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Apartments for Rent in Winter Garden, FL

Average rent

$2,750
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Ascend Waterleigh Village - Photo 1 of 1
Rent special
New construction

9h 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

$1,585–$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

4d 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

10h 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–$3,914

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

8h 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

$2,445

House for rent

Available Mar 9

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.

9223 Vintage Hills Way - Photo 1 of 1

5d+ 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.

326 Daniels Pointe Dr - Photo 1 of 1

5d+ 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

$2,275

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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1231 E Plant St - Photo 1 of 1

2h ago

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Verified

1231 E Plant St, Winter Garden, FL 34787

Furnished | Air conditioning | Balcony

2 beds

2 baths

$3,997

$3,895

Price drop

Apartment for rent

1223 E Plant St - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1223 E Plant St, Winter Garden, FL 34787

Furnished | Air conditioning | Balcony

2 beds

2 baths

$4,421

Apartment for rent

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11073 Folklore St - Photo 1 of 1

4d ago

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Verified

11073 Folklore St, Winter Garden, FL 34787

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

4 beds

3 baths

$3,400

House for rent

Available May 25

Spacious 4-Bed Home with Pool & Outdoor Fun

This vibrant 4-bedroom, 3-bath rental offers 2,475 sq ft of comfortable living space, ideal for families. The home features a lovely swimming pool and ample outdoor space, perfect for relaxation and gatherings. Enjoy convenience with laundry hookups and friendly onsite management. A pet-friendly environment enhances its charm, making it the perfect choice for those seeking a spacious and welcoming home in Winter Garden.

6225 Sunny Time Avenue - Photo 1 of 1

5d+ 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.

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Dishwasher

Outdoor Space

Garage Parking

In-Unit Laundry

6213 Sunny Time Ave - Photo 1 of 1

5d+ 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.

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.

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

16h 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 Apr 1

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!

Solay Horizon West - Photo 1 of 1
Rent special

19h 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

$1,629–$3,039

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.

Brass Ring Apartments - Photo 1 of 1

1d 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!

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.

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.

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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

3.5 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!

8025 Navel Orange Ln #1 - Photo 1 of 1

9h ago

House for rent in Winter Garden

8025 Navel Orange Ln #1, Winter Garden, FL 34787

Controlled access

4 beds

3 baths

$3,395

House for rent

Available Apr 1

16242 Outlook Shore Aly - Photo 1 of 1

9h ago

House for rent in Winter Garden

16242 Outlook Shore Aly, Winter Garden, FL 34787

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

3 beds

2.5 baths

$3,100

House for rent

5378 Lake Virginia St - Photo 1 of 1

9h ago

House for rent in Winter Garden

5378 Lake Virginia St, Winter Garden, FL 34787

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

4 beds

3 baths

$3,500

House for rent

8112 Summerlake Groves St - Photo 1 of 1

18h ago

House for rent in Winter Garden

Dishwasher | Oven

4 beds

2 baths

$2,800

House for rent

16350 Hamlin View St - Photo 1 of 1
New construction

22h 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

15221 Sunrise Grove Ct - Photo 1 of 1

22h ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15221 Sunrise Grove Ct, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,800

House for rent

9131 Cut Shot Dr - Photo 1 of 1

1d 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

$3,300

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.

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15823 Tollington Aly - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15823 Tollington Aly, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,900

House for rent

15663 Pelican Cay Dr - Photo 1 of 1

1d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15663 Pelican Cay Dr, Winter Garden, FL 34787

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

4 beds

3.5 baths

$3,650

House for rent

Stylish Two-Story Home with In-Law Suite

This beautifully maintained 4-bedroom, 3.5-bathroom two-story home offers an inviting open-concept kitchen with stainless steel appliances and granite countertops, perfect for entertaining. The flexible layout includes a convenient in-law suite and bright living spaces throughout. Enjoy outdoor living on a private balcony overlooking the community. With access to parks, pools, and just minutes from Disney World, this residence combines comfort and convenience in a sought-after neighborhood.

Windermere Cay - Photo 1 of 1

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

$1,524–$3,245

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.

15738 Shorebird Ln - Photo 1 of 1
New construction

1d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15738 Shorebird Ln, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

4 baths

$3,950

House for rent

57 Windtree Ln #G - Photo 1 of 1

2d ago

Condo for rent in Winter Garden

Apartment - WINTER GARDEN, FL

57 Windtree Ln #G, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,750

$1,600

Price drop

Condo for rent

Charming 2-Bed First Floor Condo with Great Amenities

This inviting 2-bedroom, 2-bathroom first-floor condo boasts 918 sq ft of comfortable living space. Featuring all appliances, including in-unit washer and dryer, residents enjoy access to a well-maintained community with a pool, tennis, and basketball courts. Conveniently located near Hwy 50, 429, and Turnpike, this property also offers easy access to shopping and downtown bus services. Perfect for a vibrant, active lifestyle!

