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Apartments for Rent in Winter Garden, FL

Average rent

$2,770
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Ascend Waterleigh Village - Photo 1 of 1
Rent special
New construction

15h 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

$1,600–$2,729

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

2h 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

2d 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

$1,665–$3,907

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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457 Regal Downs Cir - Photo 1 of 1

14h 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

$2,420

House for rent

Available Mar 9

9223 Vintage Hills Way - Photo 1 of 1

1d 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

$2,172–$2,746

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.

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 | Swimming pool

1–3 beds

1–2 baths

$1,537–$7,807

Price drop

Apartment for rent

Available Mar 27

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!

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Brass Ring Apartments - Photo 1 of 1

3d ago

8

Very good

Brass Ring Apartments

722 S Woodland St, Winter Garden, FL 34787

Outdoor space | Oven

1 bed

1 bath

$1,050

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!

1519 Broken Oak Dr #B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1519 Broken Oak Dr #B, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,200

House for rent

Bright & Spacious Townhome in Gated Community

This beautifully updated 3-bedroom, 2.5-bath townhouse offers a light-filled open floor plan and brand-new ceramic tile flooring throughout. Enjoy a well-appointed kitchen, comfortable living space, and a private primary suite with en-suite bath. Step outside to resort-style amenities, including a pool, playgrounds, and scenic walking trails. With maintenance-free living and prime access to shopping and dining, this home is a perfect blend of convenience and comfort.

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14843 Astrolyn St - Photo 1 of 1
3D tour

5d+ 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

$1,799

House for rent

Available Dec 12

Bright & Spacious Home with Modern Amenities

This pet-friendly 3-bed, 2-bath residence boasts 1,260 sq. ft. of living space, featuring sleek laminate and tile flooring throughout. The kitchen shines with stainless steel appliances and granite countertops, while the master bedroom offers a walk-in closet and access to the yard. Enjoy the convenience of a 1-car garage and in-unit laundry. Perfectly located in Winter Garden, this home balances comfort and style for modern living.

326 Daniels Pointe Dr - Photo 1 of 1

3d ago

Our team has verified this company

Verified

326 Daniels Pointe Dr, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,270

House for rent

Available Mar 24

Modern Smart Home with Pet-Friendly Charm

This charming 3-bedroom, 2-bathroom residence features cutting-edge smart home technology for a convenient lifestyle. With 1,139 square feet of cozy living space, enjoy the comfort of central air, vinyl plank flooring, and spacious walk-in closets. The pet-friendly home also includes a lovely patio and deck, perfect for outdoor relaxation. Located near walking and biking trails, this home balances modern amenities with the joy of nature.

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Dishwasher

Outdoor Space

Garage Parking

In-Unit Laundry

6213 Sunny Time Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

6213 Sunny Time Ave Winter Garden, FL 34787

6213 Sunny Time Ave, Winter Garden, FL 34787

Garage parking

3 beds

2.5 baths

$2,695

House for rent

Available Mar 21

Modern Family Home with Smart Tech in Silverleaf Oaks

Enjoy the convenience of this stylish 3-bedroom, 2.5-bath home featuring Smart Home technology and a spacious open floor plan. The functional kitchen with a granite island leads to a comfortable living area, perfect for family gatherings. With attached garage parking and a pet-friendly yard, this rental in the thoughtfully planned Silverleaf Oaks community balances modern living with fantastic amenities and easy access to local retailers and scenic trails.

6446 Breeze Filled Ln - Photo 1 of 1

2d ago

Our team has verified this company

Verified

6446 Breeze Filled Lane Lot 479 Winter Garden, FL 34787

6446 Breeze Filled Ln, Winter Garden, FL 34787

Garage parking

5 beds

3 baths

$3,399

House for rent

Available Mar 27

Modern Family Oasis with Smart Home Features

This spacious 5-bedroom, 3-bath home combines luxury and convenience with Smart Home tech in a vibrant community. Enjoy an open floor plan, stainless steel appliances, and a two-car garage. This pet-friendly residence is just moments from shopping, scenic trails, and recreational lagoons, offering a perfect blend of comfort and style for modern living.

7567 Green Mountain Way - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7567 Green Mountain Way, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

5 beds

4.5 baths

$9,500

House for rent

Luxurious Lakeside Oasis with Guest Wing & Resort Amenities

Embrace luxury in this stunning 5-bedroom, 4.5-bath home in Overlook at Hamlin, featuring 4,929 sq ft of elegant living space. A private guest wing, dramatic spiral staircase, and open-concept kitchen with lake views create the perfect setting for entertaining. Enjoy the double-decked dock, resort-style amenities like a clubhouse, pool, and sports courts, plus a vibrant lakeside lifestyle near entertainment, dining, and Walt Disney World.

