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Apartments for Rent in Winter Garden, FL

Average rent

$2,800
increased by6%

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Ascend Waterleigh Village - Photo 1 of 1
Rent special
New construction

1h ago

9.6

Excellent

Our team has verified this company

Verified

Ascend Waterleigh Village

16200 Ascend Village Ln, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,590–$2,730

Price drop

Apartment for rent

Lakeside Luxury Living with Resort-Style Amenities

Residents of Ascend Waterleigh Village enjoy a luxurious lifestyle with stunning lakeside views. Spacious one, two, and three-bedroom apartments feature modern kitchens, oversized walk-in closets, and luxury vinyl plank flooring. The community boasts an inviting saltwater pool, a well-equipped fitness center, and an entertainment club room, all in a pet-friendly environment. Conveniently located near shops and restaurants, this is the perfect retreat for relaxation and fun!

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The Westerly - Photo 1 of 1

15h ago

9.6

Excellent

Our team has verified this company

Verified

The Westerly

14680 Westerly Drive, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2–3 beds

2 baths

$2,199–$3,121

Apartment for rent

Elegant Apartments with Poolside Luxury

Nestled in Winter Garden, The Westerly Apartments blend contemporary charm with luxury living. Enjoy stylish interiors, a private pool with sun-shelf, and a pet-friendly ambience. Features include quartz countertops, spacious closets, and hardwood-style flooring. Connect with neighbors in the clubhouse or unwind in the sauna. Embrace a lifestyle of comfort and sophistication.

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Corban Horizon West - Photo 1 of 1

11h ago

9.6

Excellent

Our team has verified this company

Verified

Corban Horizon West

15000 Stratus Loop, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,699–$4,069

Price drop

Apartment for rent

Embrace Modern Comfort & Community Living

Corban Horizon West offers a refreshing approach to modern living in Winter Garden. This pet-friendly community blends tasteful design with thoughtful amenities, featuring spacious homes equipped with stainless steel appliances and oversized balconies. Enjoy a fitness center, game room, and a swimming pool, along with outdoor spaces perfect for relaxation. Explore the endless possibilities that await at Corban Horizon West—where comfort meets connection!

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752 Citrus Cove Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

752 Citrus Cove Dr, Winter Garden, FL 34787

Dishwasher | Outdoor space | Microwave

4 beds

3 baths

$2,995

House for rent

Versatile Family Home with Two Master Suites

This spacious 4-bedroom, 3-bathroom home features a thoughtful layout with two master suites, perfect for multi-generational living. Enjoy the cozy living room with a fireplace, a dedicated dining area, and a large kitchen equipped with modern appliances. A screened porch and fenced backyard provide a great space for outdoor relaxation. With approximately 1,800 sq ft of living space, this pet-friendly home offers convenience with included lawn care and a 2-car garage.

1933 Portcastle Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

1933 Portcastle Cir, Winter Garden, FL 34787

Air conditioning | Central heat | Dishwasher

3 beds

2 baths

$2,450

House for rent

Spacious Two-Story Home with Loft in Winter Garden

This stunning 3-bedroom, 2.5-bathroom home offers 1,857 sq ft of living space, featuring a well-designed layout perfect for relaxation and entertainment. Enjoy stainless steel appliances in the kitchen, a versatile loft space ideal for an office or playroom, and a convenient location near local amenities. With pet-friendly options, this residence combines comfort and convenience for an inviting lifestyle in Winter Garden.

12295 Bracco St - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

12295 Bracco St, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$2,750

House for rent

Modern 3-Bed Home with Charming Community Perks

Enjoy this brand new, energy-efficient home featuring 3 bedrooms and 2.5 bathrooms within 1,788 sq ft of stylish living space. The open kitchen, with a large island, flows into the dining and family areas, ideal for gatherings. Upstairs, a versatile loft awaits, perfect for a home office or playroom. Located in the vibrant Highland Ridge community, residents benefit from amenities like a zero-edge walk-in pool, playground, and easy access to local shops and restaurants.

