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Apartments for Rent in Winter Garden, FL

301 rentals

203 S Main St - Photo 1 of 1

4d ago

House for rent in Winter Garden

203 S Main St, Winter Garden, FL 34787

On-site management | Package service | Business center

2 beds

2 baths

$2,699

House for rent

Available Jul 15

Charming Cottage with Modern Updates & Yard Space

Experience comfort in this beautifully updated 2-bed, 2-bath cottage featuring a brand-new kitchen, hardwood flooring, and fresh paint throughout. With 1,753 sq ft of living space and a private backyard patio, it’s perfect for relaxation or entertaining. Enjoy ample parking with four spots and take advantage of a fantastic deal on high-speed internet. Pet-friendly (small pets allowed). Available July 15, 2026, for those seeking a cozy home in a welcoming community.

14675 Bahama Swallow Blvd - Photo 1 of 1

4d ago

House for rent in Winter Garden

3 beds

2 baths

$2,800

House for rent

Modern 3-Bedroom Home with Resort-Style Amenities

Bright and airy, this one-story 3-bedroom, 2-bath home boasts an open-concept layout ideal for entertaining. Enjoy maintenance-free living with lawn care included. Access resort-style amenities like a pool, fitness center, parks, and community events, all while being conveniently located near shopping, dining, and schools. Embrace the vibrant lifestyle that Winter Garden offers, just moments from Disney and more!

16710 Point Rock Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

16710 Point Rock Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$3,000

House for rent

Fully Furnished Modern Living in Vibrant Community

This stylish 3-bedroom, 2.5-bath home offers a spacious 2,014 sq. ft. layout perfect for comfortable living. Enjoy a fully furnished interior, private garage, and access to fantastic community amenities, including a pool, gym, and tennis courts, for an active lifestyle. Experience the perfect blend of convenience and recreation in this inviting home!

15002 Ozzi St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15002 Ozzi St, Winter Garden, FL 34787

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

4 beds

3 baths

$3,500

House for rent

Spacious Split-Level Home with Entertaining Oasis

Enjoy the comfort of this beautifully maintained 4-bedroom, 3-bathroom split-level home featuring an open floor plan perfect for gatherings. The master suite boasts dual sinks, a tub, and a walk-in closet. A large backyard and screened porch create an ideal setting for outdoor entertaining. Conveniently located near major roads and local amenities, this home is perfect for family living. This residence offers both space and style for the ultimate Florida lifestyle.

15205 Shonan Gold Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15205 Shonan Gold Dr, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

3 beds

3.5 baths

$3,400

House for rent

Elegant Two-Story Home with Spacious Layout

This stunning furnished two-story home boasts 3 bedrooms, 3.5 bathrooms, and an inviting open-concept design that features soaring double-height ceilings. The chef's kitchen is complete with stone countertops and high-end appliances, while the primary suite offers a private retreat with a luxurious spa-inspired bathroom. Enjoy the covered lanai and a convenient two-car garage. Ideally situated in a top-rated school district and close to shopping and dining, this home is perfect for both relaxation and entertainment.

15532 Sweet Orange Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

15532 Sweet Orange Ave, Winter Garden, FL 34787

In-unit laundry | Furnished | Swimming pool

3 beds

2.5 baths

$3,950

House for rent

Available May 7

Modern Lakeview Home with Spacious Layout & Amenities

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

6338 Hamlin Reserve Blvd #6338 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

6338 Hamlin Reserve Boulevard - 6338

6338 Hamlin Reserve Blvd #6338, Winter Garden, FL 34787

Garage parking | Swimming pool | Residents lounge

3 beds

2.5 baths

$2,600

House for rent

Available May 6

Contemporary Townhome with Private Courtyard & Pool

This stunning end-unit townhome boasts 3 bedrooms and 2.5 baths across 1,742 sq ft of stylish living space. The upgraded kitchen features stainless steel appliances and quartz countertops. Relax in the spacious living area or enjoy outdoor time in the private courtyard. The primary suite includes a walk-in closet and ensuite bath. With community amenities like a pool and clubhouse, plus proximity to shopping and Disney World, this vibrant home is perfect for convenient living.

