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Apartments for Rent in Winter Garden, FL

394 rentals

13069 Sunrise Harvest Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

House for rent

Spacious 4-Bedroom Home with Modern Comforts

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

150 North Street - Photo 1 of 1

5d+ ago

7.1

Very good

150 North Street

150 North St, Winter Garden, FL 34787

Microwave | Oven

2 beds

1 bath

$1,300

Apartment for rent

Fresh and Bright Living Near Plant Street

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

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

$1,900

House for rent

Available Dec 12

Modern Comfort in a Spacious Winter Garden Home

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

9131 Cut Shot Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

9131 Cut Shot Dr, Winter Garden, FL 34787

Garage parking | Walk-in closets | Concierge service

5 beds

3 baths

$3,350

House for rent

Available Mar 9

Stunning Family Home with Spacious Open Layout

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

233 Woodfall Ln - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

233 Woodfall Ln, Winter Garden, FL 34787

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

5 beds

3 baths

$4,500

House for rent

Bright & Modern 5BR Home in Winter Grove Community

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

15262 Night Heron Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15262 Night Heron Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,150

House for rent

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

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

430 Southern Pecan Cir #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

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

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,100

Condo for rent

Bright First-Floor Condo with Modern Comforts

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

1018 Spring Landing Dr #1018 - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

1018 Spring Landing Drive - 1018

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

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,700

House for rent

Available Apr 15

Bright & Modern Home with Office Space & Lanai

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

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3073 Cherry Orchard Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

3073 Cherry Orchard Ln, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,745

House for rent

Family-Friendly Home with Gourmet Kitchen & Community Pool

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

118 Southern Pecan Cir - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1 BR, 1 BA in Southern Pines Condominiums

118 Southern Pecan Cir, Winter Garden, FL 34787

1 bed

1 bath

$1,650

Condo for rent

Available Aug 3

Chic 1-Bed Condo in Gated Community Oasis

This pet-friendly 1-bedroom, 1-bath condo features an attached garage and is nestled within the serene Southern Pines gated community. With 738 sq. ft., enjoy resort-style amenities and easy access to supermarkets, shopping, and dining, making everyday living a breeze in this vibrant retreat.

2262 Romanum Dr #2262 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

6 BR, 4 BA in Winter Garden

2262 Romanum Dr #2262, Winter Garden, FL 34787

Walk-in closets | Outdoor space

6 beds

4 baths

$4,500

Apartment for rent

Available Jan 29

Expansive Home with Resort-Style Community Pool

This stunning 6-bedroom, 3-bath residence offers a perfect blend of comfort and style in a vibrant neighborhood. The open-concept layout fills the space with natural light, while the chef's kitchen features stainless steel appliances and granite countertops. The primary suite is a private retreat with a luxurious bath. Enjoy outdoor living on the covered patio and take advantage of the community pool just steps away, all minutes from Downtown Winter Garden's shops and dining.

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17604 Northlake Grove Dr - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

17604 Northlake Grove Dr, Winter Garden, FL 34787

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

3 beds

2 baths

$2,550

House for rent

Charming Corner Townhome Near Disney Magic

Experience serenity in this stunning 3-bedroom, 2.5-bathroom corner townhome located in the sought-after Northlake at Ovation community. With an open-concept kitchen and spacious 2-car garage, this 1,668 sq ft residence is perfect for entertaining. Enjoy outdoor gatherings in the private paved backyard and benefit from community amenities like a clubhouse and walking trails. Ideal for families, this home is just 10 minutes from Disney and close to major highways.

1022 Huntspoint St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1022 Huntspoint St, Winter Garden, FL 34787

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

3 beds

2 baths

$4,800

House for rent

Elegant Home with Office and Resort-Style Amenities

This stunning 3-bedroom, 2.5-bathroom residence boasts a sophisticated design and upscale features throughout. The open-concept floor plan includes rich hardwood flooring, a generous kitchen island, and a private office for an elegant work-from-home experience. Enjoy a covered patio, a detached two-car garage, and resort-like community amenities including pools and parks, all just moments from downtown Winter Garden and its vibrant dining and shopping scene.

