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Cheap Houses for Rent in Winter Garden, FL

67 rentals

224 W Cypress St #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

$1,875 - 3 Bedroom 2 Bathroom House In Near Down Town Winter Garden

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

Affordable | In-unit laundry | Assigned parking

3 beds

2 baths

$1,875

House for rent

Available Apr 1

Top amenities
Air Conditioning
Assigned Parking
Central Heat
In-Unit Laundry
16652 Rialto Dr - Photo 1 of 1

1d ago

Cheap house for rent in Winter Garden

Resort style living close to area attractions

16652 Rialto Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,000

House for rent

Available May 1

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
Swimming Pool
1009 Westside Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1009 Westside Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,100

House for rent

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
15002 Windflower Aly - Photo 1 of 1
New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15002 Windflower Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,350

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Laundry
326 Daniels Pointe Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

326 Daniels Pointe Dr, Winter Garden, FL 34787

Affordable | Garage parking | Deck

3 beds

2 baths

$2,380

House for rent

Available Mar 24

457 Regal Downs Cir - Photo 1 of 1

2d ago

Our team has verified this company

Verified

457 Regal Downs Cir, Winter Garden, FL 34787

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,495

$2,385

Price drop

House for rent

Available Mar 9

Top amenities
High Ceilings

Nearby rental good for eco-living

Nearby rental good for pet owners

$2,400

Prosperity Dr

Prosperity Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Prosperity Dr, Winter Garden, FL 34787

Affordable | Walk-in closets

3 beds

2.5 baths

$2,400

House for rent

Available Mar 26

2040 Portcastle Cir - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

4 BR / 2.5 BA Home In Stone Creek

2040 Portcastle Cir, Winter Garden, FL 34787

Affordable

4 beds

2.5 baths

$2,495

House for rent

Available May 29

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418 Charles St - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

418 Charles St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

3 baths

$2,500

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Storage
12664 Charmed Dr - Photo 1 of 1
New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

12664 Charmed Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Top amenities
Carpet
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
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Find sweet deals in Winter Garden

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,000

16652 Rialto Dr

$2,100

1009 Westside Dr

$2,350

15002 Windflower Aly

$2,380

326 Daniels Pointe Dr

1331 Daniels Cove Dr #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

$2,525 - 4 Bedroom 2 Bathroom House In Winter Garden With Great Amenities

1331 Daniels Cove Dr #NA, Winter Garden, FL 34787

Affordable | Garage parking | Dishwasher

4 beds

2 baths

$2,500

House for rent

Available Aug 1

Top amenities
Air Conditioning
Central Heat
Dishwasher
Wheelchair Accessible
216 Jean St - Photo 1 of 1
3D tour

5d+ ago

Cheap Courtlea Oaks house for rent in Winter Garden

Residential, Other - Winter Garden, FL

216 Jean St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Top amenities
Garage Parking
In-Unit Laundry
11007 Bookmark Ln - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

11007 Bookmark Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
1738 Sherbourne St - Photo 1 of 1

17h ago

Our team has verified this company

Verified

1738 Sherbourne St, Winter Garden, FL 34787

Affordable | Garage parking | Outdoor space

3 beds

2.5 baths

$2,525

House for rent

Available Apr 3

Top amenities
High Ceilings
14971 Apollo Bond Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

14971 Apollo Bond Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,550

House for rent

Top amenities
Fitness Center
Garage Parking
In-Unit Laundry
9133 Mellow Coral St - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

9133 Mellow Coral St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,550

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
11019 Bookmark Lane - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

11019 Bookmark Lane, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,550

House for rent

Top amenities
In-Unit Laundry
1838 Portcastle Circle - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

House for rent

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16348 Prairie School Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

16348 Prairie School Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,560

House for rent

Top amenities
Concierge Service
Garage Parking
In-Unit Laundry
Package Service
Storage
8019 Jeremy Joseph Aly - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

House for rent

12032 Holystone St - Photo 1 of 1

6h ago

Cheap townhouse for rent in Winter Garden

12032 Holystone St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
15555 Honeybell Dr #1 - Photo 1 of 1

2d ago

Cheap townhouse for rent in Winter Garden

15555 Honeybell Dr - 1

15555 Honeybell Dr #1, Winter Garden, FL 34787

Affordable

3 beds

2.5 baths

$2,600

House for rent

Available May 31

10042 Salt Point Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

10042 Salt Point Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
10070 Tawny Meadow Aly - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

10070 Tawny Meadow Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,700

$2,600

Price drop

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
15915 Marina Bay Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15915 Marina Bay Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,700

$2,600

Price drop

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
14899 Apollo Bond Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

14899 Apollo Bond Dr, Winter Garden, FL 34787

Affordable | Outdoor space | Swimming pool

3 beds

2.5 baths

$2,600

House for rent

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11032 Great Rock St - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

