258

Winter Garden, FL Homes for Rent

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  • /18

    $2,400 per month

    • 2 Beds
    • 2.5 Baths
    • 1,234 Sq Ft
    • Townhouse for Rent

    13352 Harbor Shore Ln Unit 13352, Winter Garden, FL 34787

    Modern Comfort Meets Resort-Style Living in Daniel’s LandingExperience the perfect blend of style and convenience in this charming two-story condo, nestled within the highly sought-after gated community of Daniel’s Landing in Winter Garden. This meticulously maintained home offers a bright, open floor plan designed for modern living. Home Highlights:Dual Primary Suites: Located on the

    Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

    13352 Harbor Shore Ln Unit 13352, Winter Garden, FL 34787
  • /61

    $1,805 - $2,820 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
  • /28

    $3,200 per month

    • 5 Beds
    • 3 Baths
    • 2,544 Sq Ft
    • House for Rent

    927 Shadowmoss Dr, Winter Garden, FL 34787

    Welcome to this well-appointed single-story, 5-bedroom, 3 full-bathroom home featuring abundant natural light, located in a quiet and desirable community-- Westfield, in Winter Garden. Situated on a spacious 0.24-acre lot with beautifully maintained landscaping, this home offers a rare sense of privacy and generous outdoor space. The thoughtfully designed floor plan features all living areas on

    Jiong Li TOPSKY REALTY INC

    927 Shadowmoss Dr, 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
  • /25

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,835 Sq Ft
    • Townhouse for Rent

    15475 Bay Bridge St, Winter Garden, FL 34787

    Welcome to this stunning corner 2-story townhome almost New, located in the charming Winter Garden, FL. This home features only luxury upgrades. This construction, built by M/I Homes, offers a beautiful blend of style, comfort, and functionality. With 3 bedrooms, 2.5 bathrooms, additioally it has an space that you can use as a 4th bedroom or office, and a variety of impressive features, this home

    Angela Camacho LA ROSA REALTY LLC

    15475 Bay Bridge St, Winter Garden, FL 34787
  • /26

    $1,725 - $2,655 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
  • /18

    $2,549 per month

    • 4 Beds
    • 2.5 Baths
    • 2,013 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2.5 bathrooms, 2 car garage and approximately 2,013 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /50

    $1,683 - $3,392 per month

    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
  • /39

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft
    • Townhouse for Rent

    15910 Marina Bay Dr, Winter Garden, FL 34787

    Great opportunity to live in this beautiful fully furnished townhome with tons of open space, tile flooring, gorgeous kitchen with spacious kitchen island 3 bedrooms, 2 and half bathrooms, two cars garage. Property is located in the wonderful resort style Hacksmoor community, with great amenities which include a pool, playground, clubhouse, fitness center.

    Arlete Ritt WRA BUSINESS & REAL ESTATE

    15910 Marina Bay Dr, Winter Garden, FL 34787
  • /21

    $1,514 - $1,929 per month

    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
  • /13

    $1,645 per month

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

    304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

    Come and see this stunning 1-bedroom and 1-bathroom condo, located on the second floor of the gated community of Southern Pines. The open floor plan concept features carpeted living areas and tiled wet areas, while the kitchen and bathroom boast granite countertops. The master bedroom comes with a walk-in closet. All appliances are included in the lease. The community offers many amenities such

    Gerardo Ramirez AGENT TRUST REALTY CORPORATION

    304 Southern Pecan Cir Unit 203, 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
  • /26

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,047 Sq Ft
    • House for Rent

    14537 Crested Plume Dr, Winter Garden, FL 34787

    Don't miss the opportunity to live in this stunning 4 bedroom/2.5 bath, two-story home featuring a modern and thoughtful design. This sought after floor plan boasts a sleek kitchen with granite countertops and stainless steel appliances—perfect for everyday living and entertaining. Upstairs, you'll find a versatile loft space ideal for a home office, media room, or play area. The spacious primary