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9223 Vintage Hills Way - Photo 1 of 1

17h ago

9.2

Excellent

Our team has verified this company

Verified

9223 Vintage Hills Way

9223 Vintage Hills Way, Winter Garden, FL 34787

Furnished

1–2 beds

1–2 baths

$2,044–$2,726

Apartment for rent

Flexible, Furnished Living with Landing

Nestled in Winter Garden, Landing offers fully-furnished apartments with flexible leases and no deposits. Enjoy deluxe stainless steel appliances, reliable internet, and custom-designed furnishings, all with hassle-free living and 24/7 support from a dedicated team. Experience modern essentials and convenience at your fingertips.

12067 Bracco St #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$2,700 - 4 Bedroom 2.5 Bathroom House In Winter Garden With Great Amenities

12067 Bracco St #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

4 beds

2 baths

$2,700

House for rent

Available Jan 26

Modern Family Home with Pool & Playground Access

This stunning 4-bedroom, 2.5-bathroom home, built in 2023, offers contemporary living with 2,114 sq ft of space. Enjoy central air, a spacious pool, a playground, and a basketball court perfect for family fun. The home features stainless steel appliances and in-unit laundry for added convenience. Located in a dog-friendly community, it's ideal for families looking for a vibrant living space near Disney. Pets allowed (small dogs up to 10 lbs).

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907 Muirwood Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

907 Muirwood Way, Winter Garden, FL 34787

Garage parking | On-site laundry | Swimming pool

4 beds

2 baths

$2,565

House for rent

Available Jan 22

Charming Smart Home with Spacious Backyard Oasis

This delightful 4-bedroom, 2-bathroom residence features a smart home system for convenient living. Boasting an open floor plan, high ceilings, and a modern eat-in kitchen with granite countertops, this home is designed for comfort. A large backyard provides ample outdoor space for pets and entertaining. With stylish finishes and pet-friendly amenities, this stunning 1,698 sq. ft. home is ready to make life easier and more connected.

457 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

457 Regal Downs Cir, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,650

$2,535

Price drop

House for rent

Available Mar 20

Modern Smart Home with Pet-Friendly Charm

Embrace convenience and modern living in this charming 3-bedroom, 2-bathroom home, showcasing 1,483 sq. ft. of well-designed space. Equipped with smart home technology for seamless control, it features high ceilings, a walk-in closet, and stainless steel appliances. The outdoor space includes a fenced yard and porch, perfect for pets and relaxation. Enjoy easy living in a vibrant community while making this beautifully appointed home yours.

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In-Unit Laundry

Dishwasher

Outdoor Space

Garage Parking

924 Woodson Hammock Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

924 Woodson Hammock Cir Winter Garden, FL 34787

924 Woodson Hammock Cir, Winter Garden, FL 34787

Garage parking

5 beds

2 baths

$2,585

$2,475

Price drop

House for rent

Available Dec 11

Modern Home with Smart Features & Renovated Spaces

Enjoy seamless living in this pet-friendly, 5-bedroom, 2-bath home featuring 2,487 sq. ft. of beautifully upgraded space. With luxury vinyl flooring and smart home technology, it’s designed for modern comfort. The inviting living area is perfect for gatherings, while the professional property management offers worry-free leasing with essential services. Ideal for those seeking a stylish and convenient lifestyle without the commitment of ownership.

6542 Breeze Filled Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6542 Breeze Filled Ln Winter Garden, FL 34787

6542 Breeze Filled Ln, Winter Garden, FL 34787

Garage parking

4 beds

2 baths

$2,949

House for rent

Available Jan 15

Modern Smart Home in a Serene Community

Lease this spacious 4-bedroom, 2.5-bath home in the thoughtfully designed Silverleaf Oaks community, featuring 1,913 sq. ft. of modern living space. This pet-friendly residence boasts Smart Home technology, sleek countertops, and a 2-car garage for ultimate convenience. Enjoy professional maintenance and easy access to nearby trails and retailers. With quality amenities and a low-maintenance lifestyle, this home is perfect for those seeking comfort and style.

15142 Quailmoor St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

15142 Quailmoor St Winter Garden, FL 34787

15142 Quailmoor St, Winter Garden, FL 34787

Garage parking | Walk-in closets | Outdoor space

4 beds

2 baths

$2,945

$2,790

Price drop

House for rent

Available Jan 27

Charming Home with Smart Features & Fenced Yard

Lease this inviting 4-bedroom, 2.5-bathroom home featuring stylish tile floors and a spacious open layout. Enjoy the modern kitchen with granite countertops and stainless-steel appliances. The backyard is perfect for relaxation with a covered patio and privacy fence. Smart home tech enhances convenience while neighborhood amenities include a basketball court and playground. With 2,291 square feet of space, it’s ideal for comfortable living. Pets welcome!

