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Apartments for Rent in Winter Garden, FL

Average rent

$2,800
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Ascend Waterleigh Village - Photo 1 of 1
Rent special
New construction

8h ago

9.6

Excellent

Our team has verified this company

Verified

Ascend Waterleigh Village

16200 Ascend Village Ln, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,605–$2,715

Price drop

Apartment for rent

1-3 BR lakeside apartments near Orlando

Ascend Waterleigh Village offers 1-3 bedroom apartments in Winter Garden, FL's lakeside neighborhood with modern kitchens, stainless steel appliances, and oversized walk-in closets. The community features a resort-style saltwater pool, 24-hour fitness center, agility dog park, and garage parking - a good fit for fitness enthusiasts and pet owners with extensive amenities and green spaces.

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The Westerly - Photo 1 of 1

5d+ ago

9.6

Excellent

Our team has verified this company

Verified

The Westerly

14680 Westerly Drive, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2–3 beds

2 baths

$2,199–$3,121

Apartment for rent

Pet-friendly Winter Garden apartments with pool

Located in Winter Garden, FL, these apartments feature contemporary interiors with quartz countertops, hardwood-style flooring, and in-unit laundry. The community includes a private pool with elevated deck, clubhouse, fitness center, sauna, gaming room, and pet park with attached garages - near Flamingo Crossings Town Center dining and entertainment.

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Corban Horizon West - Photo 1 of 1
Rent special

1d ago

9.6

Excellent

Our team has verified this company

Verified

Corban Horizon West

15000 Stratus Loop, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,750–$3,404

Apartment for rent

Pet-friendly Winter Garden apartments with garage

Corban Horizon West offers modern apartments in Winter Garden, FL with in-unit laundry, stainless steel Whirlpool appliances, kitchen islands, and oversized balconies. The community includes a fitness center, pool, hammock garden, detached garages, and game room with billiards - a good fit for remote workers with high-speed internet and quiet common areas for meetings.

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221 Timbercreek Pines Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

221 Timbercreek Pines Cir, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

4 beds

2.5 baths

$2,840

$2,705

Price drop

House for rent

Available Aug 10

Smart 4-bed pet-friendly house near trails

House in Winter Garden, FL, this pet-friendly 4-bed, 2.5-bath house features smart home technology and stainless steel appliances across 1,959 sqft. The two-story layout includes vaulted ceilings, an eat-in kitchen with pantry, walk-in closets, and an attached garage. Adjacent to walking and biking trails with top-rated schools within half a mile.

15064 Grove Lake Dr - Photo 1 of 1

5d+ ago

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$3,300 - 4 Bedroom 2.5 Bathroom Townhouse In Winter Garden With Great Amenities

15064 Grove Lake Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

4 beds

2.5 baths

$3,300

House for rent

Available May 8

1052 Sadie Ln - Photo 1 of 1

5d+ ago

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Verified

1052 Sadie Ln, Winter Garden, FL 34787

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

3 beds

2 baths

$3,770

$2,715

Price drop

House for rent

Available Aug 10

Smart 3-bed Winter Garden house with garage

Set in Winter Garden, FL, this pet-friendly 3-bed, 2-bath house features smart home technology and an open floor plan with vaulted ceilings. The 2,057 sqft layout includes stainless steel appliances, vinyl plank flooring, a screened porch, and attached garage. A fit for pet owners with nearby parks and pet supply stores within reach.

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1725 Portcastle Cir - Photo 1 of 1

5d+ ago

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1725 Portcastle Cir, Winter Garden, FL 34787

Garage parking | Ceiling fan | Deck

3 beds

2.5 baths

$3,730

$2,735

Price drop

House for rent

Available Jul 6

Pet-friendly 3-bed house with smart home tech

Located in Winter Garden, FL, this pet-friendly 3-bed, 2.5-bath house features smart home technology and stainless steel appliances across 1,857 sqft. The two-story layout includes an eat-in kitchen with pantry, dual vanity sinks, oversized bathtub, and a two-car garage. A fit for pet owners with outdoor spaces and nearby pet services, plus a top-rated elementary school just 0.3 miles away.

266 Regal Downs Cir - Photo 1 of 1

5d+ ago

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Verified

266 Regal Downs Cir, Winter Garden, FL 34787

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

4 beds

2 baths

$2,730

$2,560

Price drop

House for rent

Available Jul 16

4-bed Winter Garden house with smart home tech

4-bed house in Winter Garden, FL, featuring smart home technology and pet-friendly policies with nearby pet services. The 1,692 sqft layout includes quartz countertops, vinyl plank flooring, vaulted ceilings, and a walk-in shower. An attached garage, deck, and patio add outdoor living space, with a top-rated high school less than a mile away.