15274 Groveside Rd - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15274 Groveside Rd, Winter Garden, FL 34787

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

3 beds

2 baths

$2,800

House for rent

Stunning Farmhouse Townhome with Gourmet Kitchen

This brand-new 1,846 sq. ft. townhome combines modern design with farmhouse charm. Featuring 3 bedrooms, 2.5 baths, and a spacious open layout, the stylish kitchen boasts granite counters and a large eat-in island. Natural light floods the living spaces through ample windows, and a private study adds versatility. Enjoy community amenities like outdoor fitness stations and a playground. Conveniently located near Disney and shopping, this home is the perfect blend of comfort and accessibility.

15114 Stuttgart Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

15114 Stuttgart Aly, Winter Garden, FL 34787

Garage parking | Swimming pool | Fitness center

4 beds

2 baths

$2,599

House for rent

Available Jan 2

Modern 4-Bed Family Home with Community Amenities

This move-in ready 4-bedroom, 2.5-bath home spans 1,868 sq ft, offering a clean and spacious layout with tile flooring and carpeted bedrooms. Enjoy community perks like a pool, clubhouse, playground, and fitness center, all just minutes from major theme parks. The property includes a 2-car garage and ample parking space, making it perfect for families seeking comfort and convenience. Pets up to 30 lbs are welcome!

1512 Scarlet Oak Loop #73B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

1512 Scarlet Oak Loop #73B, Winter Garden, FL 34787

Garage parking | Walk-in closets | Storage

3 beds

2 baths

$2,099

House for rent

Available Jan 30

Stylish Townhouse with Spacious Master Suite

This charming townhouse features 3 bedrooms and 2.5 bathrooms, providing the perfect blend of comfort and style. The open-concept family and dining area is ideal for hosting gatherings, while the well-appointed kitchen offers ample counter space and sleek black appliances. The master suite is a private retreat, complete with a walk-in closet and a luxurious ensuite bathroom. Enjoy the convenience of a 2-car garage and a warm, welcoming ambiance throughout this cozy yet modern home.

5014 Railroad Vine Aly - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5014 Railroad Vine Aly, Winter Garden, FL 34787

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

4 beds

2 baths

$3,000

House for rent

Modern Energy-Efficient Corner Lot Home

Discover this stunning 4-bedroom, 2.5-bathroom home with 2,011 sq. ft., beautifully situated on a corner lot in the desirable Silverleaf Reserve. The open floor plan features a spacious great room and dining area, ideal for gatherings. The primary suite boasts an oversized walk-in closet and dual sinks, adding to the home's comfort and luxury. Located near top-rated schools and local eateries, this residence offers both modern living and convenience in the heart of Winter Garden.

11096 Silver Surfer Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11096 Silver Surfer Aly, Winter Garden, FL 34787

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

4 beds

3 baths

$3,200

House for rent

Beautifully Updated 4-Bed Home with Spacious Patio

This meticulously maintained 4-bedroom, 3-bath home spans 2,042 sq. ft. and is ideally located in the sought-after Storey Grove neighborhood. Featuring an open floor plan with wood-look tile floors, crown molding, and modern updates, it includes a main floor bedroom and bath, perfect for guests. Enjoy the expansive fenced backyard with a brick paver patio and maintenance-free turf, along with a convenient 2-car garage. Ideal for families, close to schools and shopping!

15056 Windflower Aly - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15056 Windflower Aly, Winter Garden, FL 34787

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

3 beds

2 baths

$2,450

House for rent

Family-Friendly Townhouse Just Minutes from Disney!

This charming 3-bedroom, 2.5-bath townhouse on a corner lot offers 1,536 sq ft of comfortable living space in a welcoming community. Enjoy top-rated schools and easy access to shopping, dining, and entertainment. A short drive takes you to Disney, making family outings effortless. With handy features like in-unit laundry, a walk-in closet, and garage parking, it’s perfect for those seeking convenience and a vibrant lifestyle!

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15530 Honeybell Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

4 beds

3 baths

$3,100

House for rent

Spacious Corner Townhome with Modern Features

This stunning 4-bedroom, 3.5-bath townhome offers a versatile layout with dual master suites and a main floor bedroom ideal for an office. Enjoy a large chef’s kitchen with stainless steel appliances and an open floor plan that leads to a fenced backyard. Located in the coveted Hamlin Reserve area, residents have access to a community pool, clubhouse, and playground, all while being minutes from shopping and dining options. Perfect for families, roommates, or busy professionals.

