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Apartments for Rent in Winter Garden, FL

Average rent

$2,800
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Ascend Waterleigh Village - Photo 1 of 1
New construction

2h 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

$1,605–$2,715

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

5d+ 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
Rent special

1d 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

$1,920–$3,221

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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9223 Vintage Hills Way - Photo 1 of 1

3d ago

9.2

Excellent

Our team has verified this company

Verified

9223 Vintage Hills Way

9223 Vintage Hills Way, Winter Garden, FL 34787

Furnished

2 beds

2 baths

$2,487–$2,496

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.

914 Copenhagen Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

914 Copenhagen Way, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

4 beds

3 baths

$3,145

House for rent

Available Jul 27

Charming Smart Home with Spacious Layout & Yard

This inviting 4-bedroom, 3-bath home features a smart design with modern conveniences. Spanning 2,179 sq. ft., the open floor plan highlights high ceilings, vinyl plank flooring, and a bonus room, perfect for any lifestyle. Enjoy the fenced backyard and covered patio for outdoor relaxation. Conveniently pet-friendly, this home is ready to welcome its next resident soon—seize the opportunity to make it your own!

266 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

266 Regal Downs Cir, Winter Garden, FL 34787

Garage parking | On-site laundry | Walk-in closets

4 beds

2 baths

$2,725

House for rent

Available Jul 16

Modern Smart Home with Spacious Yard & 4 Bedrooms

This charming 4-bedroom, 2-bathroom pet-friendly home offers modern living with smart features. Spanning 1,692 sq. ft., it boasts high ceilings, quartz countertops, and a walk-in shower. Enjoy the convenience of an attached garage and outdoor deck. Ideal for families seeking comfort and technology, this home won't last long! Residents will appreciate the nearby retail and neighborhood amenities.

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6219 Sunny Time Ave - Photo 1 of 1

2d ago

Our team has verified this company

Verified

6219 Sunny Time Ave Winter Garden, FL 34787

6219 Sunny Time Ave, Winter Garden, FL 34787

Garage parking

5 beds

3 baths

$3,265

House for rent

Available Mar 25

Modern 5-Bedroom Home with Smart Tech Features

This spacious 5-bedroom, 3-bath residence offers 2,231 sq. ft. of stylish living in the Silverleaf Oaks community. Enjoy an open floorplan complete with upgraded granite countertops and smart home technology. The community boasts convenient access to shopping, scenic trails, and public lagoons. A pet-friendly environment and professional property management make this home a fantastic choice for comfortable, modern living just outside Orlando.

146 Lakeview Reserve Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

146 Lakeview Reserve Blvd Winter Garden, FL 34787

146 Lakeview Reserve Blvd, Winter Garden, FL 34787

Garage parking | Swimming pool | Hardwood floor

4 beds

2.5 baths

$3,330

House for rent

Available Jun 3

Modern Home with Pool & Smart Living Features

Embrace a lifestyle of comfort in this stylish 4-bedroom, 2.5-bath home, featuring 2,222 sq. ft. of space. Enjoy a spacious backyard with a privacy fence, a covered patio, and an inviting in-ground pool. The open layout includes hardwood floors and a center island in the kitchen. With Smart Home tech and professional property management, this pet-friendly residence promises easy living. Experience a blend of quality amenities and modern conveniences!

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988 Glenview Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

988 Glenview Cir, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

4 beds

3 baths

$3,285

House for rent

Available Jun 23

Spacious 4-Bedroom Home with Outdoor Enjoyment

This pet-friendly rental features a generous 2,022 sq. ft. layout with 4 bedrooms and 3 bathrooms. Enjoy large closets for ample storage and a lovely patio for outdoor relaxation. Pre-leasing made easy to secure your future home in a great location. Perfect for families or those needing extra space!

1958 Pantheon Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1958 Pantheon Dr, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

3 beds

2 baths

$2,970

$2,820

Price drop

House for rent

Available Jun 22

Bright & Spacious 3-Bed Home with Pool Retreat

This pet-friendly 3-bedroom, 2-bath home boasts 1,971 sq ft of comfortable living space. Enjoy relaxing moments on the patio or balcony, and take advantage of generous storage options. Convenient washer/dryer hookups make everyday living a breeze. With an outdoor pool and storage space, this rental home is perfect for enjoying the Florida sunshine and a relaxed lifestyle. Act fast, as properties in this location rent quickly!