8009 Atlantic Puffin St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

8009 Atlantic Puffin St, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,915

House for rent

Available Mar 13

Modern 3-Bedroom Oasis with Pool Access

This inviting 3-bedroom, 2-bath home boasts an updated kitchen featuring stainless steel appliances and a bright open layout. Enjoy 1,801 sq. ft. of comfort alongside access to a refreshing swimming pool and outdoor space for relaxation. Pet-friendly and pre-leasing options available, ensuring convenience and value. Perfect for those seeking a modern lifestyle in a welcoming community!

420 E Cypress St - Photo 1 of 1

18h ago

Our team has verified this company

Verified

420 E Cypress St, Winter Garden, FL 34787

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$3,765

Apartment for rent

Spacious Retreat with Cozy Comfort in Winter Garden

Embrace tranquility in this spacious single-story apartment, perfect for extended stays. With 3 bedrooms and 2 baths, it comfortably accommodates up to 10 guests. Enjoy an open floor plan, a large family room, and a fully equipped kitchen for all your needs. Conveniently located near downtown, local markets, and scenic trails, this home offers high-speed Wi-Fi, laundry facilities, and essential amenities for a relaxing getaway. Experience both comfort and convenience!

Solay Horizon West - Photo 1 of 1
Rent special

1h ago

8.5

Very good

Solay Horizon West

9005 Solay Rd, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,639–$2,964

Price drop

Apartment for rent

Vacation Vibes with Unmatched Amenities Await

Enjoy everyday luxury at this brand new community featuring spacious apartments and a stunning array of amenities. Residents benefit from a dedicated onsite team focused on exceptional service and convenience. Take advantage of up to 8 weeks free on select homes! Live a resort-style life and experience the ultimate blend of comfort and community in your new home.

Halston Waterleigh - Photo 1 of 1
Rent special
3D tour

12h ago

8.8

Very good

Halston Waterleigh

10091 Tuller Loop, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

1–3 beds

1–2 baths

$1,616–$7,756

Price drop

Apartment for rent

Available Feb 6

Luxury Living with Resort-Style Amenities

Step into a world of luxury at Halston Waterleigh in Winter Garden. This pet-friendly community boasts exquisite design and abundant natural light. Residents enjoy a heated saltwater pool, an expansive fitness center, and a variety of top-tier amenities. Embrace a vacation-like atmosphere with features like a community clubhouse and sand volleyball court, all designed for comfort and convenience. Discover unmatched elegance in your new home!

Brass Ring Apartments - Photo 1 of 1

4d ago

7.4

Very good

Brass Ring Apartments

722 S Woodland St, Winter Garden, FL 34787

Air conditioning | Outdoor space | Oven

1 bed

1 bath

$1,000

Apartment for rent

Affordable Elegance in Cozy Winter Garden Studio

Brass Ring Apartments offers a charming 1-bedroom studio in Winter Garden, blending style with affordability. Enjoy stylish interiors and an efficient kitchen designed for lasting comfort. The well-lit bedroom is a peaceful retreat, while convenient parking makes life easier. Located near local amenities and parks, this renovated space ensures a vibrant lifestyle without breaking the bank—perfect for anyone seeking cozy living!

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15927 Pantuso Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

15927 Pantuso Aly, Winter Garden, FL 34787

Garage parking | On-site laundry | Swimming pool

4 beds

3 baths

$3,200

House for rent

Spacious Winter Garden Home with Dual Master Suites

Gorgeous 3,694 sq. ft. home in Horizon West features 4 bedrooms, 3.5 bathrooms, and dual master suites. The open floor plan boasts a sleek kitchen with a large quartz island. Enjoy the first-floor master with a luxurious bath or relax in the upstairs loft. Outdoor entertainment is easy with a paver patio and attached 2-car garage. Community perks include a clubhouse, pool, and playground. Top-rated schools nearby!