8503 Tavernier Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

3BR Waterleigh Home w/ Lawn Included + Resort Amenities | $2,800

8503 Tavernier Aly, Winter Garden, FL 34787

Garage parking | Swimming pool | Fitness center

3 beds

2 baths

$2,800

House for rent

Available Jan 15

Modern Retreat with Resort-Style Amenities

Experience comfort in this like-new 3-bedroom, 2-bath home in the sought-after Waterleigh community. Spanning 1,685 sq ft, the open floor plan features modern finishes, stainless steel appliances, and a spacious backyard. Enjoy resort-style amenities, including multiple pools, a fitness center, and playgrounds. Lawn care is included for a low-maintenance lifestyle, while the fully fenced yard ensures privacy. Relax on the front porch with enchanting Disney fireworks views.

13931 Daniels Landing Cir #13931 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

2 BR, 3 BA in Daniels Landing

13931 Daniels Landing Cir #13931, Winter Garden, FL 34787

Outdoor space

2 beds

3 baths

$2,000

Apartment for rent

Available Jan 22

Chic 2-Bedroom Oasis with Community Amenities

This inviting 2-bedroom, 3-bath property features an open-plan layout with tiled first-floor living. A cozy loft enhances space, while a screened porch overlooks green pastures. Located in a gated community that boasts a pool, gym, and playground, it offers great access to Highway 50 and nearby Winter Garden Village. Meticulously maintained with recent upgrades, this home combines comfort with convenient community living.

96 Windtree Ln #203 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

96 Windtree Ln #203, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,690

Condo for rent

Modern 2-Bed Condo Steps from Winter Garden Fun

This recently remodeled 2-bed, 2-bath condo features a spacious split plan and new appliances. Located on the second floor, it offers easy access to Historic Downtown Winter Garden’s cafes, shops, and farmers market. Enjoy a well-maintained community with lush landscaping and amenities like a pool and clubhouse. Just 20 minutes from downtown Orlando and theme parks, this stylish residence is perfect for those seeking a vibrant lifestyle.

16053 Micelli Dr #16053 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 3 BA in Winding Bay

16053 Micelli Dr #16053, Winter Garden, FL 34787

Furnished | On-site laundry | Outdoor space

4 beds

3 baths

$3,200

Apartment for rent

Available Jan 13

Contemporary Two-Story Home with Community Perks

This charming 4-bedroom, 3-bathroom home features a spacious layout with an open-concept design, ideal for living and entertaining. The kitchen is well-equipped with ample cabinetry and essential appliances. Enjoy community amenities like a swimming pool, playground, and dog park. Located just minutes from Disney and close to shopping and dining options, this pet-friendly residence also boasts a water filtration system and electric solar panels for added convenience.

16436 Silver Brook Way #16436 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

3 BR, 3 BA in Hamlin

16436 Silver Brook Way #16436, Winter Garden, FL 34787

Air conditioning | Walk-in closets | Outdoor space

3 beds

3 baths

$2,950

Apartment for rent

Available Jan 8

Brand New Home with Modern Flair & Loft Space

Enjoy living in this beautifully designed 3-bedroom, 3-bathroom single-family home featuring an open floor plan with luxury vinyl plank flooring and a stunning kitchen with quartz countertops and stainless steel appliances. The versatile loft area offers extra living space, while the primary bedroom includes dual sinks and a walk-in closet. With an attached two-car garage and pet-friendly policy, this home is a perfect blend of style and convenience in the desirable Winter Garden/Hamlin area.

233 Southern Pecan Cir - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

2 BR, 1 BA in Southern Pines Condominiums

233 Southern Pecan Cir, Winter Garden, FL 34787

2 beds

1 bath

$1,795

Condo for rent

Available Feb 1

Modern Condo in Gated Community with Great Amenities

This stylish 2-bedroom, 1-bath condo features an attached garage and is located in the vibrant gated community of Southern Pines. Residents can enjoy top-notch amenities, including a state-of-the-art gym, basketball courts, and a BBQ pavilion perfect for gatherings. Relax at the theatre with surround sound or challenge friends at the pool table. With 966 sq ft of well-designed living space, this pet-friendly home offers a perfect blend of comfort and community.

