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Houses for Rent in Winter Garden, FL

Average rent

$2,895

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272 Regal Downs Cir - Photo 1 of 1

14h ago

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272 Regal Downs Cir, Winter Garden, FL 34787

On-site laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,525

House for rent

Available Jan 20

Smart Home Delight with Spacious Yard!

This charming 4-bedroom, 2-bathroom home features smart home technology for a seamless living experience. Spanning 1,680 square feet, it boasts modern appliances, a walk-in shower, and a large backyard, perfect for pets and outdoor activities. Enjoy an attached garage and a patio for relaxation. Don’t miss the chance to make this pet-friendly haven yours!

254 Regal Downs Cir - Photo 1 of 1

14h ago

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Verified

254 Regal Downs Cir, Winter Garden, FL 34787

On-site laundry | Outdoor space | Garage parking

4 beds

2 baths

$3,870

$2,705

Price drop

House for rent

Available Jan 1

Smart & Spacious 4-Bedroom Retreat with Yard

This charming 4-bedroom, 2-bathroom home spans 1,868 square feet and blends comfort with smart home features. Enjoy an open floor plan, high ceilings, and a fenced yard perfect for pets. The modern kitchen boasts stainless steel appliances, while the master suite offers a luxurious oversized bathtub and walk-in shower. With convenient access to retail and biking trails, this pet-friendly property is ready to become your new home. Don't wait, apply today!

907 Muirwood Way - Photo 1 of 1

3d ago

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Verified

907 Muirwood Way, Winter Garden, FL 34787

On-site laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,505

House for rent

Available Feb 2

Modern 4-Bed Home with Smart Features & Pool

A delightful 4-bedroom, 2-bathroom home awaits with an inviting open floor plan and high ceilings throughout its 1,698 sq ft. Enjoy smart home technology, stainless steel appliances, and spacious bedrooms, including a master suite with dual vanity sinks. The covered patio leads to a large backyard, perfect for outdoor gatherings. With access to a community pool and convenient amenities, this pet-friendly residence is designed for a comfortable, connected lifestyle.

744 Westcliffe Dr - Photo 1 of 1

3d ago

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Verified

744 Westcliffe Dr, Winter Garden, FL 34787

Outdoor space | Garage parking | Hardwood floor

4 beds

2 baths

$2,970

House for rent

Available Dec 12

Modern 4-Bed Retreat with Smart Home Features

This charming 4-bedroom, 2-bathroom home offers a spacious layout, featuring a kitchen island, oversized bathtub, and elegant granite countertops across 2,543 sq ft. Enjoy smart home capabilities for added convenience and a large backyard perfect for pets and gatherings. Located in a welcoming community, this pet-friendly residence won't last long—apply today to seize the opportunity!

1239 Juniper Hammock St - Photo 1 of 1

5d+ ago

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Verified

1239 Juniper Hammock St, Winter Garden, FL 34787

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

5 beds

4 baths

$2,945

$2,770

Price drop

House for rent

Available Oct 22

Spacious Smart Home with 5 Bedrooms & Pet-Friendly

This charming 5-bedroom, 4-bathroom residence spans 3,414 sq ft and offers pet-friendly living with modern smart home features. Spacious interiors are complemented by stylish amenities, including a bonus room, covered patio, and waterfront views. Ideal for families looking for comfort and connectivity, this home promises convenience while ensuring a delightful living experience. Don’t miss the chance to make this inviting space your own!

1433 Waverunner Lane #NA - Photo 1 of 1

5d+ ago

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Verified

1433 Waverunner Lane #NA, Winter Garden, FL 34787

Garage parking | Air conditioning | Swimming pool

4 beds

3 baths

$3,100

House for rent

Available Dec 8

Modern Sunny Retreat with Pool & Solar Power

Enter this stunning 2022 Lennar home with a versatile open floor plan that brings the kitchen, dining, and family room together. Enjoy stainless steel appliances, quartz countertops, and a screened lanai. The spacious master suite boasts a walk-in closet and dual vanities, while an additional bedroom on the main floor offers privacy. Community amenities include a clubhouse, pool, and gym, all within 20 minutes of Disney and A+ rated schools nearby.