11032 Great Rock St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Carpet
Fitness Center
Garage Parking
In-Unit Laundry
13519 Sagestone Dr - Photo 1 of 1
New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13519 Sagestone Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
6424 Tabebuia Pkwy - Photo 1 of 1
New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

6424 Tabebuia Pkwy, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Carpet
In-Unit Laundry
13127 Bounty Ave - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

13127 Bounty Ave, Winter Garden, FL 34787

Affordable | Outdoor space | Swimming pool

3 beds

2.5 baths

$2,600

House for rent

15467 Sugar Citrus Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15467 Sugar Citrus Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,700

House for rent

Top amenities
In-Unit Laundry
12133 Bracco St - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

12133 Bracco St, Winter Garden, FL 34787

Affordable | Garage parking | On-site management

4 beds

2.5 baths

$2,750

House for rent

Available Apr 8

Top amenities
On-Site Management
Package Service
750 Home Grove Dr #1 - Photo 1 of 1

1d ago

Cheap house for rent in Winter Garden

750 Home Grove Dr #1, Winter Garden, FL 34787

Affordable

4 beds

2 baths

$2,800

House for rent

Available May 1

11114 Folklore St - Photo 1 of 1

3d ago

Cheap house for rent in Winter Garden

11114 Folklore St, Winter Garden, FL 34787

Affordable

4 beds

3 baths

$2,800

House for rent

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11055 Folklore Street - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

11055 Folklore Street, Winter Garden, FL 34787

Affordable | In-unit laundry | Outdoor space

4 beds

3.5 baths

$2,800

House for rent

Top amenities
In-Unit Laundry
15192 Chapter Way - Photo 1 of 1

3d ago

Cheap house for rent in Winter Garden

15192 Chapter Way, Winter Garden, FL 34787

Affordable

4 beds

3.5 baths

$2,850

House for rent

13029 Inkwell Aly #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

13029 Inkwell Alley - N/A

13029 Inkwell Aly #NA, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3.5 baths

$2,850

House for rent

Available Apr 9

Top amenities
Carpet
Central Heat
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
6225 Sunny Time Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6225 Sunny Time Avenue Winter Garden, FL 34787

6225 Sunny Time Avenue, Winter Garden, FL 34787

Affordable | Garage parking

4 beds

2.5 baths

$2,895

House for rent

Available Mar 20

15530 Honeybell Dr - Photo 1 of 1

16h ago

Cheap townhouse for rent in Winter Garden

15530 Honeybell Dr, Winter Garden, FL 34787

Affordable | Dishwasher

4 beds

3.5 baths

$2,900

House for rent

11043 Bookmark Ln - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

11043 Bookmark Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,900

House for rent

Top amenities
Carpet
Dishwasher
Fitness Center
In-Unit Laundry
14387 Braemar St - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

14387 Braemar St, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

4 beds

2.5 baths

$2,950

House for rent

Top amenities
Dishwasher
In-Unit Laundry
6204 Sunset Isle Drive - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

6204 Sunset Isle Drive, Winter Garden, FL 34787

Affordable | Outdoor space | Swimming pool

4 beds

3.5 baths

$2,950

House for rent

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5923 Cypress Hill Road - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

5923 Cypress Hill Road, Winter Garden, FL 34787

Affordable | Hardwood floor | Outdoor space

4 beds

2.5 baths

$2,950

House for rent

Top amenities
Hardwood Floor
17049 Seville Orange Rd - Photo 1 of 1
New construction

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17049 Seville Orange Rd, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,400

$2,995

Price drop

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Management
12572 Westhaven Oak Dr - Photo 1 of 1
New construction

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

12572 Westhaven Oak Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
15058 Grove Lake Dr - Photo 1 of 1
New construction

6h ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15058 Grove Lake Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3.5 baths

$3,050

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
1231 Running Oak Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1231 Running Oak Ln Winter Garden, FL 34787

1231 Running Oak Ln, Winter Garden, FL 34787

Affordable | Garage parking | Walk-in closets

4 beds

2 baths

$3,075

House for rent

Available Apr 23

456 Silverdale Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

456 Silverdale Ave, Winter Garden, FL 34787

Affordable | Garage parking | Carpet

4 beds

2 baths

$3,100

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
10247 Love Story St - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

10247 Love Story St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3.5 baths

$3,100

House for rent

Top amenities
Carpet
Ceiling Fan
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
15494 Murcott Blossom Blvd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

House for rent

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Updated: April 23, 2026

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Pet friendly houses in Winter Garden, FL27 rentals

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Discover cheap Winter Garden, FL houses for rent

🌇Available cheap house rentals67 houses
💰Best rent deal224 W Cypress St #NA
⭐Popular amenities, ,
🔌Utilities included
🏠With photos