132

Winter Garden, FL Homes for Rent with Community Pool

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  • /66

    $8,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft
    • House for Rent

    1021 Temple Grove Place, Winter Garden, FL 34787

    Lakefront Luxury Lease – Minutes to Historic Downtown Winter Garden Enjoy refined waterfront living on the shores of Lake Apopka in this beautifully updated 4-bedroom, 4.5-bath residence, ideally located just five minutes from the charm, dining, and boutiques of downtown Winter Garden and the vibrant scene along Plant Street. Positioned within the sought-after golf cart district, this property

    Agent Photo

    Nicole Rader

    MAINFRAME REAL ESTATE

    (321) 351-3542

    1021 Temple Grove Place, Winter Garden, FL 34787
  • /24

    Starting at $1,729

    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

    (321) 415-9249

    16810 Easthampstead Rd, Winter Garden, FL 34787
  • /101

    Starting at $1,756 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

    (844) 987-4402

    1223 E Plant St, Winter Garden, FL 34787
  • /56

    Starting at $1,539 Per Month

    • 1 - 3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

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

    Integra Avalon

    (689) 204-1162

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /39

    Starting at $1,679 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

    (689) 600-3052

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

    Starting at $1,732

    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

    (689) 400-7815

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

    Starting at $1,827

    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

    (689) 600-2648

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

    Starting at $1,603

    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

    (689) 202-4228

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

    Starting at $1,427 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

    (321) 415-0907

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

    Starting at $1,634

    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

    (321) 395-5460

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

    Starting at $1,700 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

    (321) 382-3310

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

    Starting at $1,695

    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

    (689) 407-5242

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

    Starting at $1,552 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

    (689) 600-2639

    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

    (689) 407-6455

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

    Starting at $1,780

    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

    (689) 407-6619

    15000 Stratus Loop, Winter Garden, FL 34787
  • /60

    Starting at $1,678 Per Month

    • Studio - 3 Beds

    15145 Havencrest Cir, Winter Garden, FL 34787

    Leasing Fast, Don't Wait. Let the Savings Bloom this May with Up to 50% OFF 4 Months PLUS Look & Lease Bonus Worth $333! Move Fast — Offer Varies by Floor Plan and Must Apply by 5/31/26! 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 peaceful beauty

    The Haven at Lake Britt

    (321) 472-5839

    15145 Havencrest Cir, Winter Garden, FL 34787
  • /35

    Starting at $1,499

    Total Monthly Price

    • 2 Beds

    521 S Park Ave, Winter Garden, FL 34787

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

    Garden City Apartments

    (689) 407-2270

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

    Starting at $1,790 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

    (689) 600-3888

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

    Starting at $1,714

    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

    (689) 400-7193

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

    Starting at $1,556 Per Month

    • Studio - 3 Beds

    14680 Westerly Dr, Winter Garden, FL 34787

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

    The Westerly

    (321) 395-5822

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

    Starting at $1,460 Per Month

    • 1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    Inland Seas Apartments

    (689) 407-2434

    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...

    (689) 600-3037

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

    Starting at $1,564

    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

    (352) 717-2792

    15122 W Colonial Dr, Winter Garden, FL 34787
  • /20

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,689 Sq Ft
    • Condo for Rent

    8907 Frodsham Way Unit A, Winter Garden, FL 34787

    Property Id: 1351910Move-in ready, fully furnished (Optional) single-family home in Winter Garden's Latham Park. All utilities included (electric, water, internet, gas) — one predictable rate. Ideal for relocating families, traveling professionals, and out-of-state tenants who want a turnkey home in a top Orange County school zone. Also available unfurnished. Self-showing 7 days a week

    (321) 341-8148

    8907 Frodsham Way Unit A, Winter Garden, FL 34787
  • /20

    $3,450 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft
    • House for Rent

    5000 Citrus Leaf Blvd, Winter Garden, FL 34787

    Property Id: 1424220Welcome to your 4-bed, 2.5-bath home, located right across the highly rated Hamlin elementary & Middle school! Your new home offers all-vinyl flooring and an open, bright and happy great room. A chef's/gourmet kitchen, perfect for life & entertaining. Upstairs, find comfort with all appliances included and a versatile loft, high ceilings, 8ft doors, with a

    (727) 351-6425

    5000 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /20

    $2,446 Per Month

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

    9223 Vintage Hills Way Unit 5208, 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+ Stay base rent: starts at $2474/mo12-Month+ Stay base rent: starts at $2446/moLanding's apartments at Vintage Horizon

    (415) 466-1384

    9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
  • /19

    $4,300 Per Month

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft
    • House for Rent

    18386 Oliver Twist Way, Winter Garden, FL 34787

    Property Id: 2499549Welcome to one of the most desirable homes in Waterleigh—offering space, privacy, and a peaceful pond view with no rear neighbors.This beautifully maintained 4-bedroom, 3-bath home features a bright, open-concept layout designed for both everyday living and entertaining. The spacious kitchen flows seamlessly into the main living and dining areas, creating a

    (470) 264-8626

    18386 Oliver Twist Way, Winter Garden, FL 34787
  • /20

    $2,437 Per Month

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 1205, 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+ Stay base rent: starts at $2464/mo12-Month+ Stay base rent: starts at $2437/moLanding's apartments at Vintage Horizon

    (628) 333-3321

    9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787
  • /28

    $2,185

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Townhouse for Rent

    1007 Butterfly Blvd, Winter Garden, FL 34787

    -Conveniently located by major highways, stores, restaurants, shopping centers, Winter Garden Village, medical centers, and great schools-4 parking spaces located right in front of the townhome providing easy access-Large master bedroom with ensuite bathroom-New dishwasher-Community pool-First month, last month, and security deposit required