Nearby rental good for eco-living

Nearby rental good for pet owners

2151 Wintermere Pointe Dr - Photo 1 of 1

3h ago

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Verified

2151 Wintermere Pointe Dr Winter Garden, FL 34787

2151 Wintermere Pointe Dr, Winter Garden, FL 34787

Outdoor space | Garage parking | Walk-in closets

5 beds

4 baths

$3,230

House for rent

Available Dec 19

6440 Breeze Filled Ln - Photo 1 of 1

2d ago

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Verified

6440 Breeze Filled Lane Winter Garden, FL 34787

6440 Breeze Filled Ln, Winter Garden, FL 34787

Garage parking

4 beds

2 baths

$2,925

House for rent

Available Dec 18

Modern Smart Home in Convenient Community

Embrace worry-free living in this beautifully designed 4-bed, 2.5-bath rental home featuring 1,913 sq. ft. of modern space. Located in the desirable Silverleaf Oaks community, this home includes Smart Home technology, a sleek kitchen with stainless steel appliances, and an open floorplan perfect for entertaining. Enjoy the convenience of pet-friendly yards, a 2-car garage, and easy access to local shops and scenic trails. Experience a blend of comfort and convenience in this well-managed property.

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924 Woodson Hammock Circle - Photo 1 of 1

4d ago

Our team has verified this company

Verified

924 Woodson Hammock Cir Winter Garden, FL 34787

924 Woodson Hammock Circle, Winter Garden, FL 34787

Garage parking

5 beds

2 baths

$3,045

$2,895

Price drop

House for rent

Available Dec 11

Modern Home with Smart Features & Renovated Spaces

Enjoy seamless living in this pet-friendly, 5-bedroom, 2-bath home featuring 2,487 sq. ft. of beautifully upgraded space. With luxury vinyl flooring and smart home technology, it’s designed for modern comfort. The inviting living area is perfect for gatherings, while the professional property management offers worry-free leasing with essential services. Ideal for those seeking a stylish and convenient lifestyle without the commitment of ownership.

17568 Northlake Grove Dr - Photo 1 of 1
New construction
3D tour

5d+ ago

Our team has verified this company

Verified

WESTLAKE MANOR 1ST ADDITION

17568 Northlake Grove Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,950

House for rent

Available Dec 15

Modern Lakefront Townhome with Courtyard Retreat

Embrace the ultimate in lakefront living with this brand-new 3-bedroom, 2.5-bath townhome in Northlake at Ovation. Spanning 1,577 sq ft, it boasts bright, open spaces and a cozy courtyard, perfect for outdoor gatherings. Enjoy a well-equipped kitchen, a primary suite with a walk-in closet, and extensive community amenities including a pool and dog park. Just minutes from downtown Winter Garden and major attractions, this home combines stylish comfort with prime location.

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1647 Portcastle Circle - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1647 Portcastle Cir Winter Garden, FL 34787

1647 Portcastle Circle, Winter Garden, FL 34787

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$2,520

$2,395

Price drop

House for rent

Available Oct 30

Modern Living with Smart Home Features & Yard

Experience stylish living in this 3-bed, 2.5-bath home, showcasing luxury vinyl flooring and recessed lighting throughout. The upgraded kitchen with sleek countertops and attractive cabinetry makes cooking a delight. Enjoy the fenced backyard with a patio for outdoor relaxation and entertaining. With an attached garage and the convenience of a Smart Home system, this beautifully managed property offers a worry-free lifestyle filled with modern amenities.

516 Silverdale Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

516 Silverdale Ave Winter Garden, FL 34787

516 Silverdale Avenue, Winter Garden, FL 34787

Garage parking | Walk-in closets

4 beds

3 baths

$2,549

House for rent

Available Nov 14

Modern Living in a Gated Community Oasis

This spacious 4-bedroom, 3-bathroom home offers modern comfort with a beautiful open layout perfect for entertaining. Highlighted by sleek tile flooring and a stunning kitchen with premium features, it also includes a pet-friendly yard, patio, and a garage. Located in a gated community with access to a relaxing pool. Enjoy added conveniences like air conditioning, smart home technology, and professional property management ensuring a hassle-free lifestyle.