    Andrea Pointon POINTON REALTY INC

    14537 Crested Plume Dr, Winter Garden, FL 34787
  • /23

    $1,781 - $2,993 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
  • /23

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft
    • Townhouse for Rent

    7292 Canali Way, Winter Garden, FL 34787

    Experience luxury living in this brand-new, upgraded Jefferson townhome, offering 3 spacious bedrooms and 2.5 bathrooms in the highly desirable Mezzano Community of Winter Garden. This home features a well-designed open-concept layout, seamlessly connecting the kitchen and living areas-perfect for everyday living and entertaining. The sparkling kitchen is equipped with quartz countertops, a

    Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

    7292 Canali Way, Winter Garden, FL 34787
  • /24

    $1,625 - $4,910 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
  • /72

    $4,650 per month

    • 4 Beds
    • 3 Baths
    • 2,082 Sq Ft
    • House for Rent

    16025 Silver Brook Way, Winter Garden, FL 34787

    Unique location & Provate Poll in the heart of Hamlin, Winter Garden! Live in style and comfort in this beautifully well- maintained luxury home, designed with elegant finishes and a functional, modern layout. Set on a private lot with no rear neighbors offering you and your family PRIVACY , this residence offers exceptional privacy, complemented by a resort-style private pool and expansive pool

    Carolina Mariano Da Silva PREMIER SOTHEBYS INT'L REALTY

    16025 Silver Brook Way, Winter Garden, FL 34787
  • /23

    $1,210 - $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
  • /33

    $3,200 per month

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • House for Rent

    15524 Water Spring Blvd, Winter Garden, FL 34787

    MOTIVATED OWNER!!! Welcome to this beautiful home in Horizon West, located in the desirable Storey Grovecommunity in Winter Garden, known for its excellent schools. This property features 4bedrooms and 3 bathrooms, offering an open-concept layout with a modern kitchenequipped with stainless steel appliances and stone countertops, as well as a bedroom with afull bathroom on the

    Denise Simoes DELUX MIAMI GROUP, LLC.

    15524 Water Spring Blvd, Winter Garden, FL 34787
  • /28

    $1,932 - $2,647 per month

    Overture Hamlin 55+ Active Adult Apartment...

    1 - 2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

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

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /32

    $6,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,892 Sq Ft
    • House for Rent

    14612 Glade Hill Park Way, Winter Garden, FL 34787

    This luxury home featuring 3 MASTER SUITES—one conveniently located on the first floor and two on the second—offers a rare and versatile layout ideal for multigenerational living. Designer upgrades are found throughout, and recessed lighting in every room creates a warm, bright, and inviting atmosphere from the moment you enter.The home has been fully refreshed with new interior paint and

    Ashley Jimenez LA ROSA REALTY INTERNACIONAL L

    14612 Glade Hill Park Way, 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
  • /15

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,717 Sq Ft
    • Townhouse for Rent

    17053 Volume Aly, Winter Garden, FL 34787

    Home in Winter Garden’s townhome community.This spacious 3-bedroom, 2.5-bath residence offers an open floor plan with a stunning oversized quartz kitchen island, perfect for cooking and entertaining. The private courtyard is finished with pavers, fencing, and central drainage for easy upkeep. Upstairs, the owner’s suite is generously sized, with a bathroom featuring granite counters. The

    Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

    17053 Volume Aly, Winter Garden, FL 34787
  • /35

    $1,675 - $2,198 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
  • /3

    $850 per month

    • 1 Bed
    • 1 Bath
    • 200 Sq Ft
    • Property for Rent

    14890 W Colonial Dr, Winter Garden, FL 34787

    Very nice RV in s private lot! Right of HWY 50(West Colonial Dr). Come in and see this spot in the middle o 15 acres of woods, surrounded by mother nature, perfect for one or two people with a fixed income, , walking distance to 2 convenience stores and post office. Power bill would be equally shared. Water and WIFI included!!