15699 Panther Lake Dr - Photo 1 of 1

26m ago

House for rent in Winter Garden

15699 Panther Lake Dr, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

5 beds

5 baths

$12,000

House for rent

17670 Japonica Bloom Dr - Photo 1 of 1
New construction

26m ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17670 Japonica Bloom Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Walk-in closets

5 beds

4 baths

$5,500

$4,800

Price drop

House for rent

Stunning New Luxury Home with Open-Concept Design

This brand-new 5-bed, 4.5-bath luxury home features an expansive open floor plan and premium finishes, with an abundance of natural light flooding the space. Designed for both comfort and elegance, it’s perfect for entertaining and relaxation. Located in a highly sought-after community, this beautifully constructed home offers a fantastic opportunity for first occupants, with excellent schools nearby. Experience modern living at its finest in Winter Garden!

6424 Tabebuia Pkwy - Photo 1 of 1
New construction

26m ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

6424 Tabebuia Pkwy, Winter Garden, FL 34787

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$2,600

House for rent

Modern Townhome in Desirable Silverleaf Oaks

This brand-new 3-bedroom, 2.5-bath townhouse spans 1,501 sq. ft. and offers a contemporary design with elegant vinyl flooring and light grey cabinetry. Enjoy a 2-car garage and brand-new, never-used appliances. Located in the sought-after Silverleaf Oaks community, residents will appreciate easy access to shopping and top-rated schools, making it an ideal choice for modern living in Winter Garden.

4608 Gliding Wave St - Photo 1 of 1

14h ago

House for rent in Winter Garden

4608 Gliding Wave St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2 baths

$3,350

House for rent

7114 Brown Pelican Ct - Photo 1 of 1

23h ago

House for rent in Winter Garden

7114 Brown Pelican Ct, Winter Garden, FL 34787

In-unit laundry | Garage parking | On-site laundry

4 beds

3 baths

$3,400

House for rent

Available Feb 5

7556 John Hancock Dr - Photo 1 of 1
New construction

1d ago

House for rent in Winter Garden

7556 John Hancock Dr, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

5 beds

6 baths

$18,000

House for rent

220 Valencia Ct - Photo 1 of 1

1d ago

8.5

Very good

220 Valencia Ct

220 Valencia Ct, Winter Garden, FL 34787

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$2,900

House for rent

Available Feb 5

Tranquil Ranch-Style Retreat Near Downtown Fun

Tucked away on a serene cul-de-sac, this beautifully updated ranch-style home offers spacious living just minutes from charming Downtown Winter Garden. Enjoy easy access to local shops, eateries, and the vibrant community scene, all within the golf cart district. Features include an oversized lot, a two-car garage, a screened front porch, and an enclosed Florida room. Embrace the blend of tranquility and small-town charm with Lake Apopka's recreational beauty at your doorstep!

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1331 Daniels Cove Dr #NA - Photo 1 of 1

1d ago

House for rent in Winter Garden

$2,525 - 4 Bedroom 2 Bathroom House In Winter Garden With Great Amenities

1331 Daniels Cove Dr #NA, Winter Garden, FL 34787

Air conditioning | Garage parking | Assigned parking

4 beds

2 baths

$2,500

House for rent

Available Aug 1

Spacious Family Home Near Winter Garden Village

This roomy 4-bedroom, 2-bath house features a welcoming layout with central air, heat, and a convenient dishwasher. Enjoy the outdoor space and garage parking in this family-friendly neighborhood just moments from Winter Garden Village. Available March 1, 2025, offering the perfect blend of comfort and convenience.