13344 Harbor Shore Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13344 Harbor Shore Ln, Winter Garden, FL 34787

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

2 beds

2.5 baths

$2,200

House for rent

Charming Townhouse with Modern Features & Amenities

This well-maintained townhouse boasts 2 bedrooms and 2.5 bathrooms across 1,234 sq ft. Enjoy a cozy living room, modern kitchen with granite countertops, and spacious dining area. The second floor features beautiful hardwood floors and individual baths for each bedroom, plus walk-in closets and an upstairs laundry room. Located in a gated community offering a pool, gym, and playground, this home provides easy access to restaurants and the historic downtown area. Internet and cable included!

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1009 Westside Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1009 Westside Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Ceiling fan

3 beds

2 baths

$2,050

House for rent

Charming Townhome with Modern Upgrades Near Downtown

This beautifully updated 3-bedroom, 2-bath townhouse spans 1,180 sq. ft. and features brand-new windows, roof, and AC. The bright interior includes a convenient first-floor bedroom with ensuite bath. Enjoy outdoor living in the tiled screened room and private fenced backyard. Perfectly situated minutes from Historic Downtown Winter Garden, offering vibrant markets and dining, while also providing easy access to major highways and Central Florida attractions.

14200 Avalon Rd #420 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,550

Condo for rent

Available May 9

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.

12668 Clear Sapphire Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

12668 Clear Sapphire Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$3,350

House for rent

Available May 5

Modern Home with Versatile Spaces and Pool Access

Be the first to enjoy this stunning 4-bedroom, 3-bath home featuring a ground floor bedroom, open layout, and a beautiful primary suite with a huge walk-in closet. Flexible second-floor landing space offers endless possibilities. Unwind on the covered lanai or take advantage of the community pool. Lawn care included for easy living and a security deposit-free lease option available for qualified tenants. Pet-friendly with owner approval!

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15153 Driftwood Bend St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

15153 Driftwood Bend St, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

4 beds

3.5 baths

$3,500

House for rent

Spacious Family Home with Modern Amenities

Perfect for comfortable living, this 4-bedroom, 3.5-bathroom home features a thoughtful split floor plan with 2,853 sq. ft. of space. The stunning kitchen boasts granite countertops and stainless steel appliances, seamlessly flowing into a large family room with patio access. A relaxing master suite with a walk-in closet offers a private retreat. Enjoy the community’s amenities while pet-friendly policies keep your furry friends close. Rent includes lawn service and a bundled cable/internet package!

14200 Avalon Rd #431 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,650

Condo for rent

Available Apr 1

Modern Condo with Pool & Luxurious Amenities

Spacious 2-bed, 2-bath condo featuring a master suite with a private covered patio and luxurious bath options. Enjoy an extended patio accessible from the living room and second bedroom. This unit includes in-unit laundry, while the building offers a pool, spa, gym, and theater. Centrally located near Disney and shopping, with rent covering internet, water, parking, and more. Perfect for a comfortable, convenient lifestyle in a vibrant community!

14200 Avalon Rd #415 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,550

Condo for rent

Available Apr 1

Luxurious Condo with Resort-Style Amenities

This spacious 2-bedroom, 2-bath condo offers modern living at its finest. The primary suite features a private patio and a luxurious bathroom with a soaking tub. Extended living areas connect seamlessly to an outdoor space, perfect for entertaining. Enjoy top-tier amenities like a pool, spa, fitness center, and theater room. Ideal for comfort and convenience, this pet-friendly home is just minutes away from Disney World and local shops. Rent includes internet, water, and covered parking.