15060 Andrew Aly - Photo 1 of 1

3d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15060 Andrew Aly, Winter Garden, FL 34787

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

3 beds

3.5 baths

$3,450

House for rent

Elegant Two-Story Home in Vibrant Community

This stunning 3-bedroom, 3.5-bathroom residence offers an exquisite living experience with its soaring ceilings and exceptional layout. With 2,124 square feet, the home perfectly balances spaciousness and comfort, featuring inviting living areas ideal for entertaining. Located just minutes from premier shopping and dining, this Taylor Morrison home provides a blend of upscale living and convenience in one of Winter Garden's most desirable neighborhoods.

14731 Driftwater Dr - Photo 1 of 1

3d ago

House for rent in Winter Garden

14731 Driftwater Drive

14731 Driftwater Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

3 beds

2.5 baths

$2,600

House for rent

Family-Friendly Home with Amazing Community Amenities

This pet-friendly 3-bedroom, 2.5-bath home offers 1,748 sq. ft. of comfortable living space, ready for move-in by June 1, 2026. Rent includes basic cable and internet, while residents enjoy two community pools, parks, a boat ramp, fitness centers, and walking paths. Conveniently located near the 429 for easy commuting and shopping. Tenants are responsible for power and water, creating a perfect blend of relaxation and accessibility in a vibrant community.

14200 Avalon Rd #420 - Photo 1 of 1

3d ago

Condo for rent in Winter Garden

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,650

Condo for rent

Available Mar 28

Modern Condo with Premium Amenities & Convenience

This spacious 2-bed, 2-bath condo features a primary suite with a private patio, walk-in closet, and spa-like bathroom. Enjoy an extended patio accessible from both the living area and second bedroom. The building offers a pool, fitness center, theater room, and stylishly renovated lobby. Located just minutes from Disney World and local shopping, this pet-friendly residence includes internet, water, trash service, and security for added convenience.

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8138 Soldierwood St - Photo 1 of 1

4d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

8138 Soldierwood St, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

4 beds

3 baths

$4,300

House for rent

Spacious 4-Bed Retreat with Modern Elegance

This beautifully furnished 4-bedroom, 3-bath home offers 3,075 sq. ft. of bright and airy living space with high ceilings and an open floor plan. The kitchen dazzles with granite counters, perfect for culinary creations. An oversized primary suite serves as a cozy retreat, while a versatile loft space adds functionality. Enjoy outdoor living on the covered porch overlooking a fenced yard. Located near Summerlake Park and shopping, this home is ideally positioned for convenience and leisure.

1335 Priory Cir - Photo 1 of 1

4d ago

Stoneybrook West townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1335 Priory Cir, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,900

House for rent

Bright and Spacious Townhome with Modern Updates

This beautifully maintained 3-bedroom, 2.5-bath townhome spans 1,898 sq. ft. and features a brand new kitchen appliance suite, including a dishwasher. Enjoy an open-concept layout enhanced by high ceilings and fresh interior paint, perfect for entertaining or relaxing. The private primary suite offers a cozy retreat, complemented by two additional bedrooms and a well-appointed full bath. A two-car garage adds convenience to this inviting home in Stoneybrook West.

17834 Adrift Rd - Photo 1 of 1
New construction

4d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17834 Adrift Rd, Winter Garden, FL 34787

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

4 beds

3.5 baths

$4,300

House for rent

Tranquil Lakeview Home with Spacious Living Areas

This stunning residence offers 2,674 square feet of comfort with 4 spacious bedrooms and 3.5 bathrooms. The layout includes an office space, ideal for work or study. Enjoy serene lake views from the backyard, perfect for relaxation or entertaining. The two-car garage provides excellent storage, making this home a perfect retreat for those seeking privacy and quality living in Winter Garden.

9240 Woodcrane Dr - Photo 1 of 1

4d ago

House for rent in Winter Garden

9240 Woodcrane Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

5 beds

4 baths

$5,499

House for rent

Spacious 5-Bedroom Home with Modern Amenities

This spectacular 5-bedroom, 4-bath home features an open floor plan and a modern kitchen, perfect for entertaining. Enjoy the spacious upstairs loft and a luxurious master suite. The large screened-in patio overlooks a fenced backyard, ideal for outdoor gatherings. With a 3-car garage and ample living space, this home in the Watermark Sub-division is designed for comfort and convenience. Embrace a lifestyle filled with modernity and convenience in this well-appointed residence.

