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Homes for Rent in Winter Garden, FL with 2-Bedrooms

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  • /56

    Starting at $1,525 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
  • /24

    Starting at $1,605

    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 $1,621 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
  • /25

    Starting at $1,615

    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 $1,466 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 $1,905

    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

    Stop and Smell the Savings! Let the Savings Bloom this May with 50% OFF 4 Months PLUS Look & Lease Bonus Worth $333! Move Fast Offer Varies By Floor Plan & Must Apply By 5/15.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 peaceful beauty of Horizon

    The Haven at Lake Britt

    (321) 472-5839

    15145 Havencrest Cir, Winter Garden, FL 34787
  • /40

    Starting at $1,604 Per Month

    • 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!

    Solay Horizon West

    (689) 600-3052

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

    Starting at $1,742

    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 $1,769

    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 $1,583

    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 $1,449 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 $1,534

    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, youll find amenities

    Registry on Grass Lake

    (321) 382-3310

    14520 Avalon Rd, Winter Garden, FL 34787
  • /38

    Starting at $1,500

    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 $1,714

    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
  • /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
  • /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 $1,499

    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 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,

    Country Gardens

    (352) 717-2792

    15122 W Colonial Dr, Winter Garden, FL 34787
  • /24

    Starting at $1,490 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
  • /20

    $7,342

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787

    The advertised rate of $7,342/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 28, 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

    (321) 306-0643

    1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787
  • /20

    $4,989

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787

    The advertised rate of $4,989/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 27, 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

    (321) 599-4185

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
  • /20

    $3,001 Per Month

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

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

    The advertised rate of $3,002/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 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

    (321) 257-9729

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

    $3,253

    Total Monthly Price

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

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

    The advertised rate of $3,254/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 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

    (321) 286-7111

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • /20

    $5,093

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

    The advertised rate of $5,093/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 21, 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

    (321) 510-4328

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
  • /20

    $2,351 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 $2346/mo12-Month+ Stay base rent: starts at $2351/moLanding's apartments at Vintage Horizon

    (415) 466-1384

    9223 Vintage Hills Way Unit 5208, 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
  • /37

    $8,015

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 12,916 Sq Ft
    • Condo for Rent

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787

    The advertised rate of $8,015/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 29, 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

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
  • /12

    $2,159 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Townhouse for Rent

    13349 Harbor Shore Ln, Winter Garden, FL 34787

    Welcome to this charming 2-bedroom, 2.5-bath townhome in the gated Daniels Landing community of Winter Garden! Both bedrooms feature private en-suite bathrooms and walk-in closets. Enjoy a private courtyard, attached two car garage, and all major appliances included. Community amenities include a pool, clubhouse, playground, and walking trails. Basic internet and cable are included in the

    Steve Simpson 407 PROPERTIES

    13349 Harbor Shore Ln, Winter Garden, FL 34787
  • /16

    $1,590 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Great location! 2nd floor condo in Winter Garden

    88 Windtree Ln, Winter Garden, FL 34787

    Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, screened in patio, and two assigned parking spaces.Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando can provide the required coverage for an additional charge of $13.00 per month or

    88 Windtree Ln, Winter Garden, FL 34787
  • /11

    $1,570 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
  • /17

    $1,495 Per Month

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • House for Rent

    502 Dunbar Ave, Winter Garden, FL 34787

    SPECIAL $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 5/30!SECTION 8 WELCOME! Remodeled 2 Bed/1 Bath with Modern Touches in Winter Garden! Step into the comfort of this delightful 2-bedroom, 1-bath gem nestled in Winter Garden. This recently remodeled residence now boasts modern elegance and a functional design.As you enter, you are greeted by an inviting

    502 Dunbar Ave, Winter Garden, FL 34787
  • /15

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Townhouse for Rent

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

    Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining.

    Rodger Marty ORLANDO REAL ESTATE LLC

    430 Southern Pecan Cir Unit 101, 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
  • /7

    $2,280 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    7054 Broomshedge Trail, Winter Garden, FL 34787

    Amazing and very comfortable Townhome with two bedrooms and 2.5 bath , very nice backyard , all appliances includes, excellent community of Independence with many activities including gyms, Pools, Tennis Court, etc garage for two cars covered and another 2 uncovered, rents includes High Speed Internet and huge Cable tv includes Disney Plus and many more, (save like 150$ monthly) , Aprox 2 miles

    Giovanni Montano LA ROSA REALTY KISSIMMEE

    7054 Broomshedge Trail, Winter Garden, FL 34787
  • /28

    $2,250 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,293 Sq Ft
    • Wonderful 2/2 Daniels Landing Townhome

    233 Deepcove Rd, Winter Garden, FL 34787

    Two bedroom Townhome located in the subdivision of Daniels Landing. Community is gated with a pool, playground and great walking path. Basic cable, basic internet and lawn care are included in the rent. Home has tile throughout the downstairs, a large eat in kitchen and a half bath. This end unit offers a private patio and garage. Located minutes from Winter Garden Village, the 429 and

    233 Deepcove Rd, Winter Garden, FL 34787
  • /19

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,753 Sq Ft
    • House for Rent

    203 S Main St, Winter Garden, FL 34787

    2 Bedroom Single Family Home in Wintergarden! Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted. The deposit amount is based upon the application results. Pets: OK- SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,699.00 for the first 4 months, $2,850.00 for the

    Jay Myers ORLANDO REALTY & PROPERTY MGNT

    203 S Main St, Winter Garden, FL 34787
  • /18

    $1,750 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

Showing Results 1 - 40, Page 1 of 2

Rental Home Trends in Winter Garden, FL

Rental Home Trends

Number of 2 Bedroom Homes for Rent
50
Median 2 Bedroom Condo Rent
$1,882
Median 2 Bedroom Townhouse Rent
$2,000
How to Rent a Home