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Find rentals with popular amenities

Swimming Pool

In-Unit Laundry

Garage Parking

Outdoor Space

6460 Tabebuia Pkwy - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6460 Tabebuia Parkway Lot 454 Winter Garden, FL 34787

6460 Tabebuia Pkwy, Winter Garden, FL 34787

Garage parking

3 beds

2.5 baths

$2,699

House for rent

Available May 22

Smart Home Bliss in a Modern Community

Experience modern living in this charming 3-bedroom, 2.5-bath home boasting Smart Home technology and stylish granite countertops. Enjoy an open floor plan with ample natural light, attached garage, and pet-friendly yard. Residents benefit from quality amenities and professional property management, all nestled in the vibrant Silverleaf Oaks community. Enjoy convenient access to nearby retailers and scenic trails in this thoughtfully designed Winter Garden home, perfect for comfortable living.

6138 Whispering Glen - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6138 Whispering Glen Winter Garden, FL 34787

6138 Whispering Glen, Winter Garden, FL 34787

Garage parking

3 beds

2.5 baths

$2,699

House for rent

Available May 8

Modern Smart Home with Resort-Style Amenities

This stunning 3-bedroom, 2.5-bath residence combines modern convenience with smart home technology in a vibrant community. Enjoy an open floor plan and a stylish kitchen with granite countertops. Located near scenic trails and public lagoons, residents can unwind in a pet-friendly environment. Additional features include a 2-car garage, air conditioning, and professional property management for a hassle-free lifestyle. Perfect blend of comfort and contemporary living!

6533 Tabebuia Pkwy - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6533 Tabebuia Pkwy Winter Garden, FL 34787

6533 Tabebuia Pkwy, Winter Garden, FL 34787

Garage parking

4 beds

2.5 baths

$3,049

House for rent

Available May 18

Modern Home with Smart Features & Community Perks

Enjoy modern living in this newly built 4-bedroom, 2.5-bath home featuring an open floorplan and stylish design. Located in Silverleaf Oaks, it offers Smart Home technology, granite countertops, and a spacious garage. With professional property management and a pet-friendly environment, residents can relish convenience and comfort, along with easy access to nearby amenities and scenic trails in Winter Garden. Available for lease soon!

6249 Sunny Time Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6249 Sunny Time Avenue Winter Garden, FL 34787

6249 Sunny Time Ave, Winter Garden, FL 34787

Garage parking

3 beds

2.5 baths

$2,699

House for rent

Available May 13

Modern Home with Smart Features & Easy Living

This pet-friendly 3-bedroom, 2.5-bath residence covers 1,628 sq ft and is perfect for a hassle-free lifestyle. Enjoy the convenience of Smart Home technology, granite countertops, and a spacious layout designed for modern living. Located in the thoughtfully planned Silverleaf Oaks community, it combines comfort with access to nearby retailers and scenic trails, making it an ideal choice for families seeking both style and convenience.

6114 Whispering Glen Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6114 Whispering Glen Winter Garden, FL 34787

6114 Whispering Glen Dr, Winter Garden, FL 34787

Garage parking

5 beds

3 baths

$3,399

House for rent

Available May 11

Modern Home with Smart Features & Community Perks

This spacious 5-bedroom, 3-bathroom home offers 2,231 sq ft of modern living in the desirable Silverleaf Oaks community. Highlights include a stylish open floor plan, Smart Home technology, and an attached 2-car garage. Enjoy high-end amenities such as granite countertops, luxury vinyl plank flooring, and convenient services like air filter delivery and utility management. Perfect for families or anyone seeking a comfortable, pet-friendly lifestyle with easy access to local attractions.

6243 Sunny Time Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6243 Sunny Time Ave Winter Garden, FL 34787

6243 Sunny Time Ave, Winter Garden, FL 34787

Garage parking

4 beds

2.5 baths

$2,949

House for rent

Available Apr 16

Modern Home with Smart Features & Pet-Friendly Space

This stylish 4-bedroom, 2.5-bath home spans 1,913 sq. ft., boasting an open floorplan and modern amenities. Enjoy contemporary comfort with Smart Home technology, a kitchen island, and a private patio. Experience hassle-free living with professional management and pet-friendly policies in a thoughtfully planned community, perfect for anyone seeking a blend of modern convenience and a vibrant lifestyle.