    1007 Butterfly Blvd, Winter Garden, FL 34787
  • /24

    $2,800 Per Month

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

    13251 Pontoon Rd, Winter Garden, FL 34787

    Beautifully maintained corner townhome available for rent in the highly desirable Waterleigh community in Winter Garden.This well-maintained and freshly painted home features 3 bedrooms and 2.5 bathrooms with a bright and open floor plan. The spacious kitchen flows into the living and dining areas, creating a comfortable space for everyday living and entertaining. The primary suite offers a

    Lilyan Rocha FORTRESS REAL ESTATE TEAM LLC

    13251 Pontoon Rd, Winter Garden, FL 34787
  • /10

    $5,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,724 Sq Ft
    • House for Rent

    16324 Silver Grv Blvd, Winter Garden, FL 34787

    Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media

    16324 Silver Grv Blvd, Winter Garden, FL 34787
  • /23

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft
    • Townhouse for Rent

    8019 Jeremy Joseph Aly, Winter Garden, FL 34787

    3 Bedroom, 2.5 Bath Town Home for rent in Winter Garden, FL 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C. 2 car garage, Courtyard, Community Pool & tennis courts.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    8019 Jeremy Joseph Aly, Winter Garden, FL 34787
  • /32

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit 415, Winter Garden, FL 34787

    Spacious 2-bedroom, 2-bath condo available for rent. The primary suite features a private covered patio, walk-in closet, stand-up shower, and a separate soaking tub. The generously sized second bedroom includes its own private bathroom and closet.Enjoy an extended patio with access from both the living room and the second bedroom—perfect for relaxing or entertaining. The unit also

    14200 Avalon Rd Unit 415, Winter Garden, FL 34787
  • /26

    $1,650 Per Month

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

    80 Windtree Ln Unit J203, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 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

    Brian Lemay ROMAN REALTY GROUP, LLC

    80 Windtree Ln Unit J203, Winter Garden, FL 34787
  • /33

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit 431, Winter Garden, FL 34787

    Spacious two-bedroom two full bath condo for rent. Master Bedroom includes private covered patio, walk in closet, stand up shower, and separate bathtub. Large second bedroom with private bathroom and closet. Extended patio with access to the patio from the living room and 2nd bedroom. Washer and dryer in unit. The building features a pool with spa, covered garage, gym, and theater room. The lobby

    14200 Avalon Rd Unit 431, Winter Garden, FL 34787
  • /51

    $3,350 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,341 Sq Ft
    • House for Rent

    16029 Tollington Aly, Winter Garden, FL 34787

    Set within Encore at Ovation in Horizon West, this former Sebring model home blends lock-and-leave convenience with a polished, move-in-ready feel. The first floor is all about everyday living and entertaining, with an open family room flowing into a thoughtfully designed kitchen featuring 42” shaker-style linen cabinets with crown and light rail, glass-front display doors, soft-close drawer

    Mathias Jenniges IAD FLORIDA LLC

    16029 Tollington Aly, Winter Garden, FL 34787
  • /18

    $1,700 Per Month

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

    165 Windtree Ln, Winter Garden, FL 34787

    Wonderful Windtree Gardens! Renovated 2 brm 2 bath 1st floor unit with screen enclosed balcony. No carpet in unit. Unit has 2 assigned parking spots, washer /dryer. Close to bus lines, shopping & restaurants. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record. Section 8 OK. Application fee $75 per adult and security deposit = to 1 months rent. Applications

    165 Windtree Ln, Winter Garden, FL 34787
  • /36

    $3,400 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,834 Sq Ft
    • Townhouse for Rent

    16221 Admirals Cove Ln, Winter Garden, FL 34787

    Live the Horizon West Resort Lifestyle! Luxury Townhome with exceptional parking, top-rated schools, and minutes from Disney magic. Welcome to your next home in the award-winning Waterleigh community in Winter Garden. This modern 4-bedroom, 2.5-bath smart-home townhome offers 1,834 sq. ft. of open-concept living space and is available furnished or unfurnished to fit your lifestyle. Enjoy a rare

    Vincenza Di Cesare De Vieira LPT REALTY, LLC

    16221 Admirals Cove Ln, Winter Garden, FL 34787
  • /17

    $2,700 Per Month

    • 4 Beds
    • 3 Baths
    • 1,890 Sq Ft
    • Townhouse for Rent

    15467 Sugar Citrus Dr, Winter Garden, FL 34787

    Beautiful Townhome located in the new Winter Garden area, with 4 bedrooms and 3 bathrooms. The kitchen is spectacularly designed with stainless steel appliances. The two-car Garage is near the new Publix, Walmart, expressways, Winter Garden Village, Disney, cinemas, restaurants, etc. The community includes a pool and clubhouse. Townhome

    15467 Sugar Citrus Dr, Winter Garden, FL 34787
  • /24

    $2,750 Per Month

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

    12118 Plumpton Dr, Winter Garden, FL 34787

    Welcome to this beautifully designed 3-bedroom, 2.5-bath townhome located in the highly desirable Encore at Ovation community in Winter Garden’s Horizon West area. Built in 2024, this modern residence offers a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The main level features a spacious living and dining area that flows seamlessly into a

    Mridula Mehta CALL IT CLOSED INTL REALTY

    12118 Plumpton Dr, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 4

Rental Home Trends in Winter Garden, FL

Rental Home Trends

Number of Homes for Rent
132
Median Rent
$2,845
Median Single Family Home Rent
$3,000
Median Townhouse Rent
$2,695
Median Condo Rent
$1,925
How to Rent a Home