13483 Sagestone Drive - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13483 Sagestone Drive, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,550

House for rent

Luxurious Townhome with Resort-Style Amenities

This stunning 3-bedroom, 2.5-bath townhome features an open floor plan bathed in natural light. Enjoy a modern kitchen with granite countertops and stainless steel appliances. Relax on the screened-in lanai or take advantage of the garage and long driveway. Located in the upscale Waterleigh community, residents can access sparkling pools, playgrounds, and fitness facilities, all just minutes from Disney and vibrant dining and shopping options. Pets welcome!

705 Sunburst Cove Lane - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

705 Sunburst Cove Lane, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Central heat

4 beds

2 baths

$2,895

House for rent

Available Dec 8

Spacious Home with Energy Savings & Nature Access

This 4-bedroom, 2-bath home showcases energy-efficient living with installed solar panels and a spacious layout across 1,626 sq ft. Nestled in the peaceful Orange Cove neighborhood, enjoy nearby conservation areas while being just minutes from shopping and dining in historic Winter Garden. With easy access to parks, trails, and local schools, this residence seamlessly blends tranquility with vibrant amenities.

14843 Astrolyn St - Photo 1 of 1
3D tour

3d 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

$2,099

$1,999

Price drop

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!

15927 Pantuso Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

15927 Pantuso Aly, Winter Garden, FL 34787

On-site laundry | Outdoor space | Garage parking

4 beds

3 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!

13748 Werrington Dr - Photo 1 of 1

5h ago

House for rent in Winter Garden

13748 Werrington Dr, Winter Garden, FL 34787

On-site laundry | Outdoor space | Storage

3 beds

2 baths

$2,500

House for rent

Available Dec 15

15910 Marina Bay Dr - Photo 1 of 1

7h ago

Townhouse for rent in Winter Garden

15910 Marina Bay Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,900

House for rent

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15479 Sugar Citrus Dr #NA - Photo 1 of 1

8h ago

Townhouse for rent in Winter Garden

Luxury 4BR Townhouse w/Balcony, Epoxy Garage & Resort Amenities! Minutes to Disney - Available Today!

15479 Sugar Citrus Dr #NA, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$2,650

House for rent

Available Nov 14

2543 Balforn Tower Way #NA - Photo 1 of 1

8h ago

Stoneybrook West house for rent in Winter Garden

$3,250 - 4 Bedroom 2 Bathroom Waterfront Home In Stoneybrook West, Winter Garden With Great Amenities

2543 Balforn Tower Way #NA, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$3,250

House for rent

Available Dec 1

15475 Bay Bridge St - Photo 1 of 1
New construction

18h ago

Townhouse for rent in Winter Garden

15475 Bay Bridge St, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,900

House for rent

7591 Purple Finch St - Photo 1 of 1

18h ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7591 Purple Finch St, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$4,000

$3,500

Price drop

House for rent

Stunning Renovated Retreat with Amenities Galore

This beautifully redesigned 4-bedroom, 2.5-bathroom home spans 2,274 sq. ft. and boasts high-quality vinyl flooring and stylish renovated spaces. Enjoy a charming outdoor area alongside a spectacular clubhouse featuring gyms, pools, and sports courts. Located in the heart of Hamlin, it offers convenient access to top-rated schools, shopping, dining, and a marina at Lake Hancock. Experience comfort, elegance, and a vibrant community right at your doorstep!

7742 Bowery Dr - Photo 1 of 1

1d ago

Townhouse for rent in Winter Garden

House for rent

17100 Salty Dog Rd #1 - Photo 1 of 1

1d ago

House for rent in Winter Garden

17100 Salty Dog Road - 1

17100 Salty Dog Rd #1, Winter Garden, FL 34787

4 beds

3 baths

$3,200

$3,100

Price drop

House for rent

Available Dec 1

Modern 4-Bed Home with Dual Suites & Solar Savings

This spacious 4-bedroom, 3.5-bathroom single-family home in the desirable Waterside on Johns Lake community features dual primary suites and an open-concept living area. Built in 2021, enjoy energy-efficient living with an average electric cost of just $73/month! Step outside to a beautiful conservation view and take advantage of community amenities like a resort-style clubhouse and large swimming pool. Perfect for families seeking top-rated schools and modern comforts.

