239

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

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  • /55

    Starting at $1,568 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

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

    Starting at $1,585

    Total Monthly Price

    • 1 - 2 Beds

    16810 Easthampstead Rd, Winter Garden, FL 34787

    Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

    Prose Horizons Village

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

    Starting at $1,699 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

    1223 E Plant St, Winter Garden, FL 34787
  • /23

    Starting at $1,810

    Total Monthly Price

    • 1 - 3 Beds

    15000 Stratus Loop, Winter Garden, FL 34787

    Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
  • /41

    Starting at $1,529 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

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

    Starting at $1,748

    Total Monthly Price

    • 1 - 3 Beds

    15100 Free Range Run, Winter Garden, FL 34787

    There’s no place like Home(stead). Inspired by nature’s bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create spaces that help you discover the joy of simply being.

    Homestead at Hamlin

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

    Starting at $1,764

    Total Monthly Price

    • 1 - 3 Beds

    8200 Jayme Dr, Winter Garden, FL 34787

    So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

    Windermere Cay

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

    Starting at $1,579

    Total Monthly Price

    • Studio - 2 Beds

    7000 Kiran Patel Dr, Winter Garden, FL 34787

    Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

    Apollo Apartments

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

    Starting at $1,500 Per Month

    • 1 - 3 Beds

    10091 Tuller Loop, Winter Garden, FL 34787

    Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

    Halston Waterleigh

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

    Starting at $1,463

    Total Monthly Price

    • 1 - 2 Beds

    14505 Tristan Cir, Winter Garden, FL 34787

    Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL, feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center,

    Prose Avalon Pointe

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

    Starting at $1,569 Per Month

    • 1 - 3 Beds

    14520 Avalon Rd, Winter Garden, FL 34787

    Welcome home to Registry on Grass Lake, our brand-new apartment community that prioritizes a connection to comfort & convenience through designer touches and thorough consideration of your needs. Enjoy your own space with our studio, one-, two-, and three-bedroom floor plans all thoughtfully curated to bring you the best of apartment living. Within Registry on Grass Lake, you'll find amenities

    Registry on Grass Lake

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

    Starting at $1,635

    Total Monthly Price

    • 1 - 3 Beds

    14619 Casita Ridge, Winter Garden, FL 34787

    IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

    IMT Sonoma Hills

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

    Starting at $1,614 Per Month

    • 1 - 3 Beds

    9405 Ascend Falls Dr, Winter Garden, FL 34787

    Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

    Birchstone Waterleigh

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

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /35

    Starting at $1,499

    Total Monthly Price

    • 2 Beds

    521 S Park Ave, Winter Garden, FL 34787

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

    Garden City Apartments

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

    Starting at $1,711

    Total Monthly Price

    • 1 - 3 Beds

    6151 Lake Lodge Dr, Winter Garden, FL 34787

    It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
  • /50

    Starting at $1,830 Per Month

    • 1 - 3 Beds

    14012 Shoreside Way, Winter Garden, FL 34787

    Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

    Lakewalk at Hamlin

    14012 Shoreside Way, Winter Garden, FL 34787
  • /21

    Starting at $1,514

    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

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

    Starting at $1,566 Per Month

    • Studio - 3 Beds

    14680 Westerly Dr, Winter Garden, FL 34787

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

    The Westerly

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

    Starting at $1,460 Per Month

    • 1 - 3 Beds

    1301 Inland Seas Blvd, Winter Garden, FL 34787

    Inland Seas Apartments

    1301 Inland Seas Blvd, Winter Garden, FL 34787
  • /28

    Starting at $2,048

    Total Monthly Price

    • 1 - 2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

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

    Overture Hamlin 55+ Active Adult Apartment...

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /20

    $5,903

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI FL3-ID1511054P, Winter Garden, FL 34787

    The advertised rate of $5,903/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 10, 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 FL3-ID1511054P, Winter Garden, FL 34787
  • /20

    $5,271

    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 $5,271/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 16, 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

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

    $4,820

    Total Monthly Price

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

    1223 E Plant St Unit SI ID1511055P, Winter Garden, FL 34787

    The advertised rate of $4,820/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 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

    1223 E Plant St Unit SI ID1511055P, Winter Garden, FL 34787
  • /19

    $1,850 Per Month

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Condo for Rent

    1257 Winter Green Way, Winter Garden, FL 34787

    Welcome to this extremely spacious 2-bedroom, 1 full-bathroom and 1 half-bath townhome, offering modern updates and a peaceful retreat in a quiet community. Step inside to find a bright and open floor plan with stylish finishes throughout. The fully updated kitchen features new cabinetry, sleek countertops, and stainless-steel appliances, making it a dream for cooking and entertaining. Enjoy the

    1257 Winter Green Way, Winter Garden, FL 34787
  • /12

    $2,350 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,195 Sq Ft
    • Townhouse for Rent