16276 Merry Aly - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

16276 Merry Aly, Winter Garden, FL 34787

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

4 beds

2.5 baths

$3,000

House for rent

Bright & Spacious New Construction Corner Townhome

Enjoy modern living in this stunning 4-bedroom, 2.5-bathroom corner unit townhouse with 1,770 sq ft of space. The open floor plan connects a bright living area to a stylish kitchen featuring solid wood cabinets and stone countertops. The primary suite offers a walk-in closet, and a dedicated laundry room adds convenience. With a private setting and a 2-car garage, this move-in ready home provides comfort and style in a desirable community close to top schools.

80 Windtree Ln #203 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

80 Windtree Ln #203, Winter Garden, FL 34787

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$1,650

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.

17682 Northlake Grove Dr #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

$3,400 - 3 Bedroom 2.5 Bathroom House In Winter Garden With Great Amenities

17682 Northlake Grove Dr #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2.5 baths

$3,400

House for rent

Available May 15

Elegant Home with Pool and Modern Upgrades

Experience comfort in this exquisite 3-bedroom, 2.5-bathroom residence featuring a spacious 1,906 sq. ft. layout. Enjoy an updated kitchen with stainless steel appliances, central air, and a serene outdoor space with a swimming pool. Additional highlights include a washer/dryer and ample storage. Dog-friendly and ready for new occupants May 15, 2026, this rental combines modern living with the tranquility of a beautiful yard.

1912 Portcastle Cir #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

1912 Portcastle Circle - 1

1912 Portcastle Cir #1, Winter Garden, FL 34787

3 beds

2.5 baths

$2,600

House for rent

Available May 4

Stunning Fully Renovated Home with Modern Touches

This beautifully renovated 3-bedroom, 2.5-bath home offers a modern design with an open layout and luxurious finishes. Enjoy quartz countertops, stainless-steel appliances, and a spacious backyard. The master suite features a double vanity and sleek tiled shower, while additional bedrooms boast walk-in closets. Nestled in the family-friendly Stone Creek community, it's conveniently near top schools and local amenities, ensuring a vibrant lifestyle in a charming setting.

1300 Eastern Pecan Pl #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1300 Eastern Pecan #107 LO - 1

1300 Eastern Pecan Pl #1, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,995

Condo for rent

Available May 1

Elegant First-Floor Condo with Resort Amenities

water, sewage, basic cable, and internet. Unwind by the community pool, stay fit in the gym, or play a game of tennis. Ideally located near major routes and Winter Garden Village, this home offers convenience and comfort.

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502 Dunbar Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

502 Dunbar Ave, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Storage

2 beds

1 bath

$1,495

House for rent

Available May 4

Modern 2-Bedroom Retreat with Spacious Design

Experience comfort in this remodeled 2-bedroom, 1-bath home featuring stylish laminate flooring and modern kitchen with stainless steel appliances. Enjoy the functionality of an in-unit laundry room and a welcoming family and dining area perfect for entertaining. Conveniently located minutes from 429, this charming residence offers ample storage and a fresh, contemporary vibe, making it the ideal choice for your new home!

17007 Seville Orange Rd - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17007 Seville Orange Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,850

House for rent

Bright & Open Single-Story Home with Community Perks

This well-maintained 4-bedroom, 3-bath home in the sought-after Northlake at Ovation community features an open-concept layout with a stunning kitchen boasting quartz countertops and a large island. Enjoy luxury vinyl flooring throughout, a spacious primary suite with a walk-in closet, and a covered lanai for outdoor relaxation. Community amenities include a pool, clubhouse, playgrounds, and a dog park, all within easy reach of shopping, dining, and top-rated schools.

16350 Hamlin View St - Photo 1 of 1
New construction

5d+ 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

Modern Corner Townhome with Stellar Connectivity

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

16743 Herongate Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16743 Herongate Dr, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$2,950

$2,800

Price drop

House for rent

Modern Furnished Home with Resort-Style Amenities

This stylishly furnished 3-bedroom, 2-bath home, built in 2020, features an inviting open layout with granite countertops and stainless-steel appliances in the kitchen. Enjoy outdoor living on the back patio and the convenience of a 2-car garage. Community amenities include a zero-entry pool, splash pad, and fitness center, perfect for active lifestyles. This residence offers a perfect blend of comfort and modern living in a vibrant setting.