17332 Sweet Moro Dr #1 - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

17332 SWEET MORO DR - 1

17332 Sweet Moro Dr #1, Winter Garden, FL 34787

3 beds

3 baths

$2,650

House for rent

Available Dec 12

Contemporary Townhome Minutes from Disney Fun

Experience modern living in this beautifully maintained 3-bedroom, 2.5-bath townhouse, offering an open-concept layout with stylish finishes. The spacious kitchen features stainless steel appliances and quartz countertops. A private paved courtyard invites relaxation, while a detached 2-car garage adds convenience. Located just 10 minutes from Disney and surrounded by fantastic community amenities, this home is perfect for those seeking an exceptional lifestyle in Horizon West.

17592 Northlake Grove Dr - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

17592 Northlake Grove Dr, Winter Garden, FL 34787

Ceiling fan | Outdoor space

3 beds

3 baths

$2,500

House for rent

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7292 Canali Way - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

7292 Canali Way, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,850

House for rent

15236 Tribute Ovation Way - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Garden

15236 Tribute Ovation Way, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,250

House for rent

15058 Grove Lake Dr - Photo 1 of 1
New construction

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15058 Grove Lake Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | High ceilings

4 beds

3 baths

$3,490

House for rent

13519 Sagestone Dr - Photo 1 of 1
New construction

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13519 Sagestone Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,700

House for rent

Modern Townhome with Community Amenities & Charm

This bright and spacious 3-bedroom, 2.5-bath townhome boasts ceramic tile on the first floor and a stylish kitchen featuring granite counters and stainless steel appliances. An open-concept layout flows to a small patio, while the second floor houses cozy carpeted bedrooms and convenient in-unit laundry. Enjoy community perks like a sparkling pool and fitness center, all located just minutes from historic downtown Winter Garden, top-rated schools, and Orlando theme parks.

7736 Bowery Dr #7736 - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Horizon West-Village F

7736 Bowery Dr #7736, Winter Garden, FL 34787

In-unit laundry | Carpet | Walk-in closets

3 beds

3 baths

$2,700

House for rent

Available Nov 25

Modern Townhome with Private Courtyard & Garage

Step into this stunning 3-bedroom, 2.5-bath townhome featuring an open floor plan with 1,840 sqft of living space. The kitchen boasts elegant granite countertops and stainless steel appliances, complemented by a spacious island. Enjoy natural light from ample windows and relax in the private courtyard. The master suite offers dual sinks, a glass-enclosed shower, and a large walk-in closet for added luxury. Conveniently located near attractions, shopping, and dining, this home combines comfort and accessibility!

Cider Mill Lane #1 - Photo 1 of 1

3d ago

House for rent in Winter Garden

18034 Cider Mill Lane - 1

Cider Mill Lane #1, Winter Garden, FL 34787

In-unit laundry | Garage parking | Central heat

4 beds

3 baths

$3,850

House for rent

Available Nov 21

Spacious Modern Retreat with Stunning Outdoor Spaces

This contemporary 4-bedroom, 3.5-bath home offers an impressive 3,600 sq ft of stylish living in the desirable Horizon West community. Enjoy abundant natural light in its open floor plan, featuring a rare first-floor Mother-In-Law Suite and a gourmet kitchen with sleek appliances. A spacious loft upstairs complements relaxation on the private covered patio or serene balcony. This pet-friendly haven combines luxury and convenience for an exceptional living experience.