1223 E Plant St - Photo 1 of 1

1h ago

Our team has verified this company

Verified

1223 E Plant St, Winter Garden, FL 34787

Furnished | Air conditioning | Balcony

2 beds

2 baths

$7,410

Apartment for rent

Modern 2-Bedroom Apartment Near Top Attractions

This beautifully designed 2-bedroom, 2-bath apartment offers a perfect blend of luxury and charm in Winter Garden. Enjoy a relaxing living space with modern amenities, including a fully equipped kitchen and a balcony for outdoor views. Located just 20 minutes from Walt Disney World and close to historic downtown with vibrant dining and shopping options. Residents can take advantage of a community pool and game room, perfect for unwinding and enjoying sunshine.

Solay Horizon West - Photo 1 of 1
Rent special

10h 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

$1,579–$3,159

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.

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

19h ago

8.8

Very good

Halston Waterleigh

10091 Tuller Loop, Winter Garden, FL 34787

In-unit laundry | Garage parking | Balcony

1–3 beds

1–2 baths

$1,484–$4,382

Price drop

Apartment for rent

Available Jun 4

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!

15002 Windflower Aly - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15002 Windflower Aly, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,350

House for rent

Charming Townhouse with Modern Touches & Garage

This like-new 3-bedroom townhouse in Horizon West offers walk-in closets and cozy carpeting throughout. The modern kitchen features granite countertops and comes with complete appliances, while a separate laundry room adds convenience. Enjoy the welcoming front porch and the ease of an automatic gate to the garage. Located near top schools and shopping centers, this home combines comfort with prime accessibility for an inviting lifestyle.

203 N Dillard St #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Downtown Winter Garden Apartment one block from the shops

203 N Dillard St #4, Winter Garden, FL 34787

Assigned parking | Hardwood floor | Carpet

1 bed

1 bath

$1,495

Apartment for rent

Available Jun 1

Charming Downtown Apartment with Dedicated Parking

This cute 1-bedroom, 1-bath apartment features a full kitchen and bath, just a block from vibrant Downtown Winter Garden. Enjoy hardwood floors, a dedicated on-site parking spot, and the convenience of nearby breweries and markets. With heat and water included, only electric and internet are your responsibility, making this quiet corner unit perfect for relaxation and easy living in a lively community. Close proximity to parks adds to the appeal.

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

3.5 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!

17085 Water Spring Blvd - Photo 1 of 1
New construction

7h ago

Townhouse for rent in Winter Garden

17085 Water Spring Blvd, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,600

House for rent

Windermere Cay - Photo 1 of 1
Rent special

8h ago

8.8

Very good

Windermere Cay

8200 Jayme Dr, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,508–$2,562

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.

10083 Salt Point Dr - Photo 1 of 1

9h ago

Townhouse for rent in Winter Garden

In-unit laundry | Assigned parking | Swimming pool

3 beds

2.5 baths

$2,600

House for rent

Available Jun 3

36 Windtree Ln #202 - Photo 1 of 1

16h ago

Condo for rent in Winter Garden

36 Windtree Ln #202, Winter Garden, FL 34787

Air conditioning | Assigned parking | Swimming pool

2 beds

2 baths

$1,595

Condo for rent

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Experience Modern Luxury at Smith & Main: Premier Living in Downtown Winter Garden - Photo 1 of 1

16h ago

8.1

Very good

1–2 beds

1–2 baths

$2,195–$3,205

Price drop

Apartment for rent

Chic Mediterranean Living Steps from Local Culture

Premier Living in Downtown Winter Garden offers stunning residences with Mediterranean architecture and modern interiors. Sleek granite countertops and stainless steel appliances elevate the style, while select units feature private balconies. Enjoy effortless living with elevator access, an outdoor grill area, and on-site dining just steps from Plant Street Market, breweries, and the scenic West Orange Trail.