1182 Orange Season Ln #1182 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

3 BR, 3 BA in Hickory Hammock

1182 Orange Season Ln #1182, Winter Garden, FL 34787

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

3 beds

3 baths

$3,000

Condo for rent

Available Jan 26

Modern Condo with Spacious Layout & Community Perks

This stylish semi-detached condo boasts 3 bedrooms, 3 bathrooms, and an office, offering abundant space across two floors. Enjoy a bright living room with sliding doors to the outdoor area, a modern kitchen with stainless steel appliances, and a luxurious master suite with a whirlpool tub. The community features amenities like a pool, clubhouse, gym, and playgrounds, all in a prime location close to schools, dining, and Disney parks. Perfect for comfortable, family-friendly living!

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301 S Boyd St - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

2 BR, 1 BA in Winter Garden

301 S Boyd St, Winter Garden, FL 34787

On-site laundry | Outdoor space

2 beds

1 bath

$1,800

Apartment for rent

Available Jan 6

Charming Renovated Apartment Steps from Plant St.

This fully renovated 2-bedroom, 1-bath apartment offers modern living in a quiet neighborhood, just two blocks from downtown Winter Garden's vibrant Plant St. Enjoy a fenced backyard and a shared laundry facility on-site. Available immediately, this pet-friendly home is perfect for those seeking comfort and convenience in a lively community atmosphere.

15532 Sweet Orange Ave #15532 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

3 BR, 3 BA in Horizon West-Village F

15532 Sweet Orange Ave #15532, Winter Garden, FL 34787

In-unit laundry | Furnished | High ceilings

3 beds

3 baths

$3,950

Apartment for rent

Available Mar 1

Modern Lakeside Retreat with Chef's Dream Kitchen

This recently renovated 3-bedroom home offers stunning conservation lake views and a spacious open floorplan, featuring high ceilings and custom furnishings. The chef's kitchen boasts double ovens, a natural gas cooktop, and quartz countertops. Enjoy community amenities like a swimming pool, playground, and dog park while benefiting from included lawn care. Perfect for those who love comfort and style in a vibrant neighborhood!

16599 Barbours Creek Way #16599 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Winter Garden

16599 Barbours Creek Way #16599, Winter Garden, FL 34787

3 beds

3 baths

$2,600

House for rent

Available Jan 21

Modern Townhome with Versatile Loft Space

This charming 3-bedroom, 2.5-bath townhome features modern smart home technology and a gourmet kitchen, perfect for entertaining. The spacious open-concept layout provides a bright living area, while a versatile loft offers options for a home office or playroom. Nestled in the desirable Waterleigh community, enjoy easy access to shopping, dining, and major highways, blending tranquility with convenience in this welcoming space of 1,567 square feet.

15244 Groveside Rd #15244 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

3 BR, 3 BA in Hamlin

15244 Groveside Rd #15244, Winter Garden, FL 34787

Outdoor space

3 beds

3 baths

$3,100

Apartment for rent

Available Jan 8

Modern Living in a Resort-Style Community

This beautifully designed 3-bedroom, 2.5-bath home boasts a spacious layout across three stories, perfect for both comfort and functionality. Each bedroom features an attached bathroom, ideal for privacy. Enjoy resort-style amenities like a clubhouse, fitness center, and scenic walking trails in the sought-after Parkview at Hamlin community. Conveniently located minutes from Hamlin Town Center and a short drive from Disney parks, this home offers the ultimate blend of lifestyle and luxury.

12572 Westhaven Oak Dr #12572 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 3 BA in Horizon West-Village I

12572 Westhaven Oak Dr #12572, Winter Garden, FL 34787

Walk-in closets | Outdoor space

4 beds

3 baths

$3,000

Apartment for rent

Available Dec 29

Stunning New Family Home with Modern Features

A modern 4-bedroom, 3-bath family home offers an inviting blend of comfort and community. The spacious gourmet kitchen and open-concept design create the perfect space for entertaining. With a cozy bedroom on the first floor and a serene owner’s suite upstairs, this home is ideal for families. Enjoy outdoor relaxation on the open-air patio or welcoming front porch, all while being moments away from theme parks, schools, dining, and vibrant local markets.