16763 Hamlin Vista Aly - Photo 1 of 1
New construction

3d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16763 Hamlin Vista Aly, Winter Garden, FL 34787

In-unit laundry | Garage parking | Carpet

4 beds

3 baths

$3,350

$3,200

Price drop

House for rent

Modern Family Retreat Near Disney with Amenities

Experience spacious living in this beautiful, nearly-new 4-bedroom, 3-bathroom home with 2,083 sq. ft. Offering comfort and convenience, it sits in a desirable community with top-rated schools. Enjoy resort-style amenities and a fantastic location just minutes from Disney, shopping, and dining. The home features modern designs and amenities for a lifestyle centered around fun and family. Perfect for those ready to immerse themselves in the magic!

10360 Austrina Oak Loop #1 - Photo 1 of 1

3d ago

House for rent in Winter Garden

10360 Austrina Oak Loop - 1

10360 Austrina Oak Loop #1, Winter Garden, FL 34787

Air conditioning | Swimming pool | Fitness center

4 beds

2 baths

$3,295

$3,195

Price drop

House for rent

Available Dec 9

Modern 4-Bed Home with Open-Plan Living Space

Embrace Florida living in this stunning new construction Emerson model. Spanning 2,221 sq ft, this pet-friendly home features 4 bedrooms and 2.5 baths. The open-plan design on the first floor is perfect for socializing, showcasing a stylish kitchen with dark wood cabinets and stainless steel appliances. Upstairs, the spacious master suite awaits along with three additional bedrooms and a flexible loft space. Enjoy convenience with a rear two-car garage.

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1150 Chase Drive - Photo 1 of 1

3d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1150 Chase Drive, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2 baths

$2,375

House for rent

Spacious Family Retreat in Island Pointe Community

Experience comfort in this 4-bedroom, 2-bath home featuring 1,852 sq ft of living space. Enjoy porcelain tile and cozy carpet throughout, plus convenient in-unit laundry. The Island Pointe Community boasts a neighborhood pool and park, while a nearby boat ramp and fishing pier offer outdoor fun. Perfectly located for easy access to Plant Street and Winter Garden Village, it’s an ideal spot for family living and entertainment.

4940 Palmetto Park Drive - Photo 1 of 1

3d ago

House for rent in Winter Garden

4940 Palmetto Park Drive, Winter Garden, FL 34787

On-site laundry | Outdoor space | Swimming pool

5 beds

3 baths

$4,500

House for rent

Luxurious 5-Bed Home with Resort-Style Amenities

Dive into luxury with this beautifully designed 5-bedroom, 4-bath home in Orchard Hills. Spanning 4,497 sq ft, it features a gourmet kitchen, spacious open floor plan, and a private office. Enjoy resort-style amenities, including a community pool and fitness center, all while being minutes away from top-rated schools and shopping. With a full solar panel system, this home combines elegance, comfort, and energy efficiency in a vibrant community setting.

12295 Bracco Street - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

12295 Bracco Street, Winter Garden, FL 34787

Outdoor space | Swimming pool | Dishwasher

3 beds

2 baths

$2,750

House for rent

Modern 3-Bed Home with Charming Community Perks

Enjoy this brand new, energy-efficient home featuring 3 bedrooms and 2.5 bathrooms within 1,788 sq ft of stylish living space. The open kitchen, with a large island, flows into the dining and family areas, ideal for gatherings. Upstairs, a versatile loft awaits, perfect for a home office or playroom. Located in the vibrant Highland Ridge community, residents benefit from amenities like a zero-edge walk-in pool, playground, and easy access to local shops and restaurants.

15083 Grove Lake Drive - Photo 1 of 1
New construction

4d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15083 Grove Lake Drive, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,900

$2,800

Price drop

House for rent

Modern Farmhouse Townhome with Plenty of Space

This stunning three-story townhouse features 3 bedrooms, 2.5 bathrooms, and spans 1,846 sq. ft. Adorned with luxury vinyl plank flooring, the open layout connects a spacious living area with a gourmet kitchen boasting granite countertops and a large eat-in island. The primary suite offers an en-suite bathroom and a generous walk-in closet. Enjoy community amenities like outdoor fitness stations and a playground, all just minutes from shopping, Disney, and more. Pet-friendly!