1535 Broken Oak Dr - Photo 1 of 1

17h ago

Tucker Oaks townhouse for rent in Winter Garden

Tucker Oaks

1535 Broken Oak Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$2,195

House for rent

Available Jun 5

Elegant Townhome in a Gated Community Oasis

This stylish 3-bedroom, 2.5-bathroom townhome offers 1,544 sq. ft. of bright, open living space designed for modern comfort and entertaining. The chef’s kitchen flows seamlessly into the dining area, while upstairs features a spacious primary suite. Enjoy the convenience of an attached 2-car garage, in-unit laundry, and a half-bath on the main level. Located in the desirable gated Tucker Oaks community, with quick access to shopping, dining, and outdoor trails.

15169 Sunrise Grove Ct #1 - Photo 1 of 1

19h ago

Townhouse for rent in Winter Garden

15169 Sunrise Grove Court - 1

15169 Sunrise Grove Ct #1, Winter Garden, FL 34787

3 beds

2.5 baths

$2,950

House for rent

Available Jun 1

16350 Hamlin View St - Photo 1 of 1
New construction

20h ago

Townhouse for rent in Winter Garden

16350HVS

16350 Hamlin View St, Winter Garden, FL 34787

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

3 beds

2.5 baths

$3,000

House for rent

Available Jun 1

Modern Corner Townhome with Stellar Connectivity

Experience the charm of this end-unit townhome featuring 3 bedrooms and 2.5 baths, designed for modern living and entertaining. With 1,670 sq ft of space, it boasts a spacious open floor plan and is ideally located near schools and major roadways. Enjoy community amenities including a dog park and playground, all just a short drive from Disney and downtown Orlando. Perfect for families seeking comfort and convenience in a vibrant location.

15769 Tollington Aly - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15769 Tollington Aly, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,750

House for rent

Tremaine Boyd Apts NEW - Photo 1 of 1

1d ago

8.1

Very good

Tremaine Boyd Apts NEW

109 S Boyd St, Winter Garden, FL 34787

1 bed

1 bath

$1,995

Apartment for rent

Downtown Winter Garden Living by the Trail

Tremaine Boyd Apts NEW offers urban-style one-bedrooms just a block from Plant Street and the West Orange Trail. Residents enjoy stainless steel appliances, full-size washers and dryers, luxury vinyl plank flooring, 10 ft ceilings, farmhouse sinks, granite finishes, crown molding, 42” shaker cabinets, and in-unit bicycle hanging stations—all steps from shops, restaurants, and local culture.

7670 Bowery Dr - Photo 1 of 1

1d ago

Apartment for rent in Winter Garden

4BR/3.5BA

7670 Bowery Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

3.5 baths

$2,900

Apartment for rent

16324 Silver Grove Blvd #1 - Photo 1 of 1

1d ago

House for rent in Winter Garden

16324 Silver Grove Boulevard - 1

16324 Silver Grove Blvd #1, Winter Garden, FL 34787

Swimming pool | Outdoor space

5 beds

4.5 baths

$5,000

$4,700

Price drop

House for rent

Available May 1

Modern Two-Story Home in Vibrant Community

This stunning 5-bedroom, 4.5-bath home, built in 2023, offers approximately 3,743 sq. ft. of light-filled living space and a versatile layout ideal for a home office or media lounge. Located in the resort-style Silverleaf Reserve at Hamlin, residents benefit from scenic walking trails, shops, and dining just minutes away from downtown Winter Garden and the Orlando area. An excellent choice for families with schools nearby. Available for rent starting January 1st!

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13341 Pontoon Rd - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13341 Pontoon Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,650

House for rent

5917 Grassy Point Rd - Photo 1 of 1

2d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5917 Grassy Point Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$3,000