6225 Sunny Time Avenue - Photo 1 of 1

23h ago

Our team has verified this company

Verified

6225 Sunny Time Avenue Winter Garden, FL 34787

6225 Sunny Time Avenue, Winter Garden, FL 34787

Garage parking

4 beds

2.5 baths

$2,895

House for rent

Available Mar 20

Modern 4-Bed Home in Silverleaf Oaks Community

Lease a stylish 4-bedroom, 2.5-bath home in the desirable Silverleaf Oaks community. With 1,913 sq ft of smart living space, featuring an open floor plan, stainless steel appliances, and a garage, this property balances comfort and convenience. Enjoy professional property management and exclusive amenities designed for a worry-free lifestyle. Pet-friendly with easy access to trails and retailers makes this home a perfect fit for modern living.

6231 Sunny Time Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6231 Sunny Time Avenue Winter Garden, FL 34787

6231 Sunny Time Avenue, Winter Garden, FL 34787

5 beds

3 baths

$3,365

House for rent

Available Mar 20

Modern Home in Vibrant Silverleaf Oaks Community

Experience upscale living in this stylish 5-bedroom, 3-bath home in Winter Garden! Spanning 2,231 sq. ft., this residence offers Smart Home technology, luxury vinyl plank flooring, and a spacious kitchen island. Enjoy a pet-friendly environment with professionally managed services, and easy access to nearby retailers and scenic trails. The community blends modern comfort with convenience, perfect for today's lifestyle.

16390 Grey Pine Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

16390 Grey Pine Dr Winter Garden, FL 34787

16390 Grey Pine Dr, Winter Garden, FL 34787

Garage parking

3 beds

2.5 baths

$2,695

House for rent

Available Mar 19

Modern Smart Home in a Picturesque Community

This pet-friendly 3-bedroom, 2.5-bathroom home offers 1,628 sq ft of stylish living with Smart Home technology. Enjoy an open floor plan featuring a charming kitchen island and recessed lighting. Conveniently located in Silverleaf Oaks, residents benefit from professional property management, community amenities, and easy access to scenic trails and retailers. Ideal for those seeking modern comfort paired with vibrant community living.

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

2.5 baths

$2,945

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.

14200 Avalon Rd - Photo 1 of 1

9h ago

Our team has verified this company

Verified

14200 Avalon Rd, Winter Garden, FL 34787

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$2,282

Apartment for rent

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Solay Horizon West - Photo 1 of 1
Rent special

1d ago

8.8

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

$1,729–$2,934

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.

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!

9240 Woodcrane Dr - Photo 1 of 1

1h ago

House for rent in Winter Garden

In-unit laundry | Air conditioning | Garage parking

5 beds

4 baths

$5,499

House for rent

80 Windtree Ln #203 - Photo 1 of 1

4h ago

Condo for rent in Winter Garden

80 Windtree Ln #203, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,750

Condo for rent

1226 Portmoor Way - Photo 1 of 1

4h ago

Stoneybrook West house for rent in Winter Garden

1226 Portmoor Way, Winter Garden, FL 34787

In-unit laundry | Garage parking | Balcony

5 beds

3 baths

$3,700

House for rent

9249 Gran Teatro Dr - Photo 1 of 1
New construction

6h ago

Townhouse for rent in Winter Garden

9249 Gran Teatro Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Assigned parking

3 beds

2.5 baths

$2,800

House for rent

Available Apr 1

15618 Porter Rd - Photo 1 of 1

6h ago

House for rent in Winter Garden

Charming 3-Bedroom Home for Lease in Sought-After Winter Garden Location!

15618 Porter Rd, Winter Garden, FL 34787

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

3 beds

2 baths

$2,950

House for rent

Available May 1

10030 Salt Point Dr - Photo 1 of 1

15h ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

10030 Salt Point Dr, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,795

House for rent

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418 Charles St - Photo 1 of 1

15h ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

418 Charles St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Storage

5 beds

3 baths

$2,500

House for rent

Charming Downtown Living with Modern Comfort

This beautifully maintained 3-bedroom, 2-bathroom home offers an open-concept layout filled with natural light. The kitchen features granite countertops and stainless steel appliances. With a two-car garage and generous storage space, this residence is perfect for modern living. Just steps away from Downtown Winter Garden's vibrant scene, enjoy boutiques, restaurants, and the West Orange Trail for outdoor activities. Experience the charm and convenience of urban living in this stunning home.

