rent
$2,700
Median Single Family Home Rent
$2,900
Median Townhouse Rent
$2,600
Median Condo Rent
$1,900
How to Rent a Home