House for rent

16461 Prairie School Dr - Photo 1 of 1
3D tour

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

16461 Prairie School Dr, Winter Garden, FL 34787

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

4 beds

2.5 baths

$2,900

House for rent

16414 Grey Pine Dr #0 - Photo 1 of 1
New construction

2d ago

House for rent in Winter Garden

Single Family Residence - Winter Garden, FL

16414 Grey Pine Dr #0, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

5 beds

3 baths

$3,780

House for rent

15532 Sweet Orange Ave - Photo 1 of 1

2d ago

House for rent in Winter Garden

15532 Sweet Orange Ave, Winter Garden, FL 34787

In-unit laundry | Furnished | Swimming pool

3 beds

2.5 baths

$3,950

$3,700

Price drop

House for rent

Available Jun 3

Modern Lakeview Home with Spacious Layout & Amenities

Recently renovated and fully furnished, this stunning 3-bedroom, 2.5-bath home offers conservation lake views and includes lawn care. High ceilings and custom furnishings highlight the open floor plan. The chef's kitchen features double ovens, a gas cooktop, and plenty of space for entertaining. Enjoy community amenities like a swimming pool and dog park, while washer/dryer and artistic touches throughout enhance the inviting atmosphere of this vibrant Horizon West residence.

15060 Marbled Godwit Dr #1 - Photo 1 of 1

2d ago

House for rent in Winter Garden

15060 Marbled Godwit Drive - 1

15060 Marbled Godwit Dr #1, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

4 beds

3 baths

$3,200

House for rent

Available Jun 1

4991 Railroad Vine Aly #NA - Photo 1 of 1

2d ago

House for rent in Winter Garden

$3,300 - 4 Bedroom 2.5 Bathroom House In Winter Garden With Great Amenities

4991 Railroad Vine Aly #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

4 beds

2.5 baths

$3,300

House for rent

Available Jul 1

8061 Glenlloyd Ave - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

8061 Glenlloyd Ave, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,800

House for rent

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126 Windtree Ln - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Leases

126 Windtree Ln, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Walk-in closets

2 beds

2 baths

$1,700

$1,550

Price drop

Condo for rent

Available May 26

Charming Remodeled Condo with Community Amenities

This cozy 2-bed, 2-bath condo features a split floorplan and a master suite with a walk-in closet. Enjoy brand new stainless steel appliances and tranquil views from the screened lanai. Residents will love the large community pool, well-maintained landscaping, and basketball court, all located just minutes from downtown Winter Garden. Perfect for relaxation and enjoying the outdoors in a pet-friendly setting.

1954 Pantheon Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1954 Pantheon Dr, Winter Garden, FL 34787

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

4 beds

3 baths

$3,150

House for rent

Spacious Family Home with Elegant Touches

This beautifully designed 4-bedroom, 3-bathroom home offers a perfect blend of style and comfort. With an open floor plan and expansive living areas, it's ideal for entertaining. The modern kitchen features solid wood cabinets and stone countertops, while the primary suite boasts a luxurious en-suite bath and walk-in closet. Enjoy relaxing on the extended covered and screened lanai overlooking the backyard. Conveniently located near shops, dining, and top-rated schools, this home is perfect for families!

7849 Freestyle Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7849 Freestyle Ln, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$7,000

House for rent

Luxurious Pool Home in Exclusive Water-Ski Community

This stunning 4-bedroom, 3-bathroom single-story home offers spacious living in a private gated water-ski community. Highlights include a heated saltwater pool with infinity spa, an outdoor kitchen, and a gourmet kitchen with a massive island. The luxurious master suite features a walk-in closet and spa-like bath, while high ceilings create an airy atmosphere. Enjoy Disney fireworks views, nearby tennis courts, and access to pristine lakes, all just minutes from downtown Winter Garden and attractions.

14095 Lochend Way - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Modern Townhouse Near Disney | Winter Garden, FL | $2850

14095 Lochend Way, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,895

House for rent

Modern Townhouse with Pool & Fitness Center

This stunning 3-bedroom, 2.5-bath townhouse spans 1,760 sq ft and features a private courtyard, garage, and a range of amenities. Enjoy modern living with inclusions like a dishwasher, in-unit laundry, and a fitness center. Relax by the swimming pool or unwind in the fenced yard. With utilities included and pet-friendly policies, this beautiful rental is not to be missed!