17101 Water Spring Boulevard - Photo 1 of 1
New construction

4d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

17101 Water Spring Boulevard, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,800

House for rent

Bright & Functional Townhome in Waterleigh Community

This thoughtfully designed 3-bed, 2.5-bath townhouse in Waterleigh offers an open living area, modern kitchen with granite countertops, and a charming patio with upgraded pavers. The spacious primary suite features a walk-in closet and private bath. Enjoy plentiful natural light and a versatile courtyard for relaxation or gardening. Conveniently located near top schools and amenities, this home provides a family-friendly lifestyle in a well-planned community.

1021 Temple Grove Place #NA - Photo 1 of 1

4d ago

House for rent in Winter Garden

$9,500 - 4 Bedroom 5 Bathroom Luxury Lake Front House In Winter Garden With Great Amenities

1021 Temple Grove Place #NA, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

5 baths

$9,500

House for rent

Available Feb 1

Luxurious Lakefront Retreat with Pool & Guest Cottage

This stunning 4-bedroom, 5-bathroom home spans 3,200 sq ft and boasts recent renovations, including luxury wood floors and a sophisticated wine and bourbon room. Enjoy relaxing in the sauna, hot tub, or by the huge fire pit. The outdoor kitchen is perfect for entertaining, while the charming guest cottage adds extra versatility. Located in the Historic Downtown Golf Cart District, this property offers a unique blend of luxury and convenience.

13237 Daniels Landing Circle - Photo 1 of 1

4d ago

Townhouse for rent in Winter Garden

3 bed 2.5 bath townhome w 2 car garage

13237 Daniels Landing Circle, Winter Garden, FL 34787

In-unit laundry | Garage parking | Air conditioning

3 beds

2 baths

$2,150

House for rent

Bright Corner Townhouse with Gated Access & Pool

This charming 3-bedroom, 2.5-bath corner townhouse features a 1-car garage and a screened-in patio ideal for outdoor relaxation. Located in a gated community, residents can enjoy convenient amenities including a refreshing swimming pool. The home is equipped with in-unit laundry and air conditioning, providing comfort and ease for everyday living. Perfect for families or those seeking a vibrant lifestyle!

16771 Oakboro Street - Photo 1 of 1

4d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16771 Oakboro Street, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

5 beds

4 baths

$4,500

House for rent

Luxurious Family Home with Private Pool & Amenities

This stunning 5-bedroom, 4-bathroom residence boasts elegant crown molding and an inviting open-concept kitchen equipped with stainless steel appliances. Enjoy a heated saltwater pool and fully fenced backyard, ideal for relaxing or entertaining. Key features include USB outlets, a spacious loft, and no carpet throughout. Located in a golf cart-friendly community with five amenity centers, pools, fitness areas, and more, this property offers an exceptional Florida lifestyle experience.

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Brodlove Lane #12748 - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Spanish Mediterranean, Single Family Residence - Winter Garden, FL

Brodlove Lane #12748, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,900

House for rent

Charming Bungalow with Resort-Style Amenities

Experience a delightful blend of comfort and modern living in this bungalow-style 3-bedroom, 2.5-bath rental. The open-concept layout maximizes natural light, complemented by a stylish kitchen featuring quartz countertops and stainless-steel appliances. The spacious primary suite offers a walk-in closet and private bath. Enjoy community perks like a resort-style pool and fitness center, all conveniently located near major highways and attractions like Walt Disney World and Winter Garden Village.

1500 Broken Oak Drive - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

3 BR, 3 BA in Winter Garden

1500 Broken Oak Drive, Winter Garden, FL 34787

Outdoor space

3 beds

3 baths

$2,300

House for rent

Available Dec 2

Bright Corner Townhome with Pool Access & Garage

This refreshed 3-bedroom, 2.5-bath corner-unit townhome offers 1,450 sq ft of modern living in a gated community. Fresh paint and new flooring enhance its welcoming atmosphere. Enjoy the bright, open layout, a functional kitchen, and ample space upstairs. A two-car garage adds convenience. Residents can unwind at the community pool while enjoying easy access to shopping, eateries, and the new Costco center nearby. Your new home is perfect for comfortable living in Winter Garden!