80 Windtree Ln #203 - Photo 1 of 1

4d ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

80 Windtree Ln #203, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,750

Condo for rent

Stylish Condo with Pool & Screened Porch

This charming 2-bedroom, 2-bath condo spans 918 sq ft and features stylish flooring throughout. Enjoy an open floor plan, updated kitchen, and a private screened-in porch for tranquil mornings. Residents can relax by the community pool or play basketball, making it perfect for outdoor enthusiasts. Located just minutes from Plant Street, this condo combines comfort with convenience, offering a vibrant lifestyle in Winter Garden.

1226 Portmoor Way - Photo 1 of 1

4d ago

Stoneybrook West house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1226 Portmoor Way, Winter Garden, FL 34787

In-unit laundry | Garage parking | Balcony

5 beds

3 baths

$3,700

House for rent

Elegant Golf Community Home with Luxurious Features

Experience upscale living in this stunning 5-bedroom, 3-bath home within the manned-gated Stoneybrook West community. Spanning over 2,800 sq. ft., it boasts a spacious open layout, gourmet kitchen with granite countertops, and a luxurious primary suite with a private balcony. Enjoy gatherings in the upgraded screened lanai and low-maintenance turf backyard. Residents have access to amenities like a Jr. Olympic pool, fitness center, and more, all just minutes from local attractions.

9249 Gran Teatro Dr - Photo 1 of 1
New construction

4d ago

Townhouse for rent in Winter Garden

Beautiful townhome of your dreams is now available for rent!! This property features 3 bedrooms and

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

Spacious Townhome Near Disney with Luxury Finishes

This stunning 3-bedroom, 2.5-bathroom townhome boasts 1,800 sq ft of luxurious living space in the desirable Avalon area. Enjoy a spacious patio, a 2-car garage, and additional driveway parking. With easy access to Disney and nearby shopping, this pet-friendly home combines comfort and convenience for an ideal lifestyle. Excellent Orange County schools make it perfect for families seeking quality living.

15618 Porter Rd - Photo 1 of 1

5d+ 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

Charming Single-Story Home with Resort-Style Amenities

This beautifully maintained 3-bedroom, 2-bathroom home features a spacious layout in the desirable Summerlake community. Enjoy a 2-car garage, covered patio, and an indoor laundry room. Residents have access to top-notch amenities, including a pool, clubhouse, and gym. Located near Hamlin Town Center, SR-429, and Disney, this move-in-ready home is perfect for families seeking style and convenience in Central Florida. Dog-friendly with landlord approval!

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10030 Salt Point Dr - Photo 1 of 1

5d+ 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

Bright & Spacious Townhome with Abundant Amenities

Experience modern living in this 3-bed, 2.5-bath townhome with 1,568 sq ft in the sought-after Waterleigh community. The first floor features a stylish ceramic tiled kitchen and living area, while the second floor is cozy carpeted, housing all bedrooms and laundry. Residents enjoy fantastic amenities, including multiple pools, a gym, walking trails, and scenic views. Move-in ready for immediate enjoyment in a vibrant community atmosphere!

418 Charles St - Photo 1 of 1

5d+ 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 Home in Winter Garden's Golf Cart District

This beautifully maintained 5-bedroom, 3-bathroom home features an open-concept layout, modern kitchen with granite countertops, and a private in-law suite. Enjoy the vibrant atmosphere of Downtown Winter Garden, filled with local shops and dining, plus easy access to the West Orange Trail. A two-car garage and generous closet space enhance convenience. Ideal for family living in a sought-after community, this residence promotes a harmonious blend of comfort and lifestyle.

Prosperity Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 beds

2.5 baths

$2,400

House for rent

Available Mar 26

Bright & Spacious 3-Bedroom Townhome Retreat

Embrace modern living in this pet-friendly 3-bedroom, 2.5-bath townhome featuring an open-concept layout perfect for entertaining. Enjoy a private lanai for relaxation and a versatile flex space ideal for a home office. The owner's suite boasts a private bath and walk-in closet, providing comfort and convenience for all residents. This charming two-story home is designed for functionality and style. Don't miss out on this opportunity!

461 Daniels Pointe Dr #NA - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

$2,390 - 3 Bedroom 2 Bathroom Apartment 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

Apartment for rent

Available Apr 1

418 Charles St #1 - Photo 1 of 1

5d+ 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

Unique Dual-Living Home in the Golf Cart District

Situated in the sought-after Golf Cart District, this 5-bedroom, 3-bath home features a flexible dual-living design with a 3-bedroom main residence and a 2-bedroom in-law suite. Enjoy an open-concept layout with modern kitchen, granite countertops, and stainless appliances. A two-car garage adds convenience. Experience the vibrant atmosphere of Downtown Winter Garden, with shops, dining, and year-round events, plus easy access to outdoor trails and parks. Pet-friendly and perfect for multigenerational living!

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

5d+ 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

5d+ 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.

5000 Citrus Leaf Blvd - Photo 1 of 1

5d+ 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.

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Updated: April 1, 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?

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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