1300 Eastern Pecan Pl #203 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

2bed 2 bath Winter Garden Condo!!

1300 Eastern Pecan Pl #203, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,750

Condo for rent

Charming Condo with Pool and Gym Access

This inviting 2-bedroom, 2-bath condo features a bright den and convenient in-unit laundry. Nestled in a gated community, residents enjoy a fitness center and a refreshing pool. With 1,152 square feet of living space, this home provides comfort and style, perfect for Florida living. Additional perks may apply for pet owners, enhancing the cozy and convenient lifestyle in this lovely condo.

15190 Groveside Rd - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15190 Groveside Rd, Winter Garden, FL 34787

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

4 beds

3.5 baths

$3,150

House for rent

Luxurious Three-Story Townhouse with Modern Touches

This elegant new construction townhouse features 4 bedrooms and 3.5 bathrooms, spanning 1,881 sq. ft. The open-concept layout offers a bright living area and a stylish kitchen with solid wood cabinets and stone countertops. The primary suite acts as a private retreat with a walk-in closet and en-suite bath. Enjoy the convenience of a two-car garage and quick access to major roads, making it perfect for families or busy professionals seeking a vibrant community.

233 Southern Pecan Cir #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

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

In-unit laundry | Garage parking | Swimming pool

2 beds

1 bath

$1,795

Condo for rent

Charming Condo with Top-Notch Amenities Awaits!

This delightful 2-bedroom, 1-bath condo features an attached garage and is nestled in a secure, gated community. Residents enjoy a state-of-the-art gym, indoor basketball and racquetball courts, and a BBQ pavilion for gatherings. Additional perks include a game room with pool tables, a computer room, and a theater with vibrating recliners, making this vibrant living space perfect for relaxation and entertainment.

12067 Holystone St - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

12067 Holystone St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,650

House for rent

Bright Corner Unit in Resort-Style Community

This stunning 3-bedroom, 2.5-bath corner townhouse offers a brilliant open layout filled with natural light. Located in the exclusive Waterleigh community, enjoy premier amenities including multiple pools, a fitness center, and scenic walking trails. Proximity to Atwater Bay Elementary makes daily life a breeze, while the vibrant atmosphere enhances a true resort-like lifestyle. With 1,654 sq. ft. of comfortable living space, it’s perfect for families seeking a community-oriented home.

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8019 Jeremy Joseph Aly - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

House for rent

Modern Townhome with Convenient Amenities

This stylish 3-bedroom, 2.5-bath townhouse features 1,691 sq ft of contemporary living space. Enjoy a spacious layout with a 2-car garage and a lovely courtyard. Equipped with essential appliances, including a range and refrigerator, and complete with central heating and A/C, this home effortlessly combines comfort and practicality. Great for those seeking a modern lifestyle in a welcoming community.

203 N Dillard St #5 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Modern 1 Bed/1 Bath Unit in Winter Garden, FL - Available $1695/mo

203 N Dillard St #5, Winter Garden, FL 34787

Air conditioning | Carpet | Outdoor space

1 bed

1 bath

$1,695

Apartment for rent

Available May 11

Charming Historical Unit Steps from Downtown

Enjoy a unique living experience in this character-rich 1-bedroom unit featuring a versatile split plan design, perfect for utilizing the living room as a second bedroom. Spanning 600 sq. ft., this home boasts beautiful oak treetop views and ample natural light. Included heating and water services add convenience, while the assigned parking spot and guest parking nearby enhance accessibility. Ideal for those seeking a cozy retreat close to the vibrant heart of Winter Garden.