14284 Murcott Blossom Blvd - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Fully Furnished Rental Home in Winter Garden - Modern Living Meets Unmatched Convenience

14284 Murcott Blossom Blvd, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

3 beds

2.5 baths

$3,000

House for rent

Available Jul 1

Modern Elegance in a Fully Furnished Haven

This stunning fully furnished 3-bedroom, 2.5-bath home features a dedicated office and an open layout ideal for entertaining. Built in 2017, it boasts a luxurious owner's suite and ample natural light throughout. With 2,110 sq ft of stylish living space, it's located in a desirable Winter Garden community, close to downtown shops, parks, and major highways. Enjoy a comfortable Florida lifestyle from day one in this immaculate residence!

1912 Portcastle Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

1912 Portcastle Cir, Winter Garden, FL 34787

Walk-in closets | Carpet | Outdoor space

3 beds

2.5 baths

$2,600

House for rent

Modern Elegance Awaits in Fully Renovated Home

Step into this beautifully renovated 3-bedroom, 2.5-bath residence featuring an open living and dining area, quartz kitchen countertops, and stainless-steel appliances. The second level offers a versatile loft and a spacious master suite with a luxurious bath. Fresh interiors, new flooring, and a partially fenced backyard enhance the appeal. Located in the family-friendly Stone Creek community near top schools and convenient shopping, this home blends comfort and modern style perfectly.

15350 Oak Apple Ct #17B - Photo 1 of 1

5d+ ago

Tucker Oaks apartment for rent in Winter Garden

3/2.5 Winter Garden Townhouse

15350 Oak Apple Ct #17B, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,250

Apartment for rent

Bright 3-Bed Apartment in Gated Community

Enjoy the spacious layout of this 3-bedroom, 2.5-bath apartment in the gated Tucker Oaks community. The welcoming living and dining areas lead to a private screened patio, ideal for relaxation. All bedrooms are on the second floor, with the primary suite featuring an en suite bath. A large 2-car garage provides ample parking and storage. Residents can take advantage of the community pool and nearby shopping and dining options, all just minutes from downtown Winter Garden.

88 Windtree Ln #BLDGK - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Great location! 2nd floor condo in Winter Garden

88 Windtree Ln #BLDGK, Winter Garden, FL 34787

Assigned parking | Concierge service | On-site management

2 beds

2 baths

$1,590

$1,500

Price drop

Condo for rent

Bright 2BR Condo with Screened Patio & Parking

This delightful 2-bedroom, 2-bathroom condo features a smart split floor plan and 918 square feet of cozy living space. Enjoy the Florida sunshine from the screened-in patio, while two assigned parking spaces add convenience. Located on the second floor, this home is perfect for comfortable living with added perks including a resident benefits package. Ideal for those seeking a relaxed lifestyle in a great location!

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Updated: June 4, 2026

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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?

Winter Garden's 2025 rental market shows 1-bedroom apartments averaging around $1,800 per month, while 2-bedroom units average around $2,300 monthly. Both bedroom types experienced increases from the previous year, with 2-bedrooms seeing stronger growth at 5.3% compared to 1-bedrooms at 1.4%.

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?

October offers the lowest rental prices in Winter Garden, while December sees the highest rent with approximately a 3% difference between peak and off-peak pricing. August and November show less competition with reduced demand compared to supply, while March and April are the most competitive months for apartment hunting.

What are the best neighborhoods to rent an apartment in Winter Garden, FL?

Tucker Oaks and Stoneybrook West represent Winter Garden's most in-demand rental areas, generating higher consumer interest despite comprising just 3% of the total rental market. Courtlea Oaks, Tucker Oaks, and Stoneybrook West offer strong community connections with high walk scores and well-developed street infrastructure that encourage neighborhood interaction.

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

Winter Garden's rental market centers on pet-friendly living, with Tucker Oaks particularly accommodating for pet owners. The neighborhood offers comprehensive pet amenities including pet waste stations, dedicated pet spaces, and pet events that build community among animal lovers, while maintaining no breed restrictions.

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

Utilities are rarely included in Winter Garden rental properties, appearing in less than 1% of total listings across all apartment types. One-bedroom apartments have the highest rate of utility inclusion at 0.14% of listings, while studios, two-bedrooms, and three-bedrooms each include utilities in fewer than 0.02% of available properties.

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 2026 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.

Looking for apartments in Winter Garden, FL near you?

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💰Best rent deal10091 Tuller Loop
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🧦In-unit laundry
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