Winter Garden, FL Homes for Rent under $2,500

• 

  

  

  /24

  Starting at $1,646

  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
• Explore Winter Garden

• 

  

  

  /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
• 

  

  

  /55

  Starting at $1,499 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
• 

  

  

  /52

  Starting at $1,535

  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 $1,557 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 $1,563

  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 $1,625

  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 $1,638 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
• 

  

  /23

  Starting at $1,805

  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
• 

  

  /40

  Starting at $1,579 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 $1,838

  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 $1,675

  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
• 

  

  /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 $1,830 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
• 

  

  /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
• 

  

  /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
• 

  

  /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 $1,539 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
• 

  

  /5

  $1,295 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  203 N Dillard St, Winter Garden, FL 34787

  Property Id: 1041843Cute STUDIO apartment with full size kitchen and full size bath and all within one block of Downtown Winter Garden. (1) Dedicated on-site parking space. Close to Crooked Can Brewery, WG Farmers market, annual Parade route, houses of worship, grocery shopping, laundrette, and 429 expressway. Hardwood floors and tile in wet areas. Shower-no tub. Like new

  203 N Dillard St, Winter Garden, FL 34787
• 

  

  /6

  $1,690 Per Month

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

  14978 Lebeau Loop, Winter Garden, FL 34787

  Apartment for rent: one bedroom, one bathroom, with all utilities included. The apartment is above the property’s garage, fully furnished, and has a separate entrance. Only 6 minutes from Disney

  christian dellolio AGENT TRUST REALTY CORPORATION

  14978 Lebeau Loop, Winter Garden, FL 34787
• 

  

  /6

  $1,480 Per Month

  • 1 Bed
  • 1 Bath
  • 1 bedroom 1 bathroom condo w/DEN

  405 Southern Pecan Cir, Winter Garden, FL 34787

  1 Bed 1 Bath Condo located in Southern Pines gated community in Winter Garden. All appliances included access to GYM, community pool and amenities

  405 Southern Pecan Cir, Winter Garden, FL 34787
• 

  

  /20

  $1,850 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Townhouse 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

  Prentice Williams KELLER WILLIAMS ADVANTAGE REALTY

  1257 Winter Green Way, Winter Garden, FL 34787
• 

  

  /6

  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 2 bedroom 2 bathroom condo ONE CAR GARAGE

  130 Southern Pecan Cir, Winter Garden, FL 34787

  Great 2 bedroom 2 bathroom condo with new flooring and a 1 car garage. Gated community Southern Pines, access to GYM and community pool.

  130 Southern Pecan Cir, Winter Garden, FL 34787
• 

  

  /29

  $2,100 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Condo for Rent

  1516 Scarlet Oak Loop Unit B, Winter Garden, FL 34787

  This well-maintained 3-bedroom, 2.5-bathroom two-story condo is located in the gated Tucker Oaks community of Winter Garden with no rear neighbors.The open-concept main living area features a spacious great room that combines the kitchen, dining, and living spaces, ideal for both everyday living and entertaining.The kitchen offers ample cabinet storage with honey-colored cabinetry,

  Katrina Anarumo RENT A FLORIDA HOME

  1516 Scarlet Oak Loop Unit B, Winter Garden, FL 34787
• 

  

  /38

  $2,095 Per Month

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft
  • Townhouse for Rent

  1535 Broken Oak Dr, Winter Garden, FL 34787

  ? STUNNING GATED TOWNHOME IN WINTER GARDEN – AVAILABLE NOW! ?Welcome home to this stylish 2-story, 3-bedroom, 2.5-bathroom townhome featuring an attached 2-car garage. Tucked inside the highly desirable, gated community of Tucker Oaks in the heart of Winter Garden, this home offers 1,544 sq. ft. of bright, open living space designed for easy everyday living and effortless

  1535 Broken Oak Dr, Winter Garden, FL 34787
• 

  

  /19

  $1,750 Per Month

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

  417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

  Ready to move-in One-bedroom, one Jack-n-Jill bath. Fully renovated with fresh paint from top to bottom. Luxury Vinyl floors from stairs thru out the unit. the Bathroom has ceramic tile. The unit features a study/den perfect if you have a home office or need a craft room.