Prosperity Dr - Photo 1 of 1

19h ago

Townhouse for rent in Winter Garden

3 beds

2.5 baths

$2,400

House for rent

Available Mar 26

418 Charles St #1 - Photo 1 of 1

1d ago

House for rent in Winter Garden

418 Charles St #1, Winter Garden, FL 34787

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

5 beds

3 baths

$2,500

House for rent

Available Jan 20

Charming Downtown Home with Modern Flair

This beautifully maintained 3-bedroom, 2-bath home offers an open-concept layout perfect for entertaining. The kitchen features granite countertops and stainless steel appliances, while each bedroom is bathed in natural light. Enjoy the vibrant Downtown Winter Garden lifestyle with boutiques, restaurants, and the popular Plant Street Market just steps away. Outdoor enthusiasts will love the nearby West Orange Trail and local parks. A two-car garage adds convenience to this ideal urban retreat.

1604 Scarlet Oak Loop #63B - Photo 1 of 1

1d ago

Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1604 Scarlet Oak Loop #63B, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,500

$2,200

Price drop

House for rent

Inviting Townhouse with Community Perks

This updated 3-bedroom, 2.5-bathroom townhouse features a practical layout with tiled first floor and spacious living areas. The kitchen offers ample cabinet space and a seamless flow to the living area. The primary suite boasts a walk-in closet and pond views. Enjoy community amenities like a pool, dog park, and access to trails. Centrally located, just 25 minutes from Disney and convenient to shopping, this home is perfect for an active lifestyle in a vibrant neighborhood.

5106 Railroad Vine Aly - Photo 1 of 1
New construction

1d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5106 Railroad Vine Aly, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$3,800

$3,000

Price drop

House for rent

Modern 4-Bed Home Steps from Community Amenities

This brand new 4-bedroom, 2.5-bathroom home offers a spacious layout in the sought-after Silverleaf community. Boasting a modern kitchen and comfortable bedrooms, the property features a loft perfect for families. Located directly across from the community clubhouse, enjoy easy access to a pool, pickleball courts, and more. With high-rated schools within walking distance, plus shopping and dining nearby, this home perfectly combines convenience and contemporary living.

461 Daniels Pointe Dr #NA - Photo 1 of 1

1d ago

House for rent in Winter Garden

$2,290 - 3 Bedroom 2 Bathroom House In Winter Garden With Great Amenities

461 Daniels Pointe Dr #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,290

House for rent

Available Mar 26

5000 Citrus Leaf Blvd - Photo 1 of 1

1d ago

House for rent in Winter Garden

Luxurious & Pet Friendly 4 Bed/2.5 Bath home, designed for Families who love to entertain!

5000 Citrus Leaf Blvd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$3,450

House for rent

Available Feb 1

Modern Family Retreat Near Top Schools & Amenities

Perfect for families, this pet-friendly 4-bed, 2.5-bath home features a gourmet kitchen and spacious great room with all-vinyl flooring. The primary suite offers a luxurious oasis with a frameless shower and walk-in closet. Enjoy the versatile loft, high ceilings, and hypoallergenic carpet while your kids walk to school just steps away. The community boasts a pool, park, and playground, with convenient access to Hamlin Town Center and SR-429 for effortless errands and outings.

15523 Bay Bridge St - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

15523BBS

15523 Bay Bridge St, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,800

$2,700

Price drop

House for rent

Available Mar 1

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12154 Plumpton Dr - Photo 1 of 1

1d ago

House for rent in Winter Garden

12154 Plumpton Dr, Winter Garden, FL 34787

In-unit laundry | Walk-in closets | Dishwasher

3 beds

2.5 baths

$2,800

House for rent

17049 Seville Orange Rd - Photo 1 of 1
New construction

1d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17049 Seville Orange Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$3,700

$2,995

Price drop

House for rent

Modern 4-Bed Home with Community Amenities

This stunning 4-bedroom, 3-bath home boasts high-end finishes and an open floor plan flooded with natural light. Relax on the front porch or in the screened rear patio. Enjoy community perks like a pool, clubhouse, and dog park. The gorgeous master suite features a huge walk-in closet. All nearly new appliances, including a washer and dryer, are included. Conveniently located near shops, dining, and major highways, it's perfect for long-term living!