203 N Dillard St #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Downtown Winter Garden Apartment one block from the shops

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

Assigned parking | Hardwood floor | Carpet

1 bed

1 bath

$1,495

Apartment for rent

Available May 1

Charming Downtown Apartment with Dedicated Parking

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

9451 Komika Ln #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

9451 Komika Ln - N/A

9451 Komika Ln #NA, Winter Garden, FL 34787

Air conditioning | Garage parking | Swimming pool

3 beds

2 baths

$2,850

House for rent

Available Apr 30

Delightful Home with Resort-Style Community Perks

This charming 3-bedroom, 2-bath home features a bright, open-concept layout with granite countertops and stainless steel appliances. Enjoy resort-style living in the Waterleigh community, offering pools, fitness centers, and more. The master suite includes a spacious walk-in closet, complemented by a two-car garage and convenient laundry area. Located just minutes from downtown Winter Garden, Disney, and local dining and shopping, this home blends comfort and convenience perfectly!

88 Windtree Ln Bldg K - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

88 Windtree Ln Bldg K, Winter Garden, FL 34787

Air conditioning | Assigned parking | Swimming pool

2 beds

2 baths

$1,590

Condo for rent

Charming Condo with Screened Patio & Pool Access

Enjoy comfortable living in this inviting 2-bedroom, 2-bathroom condo boasting 918 square feet of space. The split floor plan offers privacy, while the screened-in patio is perfect for relaxation. Two assigned parking spaces and a community pool enhance convenience. Residents benefit from utility concierge services and additional amenities, making this home a great choice for modern living.

5654 Westview Park Dr - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

5654 Westview Park Dr, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,800

House for rent

Stunning Farmhouse Townhome with Modern Comforts

This new 3-bedroom, 2.5-bathroom townhouse spans 1,846 sq. ft. and showcases a charming farmhouse exterior. Featuring an open-concept design, luxurious kitchen with granite counters, and spacious primary suite, this three-story gem is perfect for modern living. Enjoy the convenience of a private study, walk-in closet, and second-floor laundry. Community amenities include outdoor fitness stations and a playground, with high-speed internet included. No pets allowed.

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

$2,695

$2,550

Price drop

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!

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 May 1

Modern 4-Bedroom Oasis with Gourmet Kitchen

This pet-friendly retreat features 4 bedrooms and 2.5 baths in a bright, open layout with all-vinyl flooring. A chef’s gourmet kitchen connects seamlessly to the living area, while the primary suite offers a lavish bath with quartz countertops and a large walk-in closet. A versatile loft upstairs enhances space, and the community pool, parks, and courts provide outdoor fun, with Hamlin schools just steps away. Enjoy convenient access to local shopping and highways!

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417 Southern Pecan Cir #202 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1 bed 1 bath condo w/DEN in Winter Garden

417 Southern Pecan Cir #202, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,475

Condo for rent

Charming Condo with Den in Gated Community

This chic 1-bed, 1-bath condo with a den is located on the second floor in the desirable Southern Pines community. Enjoy modern living with access to a pool and gym, and convenience with water and internet included. The unit features carpeted flooring and air conditioning, making it an inviting and comfortable space to call home. Perfect for those seeking a vibrant lifestyle in a gated setting!

216 Deepcove Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

216 Deepcove Rd, Winter Garden, FL 34787

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

2 beds

2.5 baths

$2,300

$2,200

Price drop

House for rent

Modern Townhome with Resort-Style Amenities

This beautifully maintained 2-bedroom, 2.5-bath townhome features an open-concept living area and private en-suite bathrooms for both bedrooms. Enjoy a fenced-in patio and easy access to a resort-style pool, fitness center, and playground. Additional conveniences include a laundry room upstairs and inclusive utilities like cable and high-speed internet. Located just minutes from Historic Downtown Winter Garden, this rental offers a blend of comfort and convenience in a prime location.