1646 Scarlet Oak Loop #58C - Photo 1 of 1

1d ago

Tucker Oaks townhouse for rent in Winter Garden

Condominium - WINTER GARDEN, FL

1646 Scarlet Oak Loop #58C, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,320

House for rent

13121 Bounty Ave #13121 - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Waterleigh

13121 Bounty Ave #13121, Winter Garden, FL 34787

Outdoor space

3 beds

3 baths

$2,600

House for rent

Available Feb 16

9960 Pallida Hickory Way #9960 - Photo 1 of 1

2d ago

House for rent in Winter Garden

3 BR, 3 BA in Horizon West-Village F

9960 Pallida Hickory Way #9960, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Walk-in closets

3 beds

3 baths

$2,895

House for rent

Available Jan 12

15537 Honeybell Dr #15537 - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Hamlin Reserve

15537 Honeybell Dr #15537, Winter Garden, FL 34787

Outdoor space

3 beds

3 baths

$2,700

House for rent

Available Jan 12

16311 Lakelet Aly #16311 - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Waterleigh

16311 Lakelet Aly #16311, Winter Garden, FL 34787

Outdoor space

3 beds

3 baths

$2,500

House for rent

Available Jan 10

10182 Atwater Bay Dr - Photo 1 of 1

2d ago

House for rent in Winter Garden

10182 Atwater Bay Dr, Winter Garden, FL 34787

Air conditioning | Garage parking | Assigned parking

5 beds

3 baths

$4,500

House for rent

Available Feb 4

109 S Boyd St #204 - Photo 1 of 1

2d ago

Condo for rent in Winter Garden

In-unit laundry | On-site management | Outdoor space

1 bed

1 bath

$2,195

$2,095

Price drop

Condo for rent

Available Jan 30

Chic Urban Living Above Downtown Amenities

Experience vibrant condo living in this stylish one-bedroom unit featuring energy-efficient stainless steel appliances, luxury vinyl plank flooring, and 10ft ceilings. Enjoy spacious living with large windows overlooking Boyd Street. Embrace the charm of historic Winter Garden, just steps away from shops, restaurants, and the West Orange Trail. A perfect blend of contemporary design and quaint small-town atmosphere awaits in this pet-friendly community.

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1021 Temple Grove Pl - Photo 1 of 1

2d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1021 Temple Grove Pl, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

4 beds

4 baths

$8,500

House for rent

Gorgeous Lakefront Retreat with Unique Amenities

Experience upscale living in this beautifully remodeled 4-bedroom home on Lake Apopka. Features include hardwood floors, a cozy electric fireplace, and a wine and bourbon room. Enjoy a private outdoor oasis with a pool, sauna, hot tub, guest cottage, and dock. The home, offered partially furnished, is just 5 minutes from Downtown Winter Garden. Additional perks include an optional golf cart and inclusive utilities package for convenience. Ideal for those seeking a luxurious lakefront lifestyle.

15467 Sugar Citrus Dr - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15467 Sugar Citrus Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$2,700

House for rent

Sleek Townhome Near Disney with Luxury Pool Access

Discover a luxuriously designed 4-bed, 3-bath townhome in Winter Garden, boasting sleek stainless steel appliances and a spacious 2-car garage. Enjoy easy access to Disney, shopping, dining, and more. Community features include a refreshing pool and clubhouse, making this a perfect blend of comfort and convenience.

8097 Sayings Dr - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

8097 Sayings Dr, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$3,000

House for rent

Elegant Corner Townhome with Resort Amenities

Experience the charm of this fully furnished 3-bedroom, 2.5-bath corner townhome featuring a versatile bonus room ideal for a home office. Spanning 1,717 square feet, this residence offers a functional layout and a 2-car garage. Enjoy resort-style living with a stunning swimming pool, and benefit from the nearby schools and Hamlin's vibrant commercial area filled with shopping, dining, and entertainment options—all just a stone’s throw from Central Florida's thrilling theme parks.

4648 Prairie Creek St - Photo 1 of 1

2d ago

Condo for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

4648 Prairie Creek St, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

4 beds

3 baths

$3,350

$3,050

Price drop

Condo for rent

Modern Two-Story Condo with Pool & Playgrounds

This stylishly furnished 3-bedroom, 3.5-bathroom condo spans 2,408 sq. ft. and features a spacious open-plan living area, perfect for entertaining. The fully equipped kitchen boasts ample cabinetry and counter space. Enjoy the community's excellent amenities including a refreshing swimming pool, park, and playgrounds, all located near shops, restaurants, and schools for ultimate convenience and comfort in the vibrant Enclave at Hamlin.

16055 Silver Brook Way - Photo 1 of 1

2d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16055 Silver Brook Way, Winter Garden, FL 34787

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$3,500

House for rent

Modern Home with Upgrades in Vibrant Community

This beautifully upgraded 3-bed, 2.5-bath home shines with high-end finishes, featuring a gourmet kitchen with a functional island and a cozy living room enhanced by LED lighting. Enjoy seamless indoor-outdoor living with sliding doors leading to the garden. The versatile flex space is perfect for a home office, while the community offers fantastic amenities like a swimming pool and tennis court. A two-car garage and top-notch water filtration add to the convenience of this stylish residence.