Windermere Cay - Photo 1 of 1
Rent special

1d 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

$1,532–$3,275

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.

17013 Tradewind Pt #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

17013 Tradewind Pt #NA, Winter Garden, FL 34787

Air conditioning | Garage parking | Assigned parking

4 beds

2.5 baths

$3,500

$3,300

Price drop

House for rent

Available May 1

Spacious Family Retreat with Modern Upgrades

This impressive 4-bed, 2.5-bath home spans 2,575 sq ft, boasting an updated kitchen, stainless steel appliances, and elegant hardwood floors. Enjoy central air and heat, plus included lawn maintenance. Features ample storage, a lovely yard, and access to a swimming pool. Available for rent from February 8, 2025, at $3,200/month. Not pet-friendly. Managed by a responsive landlord.

8907 Frodsham Way #B - Photo 1 of 1

2d ago

Apartment for rent in Winter Garden

Garage Apartment in Winter Garden, Includes Utilities!

8907 Frodsham Way #B, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$1,700

$1,500

Price drop

Apartment for rent

Available May 15

Cozy Garage Apartment with Pool Access & Utilities Included

This charming 600 sq ft garage apartment is perfect for a single professional or college student, featuring a separate bedroom and full bath. Enjoy an open living and kitchen area equipped with essential appliances and in-unit laundry. With all utilities included and access to a community clubhouse and swimming pool, this low-maintenance haven ensures comfort and convenience in a relaxing setting near parks and walking trails.

431 Southern Pecan Cir #201 - Photo 1 of 1

2d ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

431 Southern Pecan Cir #201, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,300

Condo for rent

Bright & Spacious Condo with Amazing Amenities

Enjoy effortless living in this 1,499 sq ft condo featuring 3 bedrooms and 2 full baths with no carpets and easy-care laminate flooring. A versatile solarium offers space for a home office or study. The vibrant community boasts an indoor basketball court, gym, racquetball court, barbecue pavilion, large pool, heated spa, tennis courts, and a playground, ensuring plenty of opportunities for recreation and relaxation.

1555 Priory Cir - Photo 1 of 1

2d ago

Stoneybrook West townhouse for rent in Winter Garden

Wonderful 3 Bedroom Townhome! Available Now!

1555 Priory Cir, Winter Garden, FL 34787

Air conditioning | Garage parking | Assigned parking

3 beds

2.5 baths

$2,350

House for rent

Available Apr 15

Contemporary 3-Bed Townhome with Pool Access

This charming 3-bedroom, 2.5-bath townhouse features a master suite with a private bath and two walk-in closets, adding to its spacious feel. Enjoy outdoor living on the back patio and take advantage of the community pool for relaxation and fun. With 1,800 square feet, this pet-friendly home offers convenience and comfort in a desirable neighborhood. Perfect for those seeking a vibrant lifestyle with easy access to amenities.

11187 Hanlon Terrace Aly - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

11187 Hanlon Terrace Aly, Winter Garden, FL 34787

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

4 beds

3 baths

$2,800

House for rent

Bright and Spacious Townhouse with Elegant Features

This stunning two-story townhouse boasts 4 bedrooms and 3 full bathrooms, offering a bright, open layout perfect for entertaining. The elegant kitchen is equipped with solid wood cabinets and stone countertops. A primary suite features a walk-in closet and private bath, while the attached 2-car garage provides convenience. Located near shopping and top-rated schools, this well-maintained 2,200 sq ft home is a fantastic rental opportunity in Winter Garden.

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10070 Tawny Meadow Aly - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

10070 Tawny Meadow Aly, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,700

House for rent

Bright & Spacious Townhome with Community Perks

This beautifully maintained 3-bedroom, 2.5-bathroom townhome offers a charming two-story layout with 1,567 sq ft of living space. Located in the desirable Waterleigh Community, enjoy easy access to the pool, tennis courts, and excellent schools. A 1-car garage and additional driveway space enhance convenience. Close to Publix, dining, and Disney parks, this home blends comfort, accessibility, and vibrant community living!

4535 Gliding Wave St - Photo 1 of 1

3d ago

House for rent in Winter Garden

4535 Gliding Wave St, Winter Garden, FL 34787

Swimming pool | Fitness center | Outdoor space

5 beds

4 baths

$3,449

House for rent

Available Mar 23

Modern Family Home with Luxurious Community Amenities

This thoughtfully designed 5-bedroom, 4-bathroom home boasts 2,894 sq ft of open living space with upscale finishes throughout. A versatile downstairs den provides flexibility for a home office or guest room. Enjoy the extended covered lanai for outdoor relaxation, while residing in a gated community offering a pool, clubhouse, and fitness center. Conveniently located near shopping and dining, this home perfectly blends luxury and accessibility. Pet-friendly!