16374 Turning Tide Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

16374 Turning Tide Way, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,600

$2,500

Price drop

House for rent

Resort-Style Living in a Charming Townhome

This well-maintained 3-bedroom, 2.5-bath townhouse features an open floor plan with a spacious kitchen and pantry, perfect for entertaining. Enjoy the beautiful community amenities, including a pool, all while living conveniently near top-rated schools and just a short drive from theme parks. With a brand-new washing machine and one-year-old dryer, laundry is a breeze in this lovely 1,568 sq. ft. home. Perfect for relaxation and active living!

9960 Pallida Hickory Way - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

9960 Pallida Hickory Way, Winter Garden

9960 Pallida Hickory Way, Winter Garden, FL 34787

Air conditioning | Garage parking | Walk-in closets

3 beds

2.5 baths

$2,800

House for rent

Modern Home with Spacious Kitchen & Loft Area

This beautiful 3-bedroom, 2.5-bath home features a bright white kitchen with stainless steel appliances, seamlessly connected to a spacious living area, perfect for entertaining. The primary suite boasts a double sink vanity and walk-in shower, while an upstairs loft offers versatile options for a home office or additional living space. Enjoy the durability of vinyl plank flooring downstairs and cozy carpet upstairs, plus the convenience of a 2-car garage in this well-designed residence.

11153 Green Citron Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11153 Green Citron Aly, Winter Garden, FL 34787

In-unit laundry | Garage parking | Dishwasher

3 beds

2.5 baths

$3,350

$3,100

Price drop

House for rent

Modern Oasis in Desirable Northlake Community

This beautifully designed 3-bedroom, 2.5-bath home features an open-concept layout, perfect for modern living and entertaining. The spacious kitchen boasts stainless steel appliances and ample counter space, while the bright living area is flooded with natural light. Step into the private backyard oasis, ideal for relaxation. Located near top-rated schools, shopping, and major highways, this rental offers a high-quality lifestyle in Central Florida’s sought-after community.

1570 Scarlet Oak Loop #66C - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

3 beds

2.5 baths

$2,400

House for rent

Spacious Townhouse with Scenic Views & Amenities

Enjoy tranquil living in this 3-bedroom, 2.5-bath end-unit townhouse, featuring a private patio with pond and conservation area views. Boasting a large living/dining combo and 2-car garage, it's perfect for entertaining. Nestled in a gated community with a pool, cabana, and playgrounds. Ideal for dog lovers, it’s a retreat with modern comforts and community perks.

1301 Eastern Pecan Pl - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1301 Eastern Pecan Pl, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,550

Condo for rent

Active Lifestyle Condo with Resort-Style Amenities

Experience resort-style living in this stunning 1-bedroom, 1-bathroom condo featuring a bonus sunroom and private entrance. Newly remodeled with elegant tile and hybrid plank flooring, it boasts a luxurious bath with a walk-in shower. Enjoy amenities like a community pool, fitness center, tennis courts, and more within this gated community. Conveniently located near Winter Garden Village and major highways, this vibrant home is perfect for those seeking an active lifestyle.

15663 Pelican Cay Dr - Photo 1 of 1

5d+ 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

$3,595

House for rent

Modern Family Retreat with In-Law Suite & Balcony

This stunning 4-bedroom, 3.5-bath home in the desirable Waterleigh community offers a versatile layout with a private in-law suite. Enjoy the spacious open-concept living area featuring a modern kitchen with stainless steel appliances and granite countertops. Relax on the private balcony or take advantage of neighborhood amenities like multiple pools and parks. With a convenient location near Disney World and local shopping, this well-maintained residence offers the perfect blend of comfort and community living.

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18386 Oliver Twist Way - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Garden

Private Pond View Home in Waterleigh - 4BR + Guest Suite, No Rear Neighbors

18386 Oliver Twist Way, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

4 beds

3 baths

$4,300

House for rent

Available Jun 1

Private Pond View Home in Resort-Style Community

This beautifully maintained 4-bedroom, 3-bathroom home offers a bright, open-concept layout perfect for modern living and entertaining. Enjoy serene backyard views of a pond and conservation area. The main floor features a full bedroom and bath, ideal for guests or a home office, while upstairs hosts spacious bedrooms, including a comfortable primary suite. Located in the desirable Waterleigh community, access resort-style amenities, shopping, dining, and top-rated schools with ease.