    Lou Bello ACTION PLUS REALTY SERVICES

    14890 W Colonial Dr, Winter Garden, FL 34787
  • /14

    $2,572 per month

    • 3 Beds
    • 2.5 Baths
    • 2,419 Sq Ft
    • House for Rent

    16066 Micelli Dr, Winter Garden, FL 34787

    Luxury 3BR/2.5BA Single-Family Home Minutes from Disney – 2,419 sq. ft. Located in a prestigious, newly built community (2020) in Winter Garden, FL, just minutes from Disney and top attractions.Spacious, modern layout with 3 bedrooms, 2.5 bathrooms, and premium finishes throughout.**Note: Garage and apartment above are a separate structure and rented

    16066 Micelli Dr, Winter Garden, FL 34787
  • /37

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    13519 Sagestone Dr, Winter Garden, FL 34787

    BEAUTIFUL TOWNHOME Nestled in the heart of the highly sought-after Winter Garden community. Bright and spacious 3 bedrooms and 2.5 bathrooms townhome in WATERLEIGH. Ceramic tiles on the first floor, Kitchen has granite counter tops, all new stainless steel kitchen appliances (dishwasher, refrigerator, electric stove, and microwave) and breakfast bar, large WALK IN Pantry. Kitchen and Living room

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    13519 Sagestone Dr, Winter Garden, FL 34787
  • /35

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • House for Rent

    15412 Amberbeam Blvd, Winter Garden, FL 34787

    BEAUTIFUL FAMILT HOME IN STONYBROOK WEST GOLF COMMUNITY!! HOME COMES WITH MOUNTED 65" TV IN LIVING ROOM! Discover luxury living in this captivating 3-bed, 2-bath home nestled alongside a pristine golf course in the secure and family-friendly gated community of Stoneybrook West. Unwind in the spacious interior, adorned with desirable features like a cozy fireplace, ceiling fans,

    15412 Amberbeam Blvd, Winter Garden, FL 34787
  • /9

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft
    • House for Rent

    7512 Summerlake Groves St, Winter Garden, FL 34787

    House with Solar for rent in Winter GardenAwesome house for rent off of Summerlake Blvd within Innovation at Pantherview.This spacious 3-bedroom and 2.5 bathroom house has everything you need for the family: school, location, and convenience. The open floor concept gives planning space for family gatherings together, and bedrooms all on the second floor. The rent includes lawn care;

    Jaime Hernandez INTOP PROPERTY MANAGEMENT

    7512 Summerlake Groves St, Winter Garden, FL 34787
  • /20

    $2,452 per month

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

    14200 Avalon Rd Unit ID1244709P, Winter Garden, FL 34787

    Feel at home in this bright and pet-friendly 3-bedroom condo at Palisades, just 10 minutes from top Orlando attractions. This 1288 sq. ft. condo offers a stylish space to unwind.This condo features a fully equipped kitchen with stainless steel appliances and granite counters, in-suite laundry, a large screened-in patio with outdoor furniture, smart TVs in every bedroom, central A/C, counter

    14200 Avalon Rd Unit ID1244709P, Winter Garden, FL 34787
  • /29

    $2,800 per month

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

    17101 Water Spring Blvd, Winter Garden, FL 34787

    Situated in the sought-after Waterleigh community of Winter Garden, this thoughtfully planned two-story townhome offers a bright and functional living experience. The main level features an open-concept design where the living room, dining area, and kitchen connect seamlessly—perfect for everyday living and entertaining. The kitchen is well-appointed with generous cabinet storage, granite

    Johnny Sarantopoulos OLYMPUS EXECUTIVE REALTY INC

    17101 Water Spring Blvd, Winter Garden, FL 34787
  • /18

    $2,549 per month

    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft
    • House for Rent

    516 Silverdale Ave, 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 $2693.90. That covers your base rent, $2549.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    516 Silverdale Ave, Winter Garden, FL 34787
  • /38