143 Windtree Ln #R - Photo 1 of 1

3d ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

143 Windtree Ln #R, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Ceiling fan

2 beds

2 baths

$1,650

Condo for rent

Renovated Condo with Open-Concept Charm

Embrace modern living in this newly renovated 918 sq ft condo featuring a split floorplan with 2 spacious bedrooms and 2 bathrooms. The inviting open-concept layout is perfect for entertaining. The kitchen boasts new appliances, while the convenience of an in-unit washer and dryer simplifies everyday tasks. Located in the desirable Windtree Gardens community, enjoy easy access to shops, dining, and recreation. Experience comfort and convenience in this delightful home.

1996 N Old Killarney St - Photo 1 of 1
New construction

3d ago

Apartment for rent in Winter Garden

Apartment - WINTER GARDEN, FL

1996 N Old Killarney St, Winter Garden, FL 34787

Outdoor space

1 bed

1 bath

$1,600

Apartment for rent

Tranquil Lakeside Apartment with All Utilities Included

Enjoy serene lakeside living in this like-new 1-bedroom, 1-bath apartment featuring 1,100 sq ft of space. Utilities are included for hassle-free comfort. Perfectly located near the West Orange Trail for biking, walking, and skating, with easy access to major highways and just 25 minutes from Orlando International Airport. Experience the best of convenience and tranquility in this attractive rental.

736 Hurley Dr - Photo 1 of 1

3d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

736 Hurley Dr, Winter Garden, FL 34787

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

4 beds

3 baths

$2,700

House for rent

Spacious Family Home with Screened Lanai Retreat

This inviting 4-bedroom, 3-bathroom home offers a flowing open layout perfect for entertaining, featuring laminate and tile flooring for easy maintenance. The bright family room opens to a tiled, screened lanai, and the kitchen boasts a breakfast nook and ample storage. With a private primary suite, en-suite for the 4th bedroom, and a fully fenced yard, this residence delivers comfort and privacy. Conveniently located on a corner lot near West Orange High School.

14387 Braemar St - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

14387 Braemar St, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Dishwasher

4 beds

2.5 baths

$2,950

House for rent

Modern Townhome Near Disney with Pool & Amenities

Embrace contemporary living in this brand-new 4-bedroom, 2.5-bath townhome with 2,094 sq ft of well-designed space. Highlighted by a stylish kitchen featuring quartz counters and stainless steel appliances, the open layout flows seamlessly into the living and dining areas. Enjoy the convenience of a second-floor laundry room and a loft area. Located in Highland Ridge community, residents have access to a pool, playground, and quick access to shopping and dining near Disney.

143 Windtree Ln - Photo 1 of 1

3d ago

Condo for rent in Winter Garden

143 Windtree Ln

143 Windtree Ln, Winter Garden, FL 34787

In-unit laundry | Air conditioning | On-site laundry

2 beds

2 baths

$1,650

Condo for rent

Newly Renovated Condo in Vibrant Community

This charming 2-bedroom, 2-bathroom condo spans 918 sq. ft. in the desirable Windtree Gardens community. Featuring a split floorplan and an open-concept living space, it’s ideal for both relaxation and entertaining. The kitchen boasts all new appliances, while the convenience of in-unit laundry adds to the appeal. With easy access to local shops and dining, this delightful residence offers the perfect blend of comfort and convenience in Winter Garden.

16085 Scarpetta St - Photo 1 of 1

3d ago

House for rent in Winter Garden

16085 Scarpetta St

16085 Scarpetta St, Winter Garden, FL 34787

Swimming pool | Fitness center | Outdoor space

3 beds

2 baths

$2,800

House for rent

Inviting One-Story Home with Resort-Style Amenities

This charming 3-bedroom, 2-bath Laurel floorplan boasts a spacious family room and a well-appointed kitchen featuring stainless steel appliances, a large island, and a walk-in pantry. Enjoy outdoor living with brick pavers on the driveway, porch, and covered lanai. Located in the vibrant Waterleigh Community, residents have access to two clubhouses, resort-style pools, fitness centers, and tennis courts, offering a delightful lifestyle just minutes from Disney.

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Updated: March 27, 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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