15910 Marina Bay Dr - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15910 Marina Bay Dr, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$2,800

House for rent

Elegant Townhome in Resort-Style Community

This beautifully furnished 3-bedroom, 2.5-bath townhouse features open spaces and tile flooring throughout. The stunning kitchen with a spacious island is perfect for entertaining. Enjoy the resort-style amenities, including a pool, playground, clubhouse, and fitness center. With a two-car garage and modern comforts, this 1,505 sq ft home is a delightful sanctuary for relaxation and enjoyment within the vibrant Hacksmoor community.

13069 Sunrise Harvest Dr - Photo 1 of 1

3d ago

House for rent in Winter Garden

House for rent

Spacious 4-Bedroom Home with Modern Comforts

This charming 4-bedroom, 3-bath single family home offers 2,120 sq ft of inviting living space, perfect for families or those needing extra room. Enjoy modern appliances including a range and refrigerator, along with central A/C for year-round comfort. Its dog-friendly atmosphere makes it a great choice for pet lovers. Experience comfort and convenience in this well-designed residence, ideal for creating lasting memories.

150 North Street - Photo 1 of 1

3d ago

7.1

Very good

150 North Street

150 North St, Winter Garden, FL 34787

Microwave | Oven

2 beds

1 bath

$1,300

Apartment for rent

Fresh and Bright Living Near Plant Street

Located in a cozy community, this fully remodeled 2-bedroom, 1-bath apartment is just 4 minutes from vibrant Plant Street. The inviting space features modern appliances like a fridge, oven, and microwave, providing a perfect blend of comfort and function. Pets are welcome with a fee, making this an ideal choice for all residents. Enjoy everyday living in this updated retreat designed for a relaxed lifestyle!

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14843 Astrolyn St - Photo 1 of 1
3D tour

3d ago

House for rent in Winter Garden

14843 Astrolyn St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$1,900

House for rent

Available Dec 12

Modern Comfort in a Spacious Winter Garden Home

This charming 3-bedroom, 2-bath residence boasts 1,260 sq ft of modern living space with laminate and tile flooring. The kitchen features stainless steel appliances and granite countertops, perfect for culinary enthusiasts. Enjoy a walk-in closet in the master suite, while the cozy living/dining combo and outdoor space enhance the home's appeal. A garage and washer/dryer hookups add practical convenience. Pet-friendly and ideal for comfortable family living!

9131 Cut Shot Dr - Photo 1 of 1

3d ago

House for rent in Winter Garden

9131 Cut Shot Dr, Winter Garden, FL 34787

Garage parking | Walk-in closets | Concierge service

5 beds

3 baths

$3,350

House for rent

Available Mar 9

Stunning Family Home with Spacious Open Layout

This gorgeous 5-bedroom, 3-bathroom residence offers an inviting open-concept design and tile flooring throughout. The modern kitchen features elegant stone countertops, stainless steel appliances, and a breakfast bar. Enjoy the spacious master suite with a tray ceiling, walk-in closet, and luxurious bath. With easy access to highways and nearby attractions like Disney World, this home combines comfort and convenience in a vibrant community.

233 Woodfall Ln - Photo 1 of 1
New construction

4d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

233 Woodfall Ln, Winter Garden, FL 34787

In-unit laundry | Garage parking | Walk-in closets

5 beds

3 baths

$4,500

House for rent

Bright & Modern 5BR Home in Winter Grove Community

This brand-new 5-bedroom, 3.5-bath rental offers a spacious 2,681 sq. ft. layout designed for modern living. Enjoy the stylish kitchen with quartz countertops and the luxury primary suite with a walk-in shower. A convenient first-floor bedroom adds flexibility. Outdoor spaces include a covered front porch and rear lanai overlooking a private fenced yard. Located near downtown Winter Garden, shopping, and top-rated schools, this home blends comfort with contemporary flair.

15262 Night Heron Dr - Photo 1 of 1

4d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15262 Night Heron Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,150

House for rent

Modern 3-Bed Home with Chef's Kitchen & Den

This stunning 3-bedroom, 2-bath rental offers a den perfect for remote work. The primary suite features a relaxing soaking tub and a spacious walk-in closet. The gourmet kitchen boasts upgraded stainless steel appliances and quartz countertops, all in an open-concept layout ideal for entertaining. Enjoy the ample backyard, dog run for pets, and the community's fantastic amenities, including pools and walking paths, all just minutes from shopping, dining, and Disney attractions.