399 Winter Nellis Circle #399 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Winter Garden

399 Winter Nellis Circle #399, Winter Garden, FL 34787

On-site laundry | Walk-in closets | Outdoor space

3 beds

3 baths

$2,400

House for rent

Available Jan 1

Serene Townhome with Flexible Spaces & Community Pool

Enjoy the comforts of this spacious 3-bedroom, 2.5-bath townhome in a gated community. With a welcoming open floor plan, a dedicated office space, and a loft area, this 1,592 sq. ft. home offers versatility for any lifestyle. Relax in your fenced patio or by the community pool, surrounded by serene tree views. Conveniently located near downtown Winter Garden's charming shops and restaurants, this property is a perfect blend of modern living and tranquility.

399 Millwood Place - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

399 Millwood Place, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,595

House for rent

Available Dec 8

Bright & Stylish Home with Community Pool Access

This spacious 3-bedroom, 2-bath home offers a modern open layout and a stylish kitchen with updated appliances. Enjoy a serene primary suite, a beautifully landscaped yard, and a covered patio perfect for outdoor gatherings. Located in Winter Garden's golf cart district, residents benefit from easy access to top-rated schools, shopping, dining, and a community pool. Additional features include in-unit laundry, lawn service, and a vibrant downtown just a short ride away.

12664 Charmed Drive #12664 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 BR, 3 BA in Waterleigh

12664 Charmed Drive #12664, Winter Garden, FL 34787

In-unit laundry | Carpet | Dishwasher

3 beds

3 baths

$2,650

House for rent

Available May 18

Modern Townhome in Vibrant Winter Garden Community

This bright and spacious 3-bedroom, 2.5-bath townhome features ceramic tiles on the first floor and an open-concept design. Highlighted by granite countertops and new stainless steel appliances, the kitchen connects seamlessly to the living area. Enjoy the convenience of an in-unit washer and dryer, along with community amenities like a pool, playgrounds, and fitness center. Located minutes from downtown, this pet-friendly rental offers an ideal blend of comfort and accessibility.

6433 Breeze Filled Lane - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

6433 Breeze Filled Lane, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Dishwasher

4 beds

2 baths

$2,900

House for rent

Spacious Townhouse with Elevated Living Experience

Experience refined living in this beautifully crafted townhouse featuring four spacious bedrooms and 2.5 bathrooms, perfect for families or remote work. The open layout maximizes space for entertaining or relaxation. Enjoy the convenience of in-unit laundry and air conditioning. Located moments from top-rated schools, shopping, and dining, this residence offers a harmonious blend of style and practicality in a vibrant community.

1500 Broken Oak Drive #25B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Condominium - WINTER GARDEN, FL

1500 Broken Oak Drive #25B, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,450

$2,300

Price drop

House for rent

Modern Corner Unit Townhome with Community Pool

This beautifully refreshed 3-bedroom, 2.5-bath corner unit in a gated community offers 1,450 sq ft of bright living space. New paint, flooring, and blinds give a modern touch. Enjoy the spacious layout with a functional kitchen, and relax by the sparkling community pool. Minutes from Winter Garden Village, shopping, and dining, this townhome provides comfort, convenience, and a desirable lifestyle in a secure setting.

874 Bending Oak Trail - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

874 Bending Oak Trail, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

5 beds

2 baths

$2,899

$2,599

Price drop

House for rent

Expansive Family Home with Bonus Space & Pool Access

This inviting 5-bedroom, 2.5-bath home offers 2,212 sq ft of space and a beautiful design in the Oaks At Brandy Lake community. Enjoy modern features like vinyl plank flooring and elegant granite countertops. The spacious primary suite includes a walk-in closet and garden tub, while a large bonus room on the second floor adds flexibility. Lawn care is included, along with access to a community pool, making it perfect for family fun!

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Updated: December 19, 2025

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🌇Available house rentals185 houses
💰Best rent deal14843 Astrolyn St
🍃With outdoor space
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👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
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