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6267 Sunny Time Ave - Photo 1 of 1

2h ago

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6267 Sunny Time Avenue Winter Garden, FL 34787

6267 Sunny Time Ave, Winter Garden, FL 34787

Garage parking

5 beds

3 baths

$3,349

House for rent

Available Apr 18

988 Glenview Cir - Photo 1 of 1

6h ago

Our team has verified this company

Verified

988 Glenview Cir, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

4 beds

3 baths

$3,285

$2,940

Price drop

House for rent

Available Jun 16

4-bed Winter Garden house with pool and patio

Set in Winter Garden, FL, this 4-bed, 3-bath house offers 2,022 sqft with a private patio and community swimming pool. Large closets provide extra storage throughout, while laundry hookups and on-site management add convenience. A top-rated high school sits just over a mile away.

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Garage Parking

In-Unit Laundry

Swimming Pool

Outdoor Space

146 Lakeview Reserve Blvd - Photo 1 of 1

2d ago

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Verified

146 Lakeview Reserve Blvd Winter Garden, FL 34787

146 Lakeview Reserve Blvd, Winter Garden, FL 34787

Garage parking | Swimming pool | Outdoor space

4 beds

2.5 baths

$3,330

House for rent

Available Jun 3

4-bed Winter Garden house with pool & garage

Set in Winter Garden, FL, this pet-friendly 4-bed, 2.5-bath house offers 2,222 sqft with luxury vinyl plank flooring and a kitchen island for entertaining. The fenced backyard includes a swimming pool and outdoor space - a fit for pet owners with nearby grooming services and supply stores. Attached garage and top-rated middle school within half a mile add convenience.

934 Home Grove Dr - Photo 1 of 1

3d ago

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Verified

934 Home Grove Dr Winter Garden, FL 34787

934 Home Grove Dr, Winter Garden, FL 34787

Garage parking | Outdoor space

4 beds

3 baths

$3,445

House for rent

Available Jun 25

9223 Vintage Hills Way - Photo 1 of 1

4d ago

9.2

Excellent

Our team has verified this company

Verified

9223 Vintage Hills Way

9223 Vintage Hills Way, Winter Garden, FL 34787

Furnished

2 beds

2 baths

$2,487–$2,496

Apartment for rent

Furnished pet-friendly apartment in Winter Garden

Located in Winter Garden, FL, this fully furnished apartment includes fast Wi-Fi, smart TVs, stylish furnishings, and all utilities. The smoke-free unit comes professionally cleaned with 24/7 support and flexible monthly stays. Pet-friendly options available with longer-stay discounts and convenient access to Publix and local dining.

1030 Maxey Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1030 Maxey Dr, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

4 beds

1.5 baths

$2,405

House for rent

Available Aug 4

1958 Pantheon Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1958 Pantheon Dr, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

3 beds

2 baths

$2,820

$2,650

Price drop

House for rent

Available Jun 15

3-bed Winter Garden house with pool and patio

A house in Winter Garden, FL, this 3-bed, 2-bath rental spans 1,971 sqft with a private patio and community pool access. W/D hookups, large closets, and extra storage add convenience, while optional high-speed internet service supports remote work. On-site management handles maintenance, with a top-rated middle school nearby.

1848 Sherbourne St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1848 Sherbourne St Winter Garden, FL 34787

1848 Sherbourne St, Winter Garden, FL 34787

Garage parking | Walk-in closets | Outdoor space

5 beds

2.5 baths

$2,895

House for rent

Available Jun 17

5-bed house with garage and playground access

Set in Winter Garden, FL, this pet-friendly 5-bed, 2.5-bath house spans 2,220 sqft with an open floorplan and attached garage. Currently undergoing renovations including new stainless steel appliances, granite countertops, and luxury vinyl plank flooring. The layout features a walk-in closet and patio, plus community basketball courts and playground - a fit for pet owners with nearby pet services and outdoor space.