9129 Pinch Shot Dr #9129 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

5 BR, 3 BA in Hamlin

9129 Pinch Shot Dr #9129, Winter Garden, FL 34787

In-unit laundry | Outdoor space

5 beds

3 baths

$3,150

Apartment for rent

Available Jan 19

Generous 5BR Home with Modern Smart Features

This spacious 5-bedroom, 3-bathroom home boasts 2,638 sq ft of modern living in the sought-after Panther View community. The open kitchen features a large island and ample cabinets, while the primary suite offers dual sinks and a relaxing soaking tub. Enjoy the convenience of a first-floor office, upstairs loft, and energy-efficient solar system. The private backyard and covered patio are perfect for outdoor gatherings. Close to Hamlin and a variety of shopping, dining, and entertainment options.

9368 Bolshoi Aly #9368 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Hickory Hut

9368 Bolshoi Aly #9368, Winter Garden, FL 34787

3 beds

3 baths

$2,800

House for rent

Available Jan 26

Modern Townhome with Spacious Living & Flex Room

This newly built 3-bedroom, 2.5-bath townhome features a versatile first-floor flex room and an expansive 2-car garage. The open-concept kitchen is perfect for entertaining, complemented by bright living and dining areas filled with natural light. The spacious owner’s suite offers an en-suite bathroom, while two additional bedrooms provide comfort. Located in a charming community with easy access to parks, shopping, and dining, this home combines modern design with quality craftsmanship.

39 Windtree Ln - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

2 BR, 2 BA in Windtree Gardens Condominiums

39 Windtree Ln, Winter Garden, FL 34787

In-unit laundry | Ceiling fan | Dishwasher

2 beds

2 baths

$1,750

Condo for rent

Available Feb 1

Renovated 2-Bed Condo with Screened Patio Oasis

This beautifully renovated 2-bedroom, 2-bathroom condo offers modern living with style. Enjoy the open layout featuring a new kitchen with white quartz counters, contemporary finishes, and a screened-in patio overlooking a tranquil pond. Conveniently located just 1.5 miles from Downtown Winter Garden, with easy access to shops, restaurants, and major highways. Recent updates include new appliances and bathroom vanities, making this corner first-floor unit a perfect blend of comfort and convenience.

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15663 Pelican Cay Dr #15663 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 4 BA in Waterleigh

15663 Pelican Cay Dr #15663, Winter Garden, FL 34787

Balcony | Outdoor space

4 beds

4 baths

$3,750

Apartment for rent

Available Jan 16

Spacious Two-Story Retreat with In-Law Suite

This beautifully maintained two-story home features 4 bedrooms, including a convenient in-law suite, and 3.5 bathrooms within 2,489 sq ft of living space. The open-concept kitchen boasts stainless steel appliances and granite countertops, flowing into generous living and dining areas perfect for entertaining. Enjoy a private balcony overlooking the neighborhood and access to community parks, playgrounds, and pools. Minutes from Disney World, shopping, and dining!

6403 Breeze Filled Ln #6403 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Hamlin

6403 Breeze Filled Ln #6403, Winter Garden, FL 34787

3 beds

3 baths

$2,700

House for rent

Available Jan 6

Brand-New Family Townhome in Silverleaf Oaks

Be the first to live in this stylish 3-bedroom, 2.5-bathroom townhome with 1,683 sq ft in the family-friendly Silverleaf Oaks community. Thoughtfully designed with a tempered glass enclosure in a secondary bedroom, this home prioritizes comfort and functionality. Enjoy a spacious driveway and easy access to top schools, dining, and recreational activities, including nearby Disney parks. Internet is included, and pet-friendly living awaits your family!

16560 Wingspread Loop #16560 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

3 BR, 2 BA in Hawksmoor

16560 Wingspread Loop #16560, Winter Garden, FL 34787

Outdoor space

3 beds

2 baths

$2,800

Apartment for rent

Available Apr 1

Charming One-Story Home with Scenic Community Features

Experience serene Florida living in this beautifully designed 3-bedroom, 2-bathroom home, spanning 1,676 sq ft. Enjoy a seamless flow from the inviting living space to the well-equipped kitchen. The tranquil master suite provides a cozy retreat, while community amenities like a pool, fitness center, and walking trails enhance your lifestyle. Nestled in Hawksmoor's lush landscape, this residence is perfect for those seeking comfort and connection in Horizon West.