    15128 Windflower Aly, Winter Garden, FL 34787

    Enjoy comfortable living in this beautiful 2-bedroom, 2.5-bathroom townhome offering 1,195 sq. ft. of well-designed living space. The home features an open floor plan, a modern kitchen with stainless steel appliances, spacious bedrooms with private bathrooms, a convenient half bath for guests, an attached garage, and a private patio perfect for relaxing. Located in a desirable Winter Garden

    Oliver Muro LPT REALTY, LLC

    15128 Windflower Aly, Winter Garden, FL 34787
  • /25

    $2,786

    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 $2,786/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • /22

    $1,890 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

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

    Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy. The well-appointed kitchen features granite countertops,

    Hans Tank FLORIDA SCANDI REALTY LLC

    200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
  • /25

    $2,841

    Total Monthly Price

    • 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 $2,841/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
  • /13

    $2,000 Per Month

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

    304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

    For rent: Spacious 2-bedroom, 2-bath, fully renovated corner unit 1264 sq.ft. Featuring fresh paint, modern vinyl flooring, and a peaceful wooded view. Located in a resort-style subdivision with top-notch amenities: indoor basketball and racquet ball courts, a full gym, and a barbecue pavilion. Available now for a quick move-in.

    Maria Lloret HOMESMART

    304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
  • /15

    $2,050 Per Month

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

    13306 Daniels Landing Cir, Winter Garden, FL 34787

    AVAILABLE NOW! Beautiful corner unit dual master suite 2 bed 2.5 bath townhome with over-sized 1 car garage in the gated community of Daniels Landing. Newer wood laminate flooring in the living room and carpeting upstairs. You can't beat Daniels Landing community which includes gated access, pool, playground, fitness center, basic cable, and internet also included! Winter Garden Shopping Village

    13306 Daniels Landing Cir, Winter Garden, FL 34787
  • /23

    $1,995 Per Month

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

    Unlisted Address

    Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

    Marti Purdy MARTI PURDY PROPERTIES INC

    Unlisted Address
  • /18

    $1,895 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Well appointed 2/2 1st floor condo in beautiful Winter Garden. Available Now!

    53 Windtree Ln, Winter Garden, FL 34787

    Professional photos coming soon!! This 2 bedroom and 2 bath condo is located on the first floor and it comes with tiled flooring throughout, all appliances, and fresh paint. Two assigned parking spaces for your convenience and beautiful amenities like pool, and basketball courts. Located at just minutes from Downtown Winter Garden and close to shopping, public transportation, and restaurants.

    53 Windtree Ln, Winter Garden, FL 34787
  • /17

    $1,795 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, indoor 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
  • /21

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • Condo for Rent

    302 Avalon Rd Unit 302, Winter Garden, FL 34787

    This generously sized condo offers a perfect blend of comfort, convenience, and resort-style amenities. Featuring two large bedrooms and two full bathrooms, this unit is ideal for those seeking space, privacy, and modern living.The primary suite includes its own private, covered patio, perfect for enjoying quiet mornings or relaxing evenings. Inside, you'll find a walk-in closet, a

    302 Avalon Rd Unit 302, Winter Garden, FL 34787
  • /10

    $1,695 Per Month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Townhouse for Rent

    508 Varsity St, Winter Garden, FL 34787

    Primo location. Hip patio villas situated on a quiet oak lined street featuring polished concrete flooring throughout, updated kitchen, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing

    Angela Chapman CAPITAL REALTY GROUP FLORIDA

    508 Varsity St, Winter Garden, FL 34787
  • /19

    $2,650 Per Month

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

    203 S Main St, Winter Garden, FL 34787

    AVAILABLE: July 15, 2026Pets: OK, SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.)***EASY TO VIEW AT A CONVENIENT TIME******EASY TO APPLY*** Once ALL ADULTS have VIEWED this property, go here: SAVE MONEY ON THE APPLICATION FEES: We recommend that you not fill out an application if any of the following apply to you: Evictions, Unpaid balances

    203 S Main St, Winter Garden, FL 34787
  • /17

    $1,700 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
  • /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. Application fee $75 per adult and security deposit = to 1 months rent. Applications can be made

    165 Windtree Ln, Winter Garden, FL 34787
  • /16

    $1,520 Per Month

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

    36 Windtree Ln, Winter Garden, FL 34787

    Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, tile, and two assigned parking spaces. Rental application is $75 per lease holder that will run a credit check, criminal background, and a rental history. We also do verify income, so between the lease holders combined together will have to make three times the monthly rent

    36 Windtree Ln, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 2

Rental Home Trends

Number of 2 Bedroom Homes for Rent
43
Median 2 Bedroom Condo Rent
$1,883
Median 2 Bedroom Townhouse Rent
$2,173
How to Rent a Home