Halston Waterleigh - Photo 1 of 1
3D tour

1m ago

8.3

Very good

Halston Waterleigh

10091 Tuller Loop, Winter Garden, FL 34787

In-unit laundry | Garage parking | Balcony

1–3 beds

1–2 baths

$1,481–$4,280

Price drop

Apartment for rent

Available Jun 26

Pet-friendly Winter Garden apartments with pool

Halston Waterleigh offers upscale apartments in Winter Garden, FL with stainless steel appliances, in-unit laundry, kitchen islands, and private patios. The community features a heated saltwater pool, expansive fitness center, sand volleyball court, EV charging, and smart home technology - a good fit for fitness enthusiasts and remote workers with the on-site gym and quiet work spaces.

Solay Horizon West - Photo 1 of 1
Rent special

9h ago

8.5

Very good

Solay Horizon West

9005 Solay Rd, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,579–$2,964

Apartment for rent

New Winter Garden apartments with 59 amenities

Solay Horizon West offers brand new spacious apartments in Winter Garden, FL with quartz countertops, in-unit laundry, walk-in closets, and screened patios. The community features 59 amenities including a fitness center, yoga room, movie theater, pool, and garage parking - a good fit for fitness enthusiasts with the on-site gym, pool, and yoga space.

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Experience Modern Luxury at Smith & Main: Premier Living in Downtown Winter Garden - Photo 1 of 1

1d ago

8.1

Very good

1–2 beds

1–2 baths

$1,995–$2,695

Price drop

Apartment for rent

New 2023 apartments in downtown Winter Garden

Set in Winter Garden, FL, these new 2023 Mediterranean-style apartments feature granite counters, stainless appliances, LVP flooring, and select balconies. The building includes elevator access, resident grill area, and on-site Ginger's Baking Co. Steps from Plant Street Market, West Orange Trail, and minutes from SR-429 and Florida's Turnpike for Orlando access.

15002 Windflower Aly - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15002 Windflower Aly, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,350

House for rent

3-bed townhouse with granite kitchen & garage

Sitting in Winter Garden, FL, this 3-bed, 2.5-bath townhouse features a modern kitchen with granite countertops and complete appliances. The 1,536 sqft layout includes walk-in closets in all bedrooms, a separate laundry room, and garage parking with automatic gate. Close to excellent schools and shopping centers in Horizon West.

15927 Pantuso Aly - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

15927 Pantuso Aly, Winter Garden, FL 34787

Garage parking | On-site laundry | Swimming pool

4 beds

3.5 baths

$3,200

House for rent

4-bed Winter Garden house with dual master suites

A house in Winter Garden, FL, this 4-bed, 3.5-bath layout spans 3,694 sqft with dual master suites and a second-floor loft ideal for a home office. The open floor plan connects living, dining, and kitchen areas with quartz countertops, stainless steel appliances, and a breakfast bar. Community pool, clubhouse, and playground add family appeal.

16324 Silver Grove Blvd #1 - Photo 1 of 1

6h ago

House for rent in Winter Garden

16324 Silver Grove Boulevard - 1

16324 Silver Grove Blvd #1, Winter Garden, FL 34787

Swimming pool | Outdoor space

5 beds

4.5 baths

$5,000

House for rent

Available May 1

New 5-bed house with pool and flexible layout

Set in Winter Garden, FL, this 5-bed, 4.5-bath house was built in 2023 in the Silverleaf Reserve at Hamlin community. The 3,724 sqft two-story layout offers flexible spaces for a home office or media room with natural light throughout. Resort-style amenities include a swimming pool, playground, and racquetball court, with walking trails and convenient access to downtown Winter Garden and Orlando.

18197 Cider Mill Ln - Photo 1 of 1
New construction

8h ago

Townhouse for rent in Winter Garden

18197 Cider Mill Ln, Winter Garden, FL 34787

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

3 beds

2.5 baths

$2,650

House for rent

15061 Evergreen Oak Loop - Photo 1 of 1

8h ago

House for rent in Winter Garden

15061 Evergreen Oak Loop, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

5 beds

3 baths

$3,800

House for rent

6385 Breeze Filled Ln - Photo 1 of 1
New construction

8h ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

6385 Breeze Filled Ln, Winter Garden, FL 34787

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

4 beds

2.5 baths

$2,800

House for rent

4-bed Winter Garden townhouse with garage

This 1,770 square-foot townhouse in Winter Garden includes 4 bedrooms and 2.5 baths with an open-concept layout and modern finishes. The kitchen features stone countertops, stainless steel appliances, and sleek cabinetry flowing into the dining and living areas. A large primary suite with walk-in closet, attached garage, and outdoor space complete the unit, with a grocery store just 0.1 miles away.