12662 Clear Sapphire Dr #12662 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 3 BA in Horizon West-Village I

12662 Clear Sapphire Dr #12662, Winter Garden, FL 34787

Outdoor space

4 beds

3 baths

$2,900

Apartment for rent

Available Aug 1

Bright & Spacious 4-Bed Home with Resort Amenities

This beautifully designed 4-bedroom, 3-bath home spans 2,148 sq ft in the Osprey Ranch community. The open layout boasts bright living areas with modern finishes, ensuring comfort and style. Just minutes from Disney, enjoy quick access to shopping and dining. Osprey Ranch offers fantastic amenities, including a community pool, splash pad, playground, dog park, and scenic walking areas, perfect for an active and vibrant lifestyle in Winter Garden.

15609 Water Spring Blvd #15609 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Hickory Hut

15609 Water Spring Blvd #15609, Winter Garden, FL 34787

Walk-in closets | Outdoor space

3 beds

3 baths

$2,850

House for rent

Available Jan 1

Charming Townhome with Resort-Style Amenities

Experience modern living in this beautifully maintained 3-bedroom, 2.5-bath townhome featuring an open-concept layout and a spacious kitchen island. The owner’s suite offers a spa-style bathroom, while a fenced patio is perfect for outdoor gatherings. Located in the vibrant Storey Grove community, enjoy amenities such as a pool, clubhouse, and playground, all just moments from Downtown Winter Garden's dining, shopping, and entertainment options.

11007 Bookmark Ln #11007 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Storey Grove

11007 Bookmark Ln #11007, Winter Garden, FL 34787

In-unit laundry | Outdoor space

3 beds

3 baths

$2,600

House for rent

Available Mar 7

Modern Townhouse with Private Patio & 2-Car Garage

Experience the perfect blend of style and comfort in this stunning 3-bedroom, 2.5-bath townhouse in the desirable Storey Grove community. Spanning 1,599 sq. ft., the home features a modern kitchen with granite countertops and stainless steel appliances, lofty ceilings, and an open layout. Enjoy your own private, fenced patio, a 2-car garage, and amenities like a washer and dryer, lawn maintenance, and a Ring doorbell for added convenience.

52 Windtree Ln #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

52 Windtree Lane - 1

52 Windtree Ln #1, Winter Garden, FL 34787

Swimming pool | Storage | Outdoor space

2 beds

2 baths

$1,700

Condo for rent

Available Feb 6

Top-Floor Condo with Scenic Pond View & Amenities

Impeccable 2-bed, 2-bath top-floor condo featuring a beautiful pond view. Enjoy easy access to 429 and Turnpike, just minutes from downtown Winter Garden's farmer's market and West Orange Trail. Community amenities include a pool and basketball court, plus pest control services. With 918 sq ft of comfortable living space, this pet-friendly condo is perfect for those seeking a vibrant lifestyle in Winter Garden.

224 W Cypress St #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

$2,000 - 3 Bedroom 2 Bathroom House In Near Down Town Winter Garden

224 W Cypress St #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$1,950

House for rent

Available Feb 1

Charming 3-Bedroom Home with Versatile Space

This delightful 3-bedroom, 2-bathroom house features hardwood floors and a cozy deck, perfect for enjoying the outdoors. The smaller third room is ideal for an office or studio. Enjoy central air and heat in this comfortable 1,000 square foot layout, available for rent starting January 16, 2026. Located in a friendly neighborhood, this home is ready to welcome you!

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17538 Northlake Grove Dr #17538 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Horizon West-Village I

17538 Northlake Grove Dr #17538, Winter Garden, FL 34787

Outdoor space

3 beds

3 baths

$2,700

House for rent

Available Dec 4

Elegant Lakefront Townhome with Modern Finishes

Experience luxurious lakefront living in this brand-new 3-bedroom, 2.5-bathroom townhome. Spanning 1,635 sq ft, the open-concept design is perfect for entertaining, while modern lighting fixtures create a bright ambiance. Enjoy serene lake views and easy access to shopping, dining, and top-rated schools in this sought-after Winter Garden community. With a two-car garage and an unbeatable location, this home offers a perfect blend of style and convenience.