Windermere Cay - Photo 1 of 1

4d ago

8.5

Very good

Windermere Cay

8200 Jayme Dr, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,766–$3,132

Price drop

Apartment for rent

Luxury Living Near Orlando's Best Attractions

Residents of Windermere Cay enjoy a pet-friendly, smoke-free community minutes from Orlando's attractions. Featuring high-end finishes, elevators, a fitness center, and an exclusive amenity package. Experience style with faux wood flooring, granite countertops, and walk-in closets in spacious layouts.

Summary of resident reviews

Residents of Windermere Cay appreciate the welcoming and attentive office and maintenance staff, with frequent praise for Christy Duryee, Jennifer, Eddie, and Fred. The location is convenient, especially for Disney employees, and the amenities, including pools, gym, and community events, are highly rated. Some mention pricy rent, but overall, residents express satisfaction with their community.

430 Southern Pecan Cir #101 - Photo 1 of 1

4d ago

Condo for rent in Winter Garden

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

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,100

Condo for rent

Bright First-Floor Condo with Modern Comforts

Experience the ease of first-floor living in this inviting 2-bedroom, 2-bathroom condo, featuring an open-concept layout and abundant natural light. The well-equipped kitchen flows into the spacious living and dining areas, perfect for relaxing or entertaining. Enjoy added convenience with an in-unit washer and dryer. Located minutes from downtown Winter Garden with easy access to shopping and dining, this home combines comfort and accessibility in a desirable community.

1018 Spring Landing Dr #1018 - Photo 1 of 1

4d ago

House for rent in Winter Garden

1018 Spring Landing Drive - 1018

1018 Spring Landing Dr #1018, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,700

House for rent

Available Apr 15

Bright & Modern Home with Office Space & Lanai

Recently updated, this 3-bedroom, 2-bath home features newer flooring, stylish kitchen cabinets, and modern bath vanities. Enjoy a versatile den with French doors, a screened lanai, and a partially fenced backyard. Conveniently located near Downtown Winter Garden, West Orange Trail, and easy 429 highway access, this 1,538 sq ft residence combines comfort and accessibility for effortless living. Perfect for anyone seeking a vibrant community atmosphere!

3073 Cherry Orchard Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

3073 Cherry Orchard Ln, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,745

House for rent

Family-Friendly Home with Gourmet Kitchen & Community Pool

This inviting 3-bedroom, 2-bath home offers 2,115 sq. ft. of living space, featuring a gourmet kitchen with a center island and a spacious master suite with a walk-in closet. Enjoy laminate flooring throughout and a fenced yard for privacy. The property includes a covered lanai and a 2-car garage. Residents can also take advantage of community amenities like a pool, playground, and open fields, making it ideal for families.

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Updated: February 7, 2026

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Learn more about renting in Winter Garden, FL

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Local insights: What it's like to live in Winter Garden, FL

Residents of Winter Garden, FL appreciate the vibrant downtown area, which is filled with shops and restaurants, making it easy to enjoy a night out. Many enjoy the year-round warm weather and outdoor spaces, like parks and trails, ideal for walking or biking. However, some mention that traffic can be an issue, particularly during peak hours. Overall, the mix of suburban and urban vibes, along with community events, contributes to a lively local atmosphere.

How much is the average rent in Winter-Garden, FL for 1-bedroom and 2-bedroom apartments?

The average rent for a 1-bedroom apartment in Winter Garden, FL is approximately $1,780, while a 2-bedroom apartment averages around $2,279.

Are rents going up or down in Winter-Garden, FL?

Rents in Winter Garden, FL have experienced a relatively stable trend with a modest 0.19% year-over-year increase. Specifically, 1-bedroom rents have decreased by 1.68%, while 2-bedroom rents have increased by 1.12%.

When is the best time to look for an apartment in Winter-Garden, FL?

The best time to look for an apartment in Winter Garden, FL is during the less competitive months of June and November, which may result in fewer listings but potentially lower prices.

Are there pet-friendly apartments in Winter-Garden, FL?

Yes, there are pet-friendly apartments in Winter Garden, FL, with 44.80% of the listings being pet-friendly.

Are utilities usually included in rent in Winter-Garden, FL?

Utilities are included in 9% of the rental listings in Winter Garden, FL.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

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