5139 Lake Hamlin Trl #1 - Photo 1 of 1

14h ago

House for rent in Winter Garden

5139 Lake Hamlin Trl #1, Winter Garden, FL 34787

4 beds

2.5 baths

$3,400

House for rent

Available Jun 21

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1257 Winter Green Way - Photo 1 of 1

21h ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1257 Winter Green Way, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Dishwasher

2 beds

1.5 baths

$1,850

House for rent

5636 Water Rose Rd - Photo 1 of 1

21h ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

5636 Water Rose Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,800

House for rent

615 Brandy Oaks Loop - Photo 1 of 1

22h ago

House for rent in Winter Garden

615 Brandy Oaks Loop, Winter Garden, FL 34787

In-unit laundry | Furnished | Garage parking

4 beds

2 baths

$2,200

House for rent

Available Dec 1

3190 Sailing Pier Ave - Photo 1 of 1

1d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

3190 Sailing Pier Ave, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

3.5 baths

$3,900

House for rent

15613 Orange Harvest Loop - Photo 1 of 1

1d ago

Townhouse for rent in Winter Garden

Hickory Hammock Rental | 3 Beds 2 Baths | Excellent Schools

15613 Orange Harvest Loop, Winter Garden, FL 34787

Outdoor space

3 beds

2 baths

$2,900

House for rent

Available Jul 24

88 Windtree Ln #BLDGK - Photo 1 of 1

1d ago

Condo for rent in Winter Garden

Great location! 2nd floor condo in Winter Garden

88 Windtree Ln #BLDGK, Winter Garden, FL 34787

Assigned parking | Concierge service | On-site management

2 beds

2 baths

$1,450

Condo for rent

Bright 2BR Condo with Screened Patio & Parking

This delightful 2-bedroom, 2-bathroom condo features a smart split floor plan and 918 square feet of cozy living space. Enjoy the Florida sunshine from the screened-in patio, while two assigned parking spaces add convenience. Located on the second floor, this home is perfect for comfortable living with added perks including a resident benefits package. Ideal for those seeking a relaxed lifestyle in a great location!

Tremaine Boyd Apts NEW - Photo 1 of 1

1d ago

8.1

Very good

Tremaine Boyd Apts NEW

109 S Boyd St, Winter Garden, FL 34787

1 bed

1 bath

$1,795

Price drop

Apartment for rent

1-BR apartments above shops in downtown Winter Garden

Located in Winter Garden, FL, these new one-bedroom apartments sit above shops and restaurants on Plant Street, one block from the West Orange Trail and downtown attractions. Units include stainless steel appliances, in-unit washer/dryer, granite counters, 10-foot ceilings, and large windows. Minutes from Garden Theatre, museums, and Orlando - a good fit for remote workers with high-speed internet and quiet surroundings.

9078 Wading Walk Ln - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

9078 Wading Walk Ln, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,800

House for rent

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143 Southern Pecan Cir #201 - Photo 1 of 1

2d 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

$2,350

Condo for rent

Renovated 3-bed condo with fitness center access

Set in Winter Garden, FL, this recently renovated 3-bed, 2-bath condo offers granite countertops, new appliances, and fresh carpeting throughout the 1,453 sqft ground-floor layout. The Southern Pines community includes a fitness center, pool, tennis court, and clubhouse near Winter Garden Village and major highways.

14873 Evergreen Oak Loop - Photo 1 of 1

2d ago

Townhouse for rent in Winter Garden

House for rent

8119 Laughing Gull St #1 - Photo 1 of 1

2d 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

$3,995

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.

Windermere Cay - Photo 1 of 1
Rent special

2d ago

8.3

Very good

Windermere Cay

8200 Jayme Dr, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,383–$3,038

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Pet-friendly apartments near Disney World

With convenient access to Walt Disney World and Magic Kingdom Park, Windermere Cay is a good option for renters who want quick access to theme parks and Orlando International Airport. The smoke-free community features 1-3 bedroom layouts with granite counters, hardwood floors, fireplaces, and in-unit laundry, plus a fitness center, pool, dog park, and free cable/internet bundle.

Summary of resident reviews

Windermere Cay residents praise the welcoming staff, particularly Christy Duryee, Eddie, and Fred for their helpfulness and quick problem resolution. Many love the prime location near Disney, beautiful grounds, excellent amenities including pools, gym, and dog park. Long-term residents appreciate the peaceful, friendly community atmosphere and responsive maintenance. While most experiences are positive, some acknowledge the area can be pricey.