13890 Title Way #13890 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Hickory Hut

13890 Title Way #13890, Winter Garden, FL 34787

Walk-in closets | Outdoor space

3 beds

3 baths

$2,950

House for rent

Available May 1

Modern Townhome with Resort-Style Amenities

Embrace a vibrant lifestyle in this nearly new 3-bedroom, 2.5-bath townhome offering 1,717 sq. ft. of stylish living space. Features include a bright open floor plan, eat-in kitchen with stone counters, and a convenient upstairs primary suite. Enjoy community perks like a clubhouse, fitness center, and pool, all in a family-friendly neighborhood close to top-rated schools and Orlando attractions. Pet-friendly and perfect for entertaining!

15070 Summer Harvest St #15070 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 5 BA in Horizon West-Village I

15070 Summer Harvest St #15070, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Ev charging

4 beds

5 baths

$3,700

Apartment for rent

Available Feb 1

Modern Home with Flexible Living Spaces & Suite

This spacious 4-bedroom, 4.5-bath home features a private multigenerational suite above the garage, perfect for guests or family. The chef's kitchen boasts an oversized island and gas range, while the open layout includes a bright living area and first-floor bedroom with en-suite bath. Enjoy a paved courtyard, EV charging station, and convenient community amenities. Ideal for flexible living in a pet-friendly environment!

16430 Tangerine Mesa Dr #16430 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

4 BR, 3 BA in Hamlin

16430 Tangerine Mesa Dr #16430, Winter Garden, FL 34787

Outdoor space

4 beds

3 baths

$2,850

House for rent

Available Jan 18

Modern Townhome with Private Patio & No Rear Neighbors

This beautifully designed 4-bed, 3-bath townhome is in the popular Hamlin Ridge community. With an open-concept kitchen featuring stainless steel appliances, a main floor bedroom, and a spacious primary suite, it offers comfortable living. Enjoy the charming patio for relaxation and a convenient two-car garage. Located minutes from top-rated schools, dining, and entertainment, including Disney, this home is perfect for families seeking a vibrant lifestyle.

15187 Chapter Way #15187 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 4 BA in Storey Grove

15187 Chapter Way #15187, Winter Garden, FL 34787

Carpet | Outdoor space

4 beds

4 baths

$3,000

Apartment for rent

Available Jan 12

Modern Family Haven with Resort-Style Amenities

This meticulously maintained 4-bedroom, 4-bath home offers a spacious layout with a main-level primary suite and a versatile upstairs loft. Enjoy a carpet-free first floor for easy upkeep and access to fabulous community amenities like a swimming pool and fitness center. With its prime location in a top-rated school zone and close to shopping and dining, this residence perfectly blends comfort, style, and convenience for modern living.

1446 Waverunner Ln #1446 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

4 BR, 3 BA in Winter Garden

1446 Waverunner Ln #1446, Winter Garden, FL 34787

4 beds

3 baths

$2,990

Apartment for rent

Available Mar 1

Spacious Family Home with Resort-Style Amenities

This cozy 4-bedroom, 3-bath home offers a generous 2,030 sqft open floor plan, perfect for family gatherings. Enjoy energy savings with installed solar panels. Residents benefit from a beautiful clubhouse, resort-style pools, fitness center, trails, and playground in the Waterside Community. Conveniently located near restaurants, shopping, and top-rated schools, with easy access to major highways for a seamless commute.

11144 Suspense Dr #11144 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Storey Grove

11144 Suspense Dr #11144, Winter Garden, FL 34787

Ceiling fan | Carpet | Outdoor space

3 beds

3 baths

$2,750

House for rent

Available Jan 12

Stylish End-Unit Townhome with Private Patio

This beautifully updated 3-bedroom, 2.5-bath end-unit townhome features an open-concept design with abundant natural light. The sleek kitchen boasts 42-inch cabinets and designer fixtures. Enjoy no carpet with ceramic tile and luxury vinyl plank flooring throughout. Relax on the spacious private patio with pavers and a vinyl privacy fence. Located in the sought-after Storey Grove community, residents have access to a clubhouse, resort-style pool, fitness center, and more. Move-in ready!

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Updated: February 10, 2026

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Learn more about renting in Winter Garden, FL

5

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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