    $3,250 per month

    • 3 Beds
    • 2.5 Baths
    • 2,680 Sq Ft
    • House for Rent

    14783 Magnolia Ridge Loop, Winter Garden, FL 34787

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located on a desirable corner lot in the highly sought-after Orchard Hills community of Winter Garden. Offering approximately 2,680 square feet of well-designed living space, this home features a rear-load garage and a light, open layout ideal for everyday living and entertaining. Upstairs, you’ll find a spacious loft that works

    Silvia Kinkela SERHANT

    14783 Magnolia Ridge Loop, Winter Garden, FL 34787
  • /20

    $2,351 per month

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

    14200 Avalon Rd Unit ID1244719P, Winter Garden, FL 34787

    Escape to this modern and spacious 2-bedroom condo in Winter Garden, Florida, and feel at home. Ideal for families or groups of up to 6 guests, this suite offers a comfortable and convenient stay.This roomy, pet-friendly condo features a king-size bedroom and a second bedroom with two queen beds, each offering private access to a screened-in patio and individual Smart TVs. Central air

    14200 Avalon Rd Unit ID1244719P, Winter Garden, FL 34787
  • /23

    $2,375 per month

    • 4 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • House for Rent

    1150 Chase Dr, Winter Garden, FL 34787

    Spacious single-family home located in the desirable Island Pointe Community. The neighborhood features mature landscaping and select views of Lake Apopka. This home offers 4 bedrooms and 2 bathrooms, with porcelain tile flooring throughout the main living areas and carpet in the bedrooms, along with washer and dryer hookups. Ideally located, the community includes a neighborhood pool and park,

    Kenneth Warren PREMIER MANAGEMENT GROUP INC

    1150 Chase Dr, Winter Garden, FL 34787
  • /20

    $2,622 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays.:6-Month Minimum base rent: starts at $2817/mo12-Month Minimum base rent: starts at $2622/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
  • /29

    $3,250 per month

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Townhouse for Rent

    15236 Tribute Ovation Way, Winter Garden, FL 34787

    Almost brand New Townhome in Prime Horizon West Location Available Now! Welcome to Tribute at Ovation, ideally situated just across the street from the new Publix Shopping Center and the upcoming Promenade at Horizon West . This New Windham townhome is around 1850 Sq Ft and offers 3 bedrooms, a flex, 2.5 bathrooms, and an open concept floor plan. Detached 2 car garage with paver courtyard area

    ChandraMohan Narayana Swamy DALTON WADE INC

    15236 Tribute Ovation Way, Winter Garden, FL 34787
  • /15

    $2,650 per month

    • 4 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • House for Rent

    254 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

    254 Regal Downs Cir, Winter Garden, FL 34787
  • /49

    $3,590 per month

    • 5 Beds
    • 3 Baths
    • 3,261 Sq Ft
    • House for Rent

    17415 Bal Harbour Dr, Winter Garden, FL 34787

    Large 5 bedroom home + large Bonus loft. This 3 year old home is in the awesome community of Lakeside just west of the Winter Garden Villageabout 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #1 and full bath. The firstfloor is gorgeous wood style tile from the front door, through the kitchen to the back. The Gourmet kitchen is

    Bryce Rysewyk SPRING REALTY ONE LLC

    17415 Bal Harbour Dr, Winter Garden, FL 34787
  • /20

    $3,280 per month

    • 5 Beds
    • 4.5 Baths
    • 2,840 Sq Ft
    • House for Rent

    1419 Hunterman Ln, Winter Garden, FL 34787

    Special offer: Pay just $500 of your base rent (taxes and fees not included) as your security deposit, valid for new applicants who sign a 12-month lease by December 31, 2025. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We work to

    1419 Hunterman Ln, Winter Garden, FL 34787

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