9313 Tyrella Pine Trl - Photo 1 of 1

2d ago

House for rent in Winter Garden

3 beds

2.5 baths

$2,900

$2,750

Price drop

House for rent

3-bed Watermark house with resort amenities

Set in Winter Garden, FL, this 3-bed, 2.5-bath house sits in the Watermark community with resort-style amenities including a pool, fitness center, tennis courts, and clubhouse. The 1,850 sqft layout features an open-concept design, chef-inspired kitchen with quartz countertops and stainless appliances, plus a versatile upstairs loft for a home office or media space.

1705 Amsel Falls Park Ter - Photo 1 of 1

2d ago

House for rent in Winter Garden

Amsel Falls Park Terrace

1705 Amsel Falls Park Ter, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$5,800

House for rent

Available Aug 1

13841 Daniels Landing Cir - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13841 Daniels Landing Cir, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,250

House for rent

14768 Field Daisy Dr - Photo 1 of 1
New construction

3d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14768 Field Daisy Dr, Winter Garden, FL 34787

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

5 beds

4.5 baths

$4,000

House for rent

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4207 Oak Lodge Way - Photo 1 of 1

3d ago

House for rent in Winter Garden

4207 Oak Lodge Way, Winter Garden, FL 34787

Swimming pool | Dishwasher | Outdoor space

6 beds

3.5 baths

$5,995

$5,500

Price drop

House for rent

6-bed house in Winter Garden with pool & loft

6-bed house in Winter Garden, FL, featuring 3.5 baths and 4,056 sqft across split levels. The layout includes a loft upstairs for entertainment, spacious master suite with soaking tub, and crystal clear pool with waterfall controlled via wifi. Two-car garage, barbecue area, and fireplace complete the setup, with top-rated middle school less than a mile away.

16705 Victoria Grove Aly #1 - Photo 1 of 1

3d ago

House for rent in Winter Garden

16705 Victoria Grove Alley - 1

16705 Victoria Grove Aly #1, Winter Garden, FL 34787

Air conditioning | Garage parking | On-site laundry

4 beds

3 baths

$3,325

House for rent

Available Jul 13

8100 Summerlake Groves St #1 - Photo 1 of 1

3d ago

House for rent in Winter Garden

8100 Summerlake Groves Street - 1

8100 Summerlake Groves St #1, Winter Garden, FL 34787

3 beds

2.5 baths

$3,250

House for rent

Available Jun 1

13800 Golden Russet Dr - Photo 1 of 1

4d ago

Townhouse for rent in Winter Garden

13800 Golden Russet Dr, Winter Garden, FL 34787

Garage parking | Swimming pool | Storage

4 beds

2.5 baths

$2,450

House for rent

Available Jul 31

2031 Wintermere Pointe Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

2031 Wintermere Pointe Dr, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2 baths

$3,695

$3,450

Price drop

House for rent

4-bed Winter Garden house with saltwater pool

This 2,048 square-foot house in Winter Garden includes 4-bed, 2-bath split floor plan with saltwater pool on 0.31 acres. The gated community home features ceramic tile throughout main areas, oversized primary suite with soaking tub, and spacious outdoor living space. Minutes from Disney World, Winter Garden Village, and major highways.

1120 Lincoln Ter #B - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1120 Lincoln Ter #B, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Swimming pool

3 beds

3 baths

$2,800

Condo for rent

Available Jun 20

16461 Prairie School Dr - Photo 1 of 1
3D tour

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

16461 Prairie School Dr, Winter Garden, FL 34787

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

4 beds

2.5 baths

$3,000

$2,900

Price drop

House for rent

4-bed townhouse with pool & 10 min to Disney

Set in Winter Garden, FL, this 4-bed, 2.5-bath townhouse offers 1,768 sqft in the Hawksmoor community with resort-style amenities. The layout features a first-floor bedroom, granite kitchen with stainless appliances, and primary suite with tray ceiling upstairs. Community perks include a swimming pool, playground, walking trails, and 2-car garage, just 10 minutes from Disney with easy access to SR-429 and Turnpike.

1120 Lincoln Ter #A - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1 bed

1 bath

$1,200

Condo for rent

Available Jun 19

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Showing 1 - 50 of 164 results
Home > Apartments in Winter Garden
Updated: June 26, 2026

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Learn more about renting in Winter Garden, FL

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%.

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 2026 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.

Looking for apartments in Winter Garden, FL near you?

🔑Available apartment rentals290
💰Best rent deal1120 Lincoln Ter #A
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos