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Winter Garden, FL Homes for Rent under $2,000

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  • /23

    $1,771 per month

    • 1 Bed
    • 1 Bath
    • 873 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit A2, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. 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

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 468-9559

    15000 Stratus Loop Unit A2, Winter Garden, FL 34787
  • /25

    $1,537 - $7,807 per month

    Halston Waterleigh

    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

    10091 Tuller Loop, Winter Garden, FL 34787
  • /23

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    80 Windtree Ln Unit J203, Winter Garden, FL 34787

    Very nice 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room combo and each has their own bathroom. Enjoy your morning coffee or a good book from your private screened in front porch.

    Brian Lemay ROMAN REALTY GROUP, LLC

    80 Windtree Ln Unit J203, Winter Garden, FL 34787
  • /24

    $1,651 - $2,247 total monthly price

    Prose Horizons Village

    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,

    16810 Easthampstead Rd, Winter Garden, FL 34787
  • /11

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Townhouse for Rent

    314 Douglas Way Unit 900, Winter Garden, FL 34787

    Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A

    Melquisedec Martins NOVA REAL ESTATE SERVICES INC

    314 Douglas Way Unit 900, Winter Garden, FL 34787
  • /101

    $1,542 - $2,558 per month

    Vida Winter Garden

    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

    1223 E Plant St, Winter Garden, FL 34787
  • /7

    $799 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
  • /56

    $1,504 - $3,591 per month

    Integra Avalon

    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

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /17

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    165 Windtree Ln Unit U, Winter Garden, FL 34787

    Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

    Cheryl Good ZEAL REALTY

    165 Windtree Ln Unit U, Winter Garden, FL 34787
  • /30

    $1,461 - $4,859 per month

    Birchstone Waterleigh

    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

    9405 Ascend Falls Dr, Winter Garden, FL 34787
  • /22

    $2,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,209 Sq Ft
    • Townhouse for Rent

    6919 Pasturelands Place, Winter Garden, FL 34787

    Move-In Ready & Pet-Friendly! Charming 2-Bedroom, 2.5-Bath Townhome Minutes from DisneyStep onto the inviting brick-paved entrance and discover this beautifully updated townhome featuring fresh interior paint and new carpets. The open-concept living and dining area flows seamlessly to the kitchen, which is fully equipped with all appliances and ready for move-in.The spacious master suite

    Katrina Anarumo RENT A FLORIDA HOME

    6919 Pasturelands Place, Winter Garden, FL 34787
  • /60

    $1,655 - $3,335 per month

    The Haven at Lake Britt

    Studio - 3 Beds

    15145 Havencrest Cir, Winter Garden, FL 34787

    Bloom Into Your New Home With Free Rent! Fresh Season. Fresh Deals. Fresh Start With 50% OFF 4 Months PLUS Look & Lease Bonus Worth $333! Move Fast Offer Varies By Floor Plan & Must Apply By 4/15.Now leasing luxury apartments and two-car garage townhomes for rent in Winter Garden, FL, near Disney! Discover The Haven at Lake Britt, a brand-new upscale apartment community surrounded by the

    15145 Havencrest Cir, Winter Garden, FL 34787
  • /21

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Apartment for Rent

    57 Windtree Ln Unit G, Winter Garden, FL 34787

    This beautifully first floor condo in Winter Garden is available now. All appliances including washer & dryer . The community is well maintained and close to Hwy 50, 429, and Turnpike. The community also features a pool, tennis and a basketball court. When you move in you will be close to shopping and bussing to downtown area.

    Rafael Casallas, Pa EMPIRE NETWORK REALTY

    57 Windtree Ln Unit G, Winter Garden, FL 34787
  • /38

    $1,629 - $3,039 per month

    Solay Horizon West

    1 - 3 Beds

    9005 Solay Rd, Winter Garden, FL 34787

    Enjoy UP TO 2 MONTHS FREE on Select Homes! Live like youre 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!

    9005 Solay Rd, Winter Garden, FL 34787
  • /46

    $1,990 per month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

    Beautiful 2 bedroom 2 bath condo, located in Winter Garden in the popular Southern Pines of Orange County. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with recently upgraded stainless steel appliances. Washer & dryer in a separate room. Rent includes water, sewer and trash.

    Seyed Azimi AFT PROPERTY LLC

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
  • /47

    $1,765 - $4,394 total monthly price

    Homestead at Hamlin

    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.

    15100 Free Range Run, Winter Garden, FL 34787
  • /49

    $1,650 per month

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

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787

    Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then

    Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
  • /75

    $1,654 - $3,385 total monthly price

    Windermere Cay

    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

    8200 Jayme Dr, Winter Garden, FL 34787
  • /8

    $1,900 per month

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Townhouse for Rent

    467 Sand Lime Rd, Winter Garden, FL 34787

    LOCATION LOCATION, LOCATION!! Walking distance to Supermarkets, Bus stops and strip malls! This charming home features brand-new flooring, a fully renovated kitchen, and updated bathrooms designed with modern finishes and comfort in mind. The spacious layout provides an inviting living area, well-sized bedrooms, and abundant natural light throughout. The kitchen is equipped with a full appliance

    Lou Bello ACTION PLUS REALTY SERVICES

    467 Sand Lime Rd, Winter Garden, FL 34787
  • /52

    $1,603 - $2,327 total monthly price

    Apollo Apartments

    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.