8119 Laughing Gull St #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

8119 Laughing Gull Street - 1

8119 Laughing Gull St #1, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

4 beds

2 baths

$3,400

House for rent

Available Jun 1

Spacious Florida Oasis with Gourmet Kitchen & Patio

This inviting 4-bedroom, 2-bath home is designed for comfort and functionality. Step inside to gorgeous wood-style ceramic tile and a chef's kitchen featuring stainless steel appliances and a wine rack. The fully tiled Florida room invites relaxation or entertainment. Additional perks include plantation shutters, a split floor plan, and ceiling fans throughout. Enjoy all the space this 2,059 sq ft residence offers, nestled in the beautiful Summerlakes community.

143 Southern Pecan Cir #201 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

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

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$2,400

Condo for rent

Renovated Condo with Fantastic Community Amenities

This beautifully renovated 3-bedroom, 2-bath condo on the bottom floor features granite countertops, new carpeting, and modern appliances. Enjoy the abundance of community amenities, including a pool, fitness center, and sports courts. Located near Winter Garden Village and major highways, this inviting space combines comfort and convenience for an active lifestyle. Don’t miss this opportunity to embrace a vibrant lifestyle in a well-equipped community!

13527 Daniels Landing Cir - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

13527 Daniels Landing Cir, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,300

House for rent

Charming Townhome with Resort-Style Amenities

This inviting 3-bedroom, 2.5-bath townhome spans 1,365 sqft in a well-maintained, gated community. Residents enjoy fantastic resort-style amenities, including a community pool, clubhouse, and scenic walking trails. Ideally located near Winter Garden Village and major highways, this home is perfect for both owners and investors. Experience comfort and convenience in a vibrant setting—this opportunity won't last long!

11062 Great Rock St - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

11062 Great Rock St, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,650

House for rent

Modern Townhome with Resort-Style Amenities

Step into this charming 3-bedroom, 2.5-bathroom townhouse featuring a spacious open floor plan and a modern kitchen equipped with stainless steel appliances and a large island. The second-floor loft offers flexibility for a play area or home office. Enjoy resort-style amenities like multiple pools, tennis courts, and more—all within walking distance. Perfectly located near shopping, dining, and the magic of Orlando theme parks, this home is ideal for vibrant living in Horizon West Waterleigh Community.

15883 Tollington Aly - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15883 Tollington Aly, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,950

House for rent

Modern Townhome with Spacious Living & Garage

Almost new and ready for lease, this beautiful 3-bedroom, 2.5-bath townhome spans 1,850 square feet. Featuring an open-concept layout ideal for entertaining, the high-end kitchen flows seamlessly into the living and dining areas. The owner's suite includes a private bathroom, while the outdoor space is perfect for relaxation or gatherings. Enjoy the convenience of a 2-car garage and easy access to nearby amenities, making this a perfect family home in Winter Garden.

508 Varsity St - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Half Duplex - WINTER GARDEN, FL

508 Varsity St, Winter Garden, FL 34787

Fitness center | Outdoor space

2 beds

1 bath

$1,695

Apartment for rent

Modern Patio Villa in Ideal Winter Garden Locale

Experience vibrant living in this stylish 2-bedroom, 1-bath apartment featuring polished concrete flooring and an updated kitchen with granite countertops. Enjoy outdoor relaxation in the spacious backyard with an open brick patio. Located on a serene tree-lined street, this home is a short stroll from downtown Winter Garden's cafes, restaurants, and the bustling Plant Street Market. Stay active with access to the West Orange Trail and easy commutes to major highways and attractions.

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Updated: May 12, 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?

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

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

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

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

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

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

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

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

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

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

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

Methodology: How we got this data

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