  Maria Lloret HOMESMART

  417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
• 

  

  /14

  $2,050 Per Month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • House for Rent

  314 S Boyd St, Winter Garden, FL 34787

  Discover this charming 2-bedroom home ideally situated in the heart of Winter Garden. Bright, airy, and spacious, this residence is perfect for families seeking comfort and convenience. The open-concept living and dining areas provide a welcoming space for entertaining and everyday living. Both bedrooms are generously sized, featuring ample closet space to meet your storage needs. The kitchen

  314 S Boyd St, Winter Garden, FL 34787
• 

  

  /25

  $2,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft
  • Townhouse for Rent

  13527 Daniels Landing Cir, Winter Garden, FL 34787

  Opportunity Awaits in Highly Sought-After Daniels Landing! Welcome to this charming 3-bedroom, 2.5-bath townhome offering comfort, convenience, and an unbeatable location. Perfect for homeowners or investors, this property is nestled in a well-maintained, gated community designed for easy living. Residents of Daniels Landing enjoy resort-style amenities, including a sparkling community pool,

  Mary Clevenger WEICHERT REALTORS HALLMARK PRO

  13527 Daniels Landing Cir, 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
• 

  

  /7

  $675 Per Month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  15267 Honeybell Dr, Winter Garden, FL 34787

  Welcome to this One Bedroom in a great location with access to everything Winter Garden has. Near theme parks, shopping centers, banks, hospitals, and a lot of entertainment. Rent includes Water, Electricity and Internet, and kitchen access. Schedule your appointment today!

  Maykol Romo VESTI LLC

  15267 Honeybell Dr, Winter Garden, FL 34787
• 

  

  /28

  $2,100 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • House for Rent

  1516 Scarlet Oak Loop, Winter Garden, FL 34787

  This well-maintained 3-bedroom, 2.5-bathroom two-story condo is located in the gated Tucker Oaks community of Winter Garden with no rear neighbors. The open-concept main living area features a spacious great room that combines the kitchen, dining, and living spaces, ideal for both everyday living and entertaining. The kitchen offers ample cabinet storage with honey-colored cabinetry, granite

  1516 Scarlet Oak Loop, 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
• 

  

  /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
• 

  

  /10

  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,506 Sq Ft
  • Townhouse for Rent

  5417 New Independence Pkwy, Winter Garden, FL 34787

  READY TO MOVE IN Beautiful 3-bedroom, 2.5-bath townhome located in the highly desirable Independence community in Winter Garden. This property features a spacious layout filled with natural light, perfect for comfortable family living.Conveniently located less than a mile from Hamlin Town Center, offering VIP cinemas, top-rated restaurants, family entertainment, mini golf, and more.Enjoy

  Fausto Correa AGENT TRUST REALTY CORPORATION

  5417 New Independence Pkwy, 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
• 

  

  /32

  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Townhouse for Rent

  16097 Pebble Bluff Loop, Winter Garden, FL 34787

  3 Bedroom, 2 Baths Town Home For Rent in Winter Garden, Fl. 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  16097 Pebble Bluff Loop, Winter Garden, FL 34787
• 

  

  /12

  $1,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Southern Pines 2 bedroom 2 bath

  330 Southern Pecan Cir, Winter Garden, FL 34787

  LARGEST 2 BEDROOM CONDO WITH A SOLARIUM IN SOUTHERN PINES!!UPGRADED WITH GRANITE COUNTER TOPS, 9' CEILINGS, CROWN MOLDING & DECORATOR PAINT IN NEUTRAL COLOR. Amenities galore include pool/spa, tennis, volleyball, picnic area, car wash area, indoor racquetball, basketball, fitness & play area for the kids plus a clubhouse with a theater room, billiards and computer. Rent includes water/sewer and

  330 Southern Pecan Cir, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 2