    7000 Kiran Patel Dr, Winter Garden, FL 34787
  • /16

    $1,799 per month

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • House for Rent

    14843 Astrolyn St, Winter Garden, FL 34787

    This spacious 3 bed 2 bath home is located in Winter Garden! It has laminate and tile flooring throughout and a living/dining room combo. The kitchen has all stainless steel appliances with granite counter tops. Master bedroom has sliding glass doors that lead to the outside and a walk in closet. The home also has a 1 car garage and washer/dryer Hookups! Resident Benefit Package: $42.00-month.

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    14843 Astrolyn St, Winter Garden, FL 34787
  • /13

    $1,707 - $2,252 total monthly price

    Prose Avalon Pointe

    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,

    14505 Tristan Cir, Winter Garden, FL 34787
  • /17

    $2,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,385 Sq Ft
    • Townhouse for Rent

    13931 Daniels Landing Cir, Winter Garden, FL 34787

    This two bedroom property is ready for new tenants. Open plan floor plan tiled throughout 1st floor. Two bedrooms and small loft upstairs.Property benefits has a screened back porch over looking an open area to rear.Pressure washed exterior, touch up paint throughout - some new blinds and the tiles have recently been steam cleaned.Central location to highway 50 and Winter Garden

    Wendy Morris WENDY MORRIS REALTY

    13931 Daniels Landing Cir, Winter Garden, FL 34787
  • /55

    $1,700 - $2,724 per month

    Registry on Grass Lake

    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, youll find amenities

    14520 Avalon Rd, Winter Garden, FL 34787
  • /17

    $1,825 per month

    • 2 Beds
    • 1 Bath
    • 966 Sq Ft
    • Condo for Rent

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines/ The community has a fully equipped state-of-the-art gym, inside basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound

    Maria Lloret HOMESMART

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /25

    $1,590 - $2,315 per month

    IMT Sonoma Hills

    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

    14619 Casita Ridge, Winter Garden, FL 34787
  • /10

    $1,800 per month

    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    7121 Blue Indigo Crescent, Winter Garden, FL 34787

    SPACIOUS STUDIO APARTMENT located above the garage in a prime area of Winter Garden. RENT INCLUDES: WATER, ELECTRICITY, INTERNET, AND CABLE TV. This open-concept unit includes a Kitchenette with a stove, microwave and arefrigerator, plus a full bathroom and a private washer and dryer. Private side entrance and located near top-rated schools, shoppping, dining, and major highways. Community

    Miriam Rogacheski THE FLORIDA LOUNGE REALTY LLC

    7121 Blue Indigo Crescent, Winter Garden, FL 34787
  • /96

    $1,585 - $2,729 per month

    Ascend Waterleigh Village

    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,

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /25

    $1,650 per month

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

    17102 Heartwood Loop, Winter Garden, FL 34787

    First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway.This apt is on the first floor, no stairs, parking available

    Bibi Khan CHARLES RUTENBERG REALTY ORLANDO

    17102 Heartwood Loop, Winter Garden, FL 34787
  • /23

    $1,665 - $3,907 per month

    Corban Horizon West

    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

    15000 Stratus Loop, Winter Garden, FL 34787
  • /50

    $1,805 - $3,525 per month

    Lakewalk at Hamlin

    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

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

    $1,809 - $3,423 total monthly price

    The Lodge at Hamlin

    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.

    6151 Lake Lodge Dr, Winter Garden, FL 34787
  • /21

    $1,544 - $1,989 total monthly price

    Country Gardens

    1 - 3 Beds

    15122 W Colonial Dr, Winter Garden, FL 34787

    Stylish design at a price thats 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, lake/pond views, and a heart-healthy cardio & fitness center. The leasing team is ready for you to come by

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

    $1,099 - $1,800 per month

    Winterwoods

    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

    15300 W Colonial Dr, Winter Garden, FL 34787
  • /24

    $1,460 - $5,255 per month

    The Westerly

    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

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

    $1,460 - $1,950 per month

    Inland Seas Apartments

    1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    1301 Inland Seas Blvd, Winter Garden, FL 34787
  • /35

    $1,500 - $1,750 per month

    Garden City Apartments

    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

    521 S Park Ave, Winter Garden, FL 34787
  • /35

    $1,660 - $2,174 per month

    Slate Luxury Apartments

    1 - 2 Beds

    584 W Bay St, Winter Garden, FL 34787

    Welcome to Slate Luxury Apartments, where tranquility meets chic living in the heart of downtown Winter Garden, Florida. Nestled in a lush, serene enclave, our boutique community offers townhomes and one-story villas. Here, you'll experience a perfect blend of the historic charm of Winter Garden and the modern elegance of our upgraded apartment homes. At Slate, there's no need to get in the car;

    584 W Bay St, Winter Garden, FL 34787
  • /10

    $1,500 per month

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

    8907 Frodsham Way Unit B, Winter Garden, FL 34787

    Property Id: 1351911Utilities Included! Garage Apartment in Winter GardenWelcome home to 8907 Frodsham Way - B. Right in the heart of Winter Garden! This charming and cozy garage apartment offers the perfect blend of privacy and convenience ideal for a single professional or college student offering a comfortable, low-maintenance lifestyle.The unit features:All

    8907 Frodsham Way Unit B, Winter Garden, FL 34787
  • /3

    $900 per month

    • 1 Bed
    • 1 Bath
    • Townhouse for Rent

    7399 Mezzano Ln, Oakland, FL 34787

    Property Id: 1511745 Townhouse whit three bedr one is avaliable commu near Disney and the 429, with a private bathroom, access to the kitchen, and a washer and dryer and all uare included

    7399 Mezzano Ln, Oakland, FL 34787

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