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Cheap Houses for Rent in Winter Garden, FL

65 rentals

14843 Astrolyn St - Photo 1 of 1
3D tour

5d+ ago

Cheap house for rent in Winter Garden

14843 Astrolyn St, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,850

House for rent

Available Dec 12

Top amenities
Garage Parking
In-Unit Laundry
On-Site Management
224 W Cypress St #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

$1,900 - 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

$1,900

House for rent

Available Feb 1

Top amenities
Air Conditioning
Assigned Parking
Central Heat
In-Unit Laundry
1512 Scarlet Oak Loop #73B - Photo 1 of 1

5d+ ago

Cheap Tucker Oaks townhouse for rent in Winter Garden

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

Affordable | Garage parking | Storage

3 beds

2 baths

$2,099

House for rent

Available Jan 30

Top amenities
Carpet
On-Site Management
Storage
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
1500 Broken Oak Dr #25B - Photo 1 of 1

5d+ ago

Cheap Tucker Oaks townhouse for rent in Winter Garden

Condominium - WINTER GARDEN, FL

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

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,150

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
Swimming Pool
1632 Scarlet Oak Loop #C - Photo 1 of 1

5d+ ago

Cheap Tucker Oaks townhouse for rent in Winter Garden

3 Bedroom 2.5 Bathroom Townhouse In Winter Garden GATED COMMUNITY

1632 Scarlet Oak Loop #C, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,200

House for rent

Available Apr 1

Top amenities
Carpet
In-Unit Laundry
On-Site Laundry
Swimming Pool

Nearby rental good for eco-living

Nearby rental good for pet owners

1683 Christopher St - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1683 Christopher St, Winter Garden, FL 34787

Affordable | On-site laundry | On-site management

3 beds

2 baths

$2,255

House for rent

Available Apr 14

Top amenities
On-Site Laundry
On-Site Management
321 321 Winter Nellis Cir - Winter Nellis - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

321 321 Winter Nellis Cir - Winter Nellis, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,295

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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399 Winter Nellis Cir - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

399 Winter Nellis Cir, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,300

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
On-Site Laundry
Storage
1500 Broken Oak Dr - Photo 1 of 1

5d+ ago

Cheap Tucker Oaks townhouse for rent in Winter Garden

3 BR, 3 BA in Winter Garden

1500 Broken Oak Dr, Winter Garden, FL 34787

Affordable | Outdoor space

3 beds

3 baths

$2,300

House for rent

Available Dec 2

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Find sweet deals in Winter Garden

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

$2,100

1009 Westside Dr

$2,255

1683 Christopher St

$2,295

321 321 Winter Nellis Cir - Winter Nellis

$2,300

399 Winter Nellis Cir

1646 Scarlet Oak Loop #58C - Photo 1 of 1

5d+ ago

Cheap Tucker Oaks townhouse for rent in Winter Garden

Condominium - WINTER GARDEN, FL

1646 Scarlet Oak Loop #58C, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,320

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
16652 Rialto Dr - Photo 1 of 1

5d+ 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

$2,350

House for rent

Available May 1

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
Swimming Pool
399 Winter Nellis Cir #399 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

3 BR, 3 BA in Winter Garden

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

Affordable | On-site laundry | Walk-in closets

3 beds

3 baths

$2,400

House for rent

Available Jan 1

Top amenities
On-Site Laundry
924 Woodson Hammock Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

924 Woodson Hammock Cir Winter Garden, FL 34787

924 Woodson Hammock Cir, Winter Garden, FL 34787

Affordable | Garage parking

5 beds

2 baths

$2,415

House for rent

Available Dec 11

457 Regal Downs Cir - Photo 1 of 1

5d+ 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

$2,575

$2,420

Price drop

House for rent

Available Mar 16

Top amenities
High Ceilings
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 baths

$2,450

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Laundry
1738 Sherbourne St - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1738 Sherbourne St, Winter Garden, FL 34787

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,465

House for rent

Available Apr 20

1339 Daniels Cove Drive - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

1339 Daniels Cove Drive, Winter Garden, FL 34787

Affordable | Outdoor space | Swimming pool

3 beds

2 baths

$2,495

House for rent

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461 Daniels Pointe Dr #NA - Photo 1 of 1

4d ago

Cheap house for rent in Winter Garden

$2,500 - 3 Bedroom 2 Bathroom House In Winter Garden With Great Amenities $2,500 - 3 Bedroom 2 Bathroom House In Winter Garden With Great Amenities

461 Daniels Pointe Dr #NA, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

House for rent

Available Apr 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
In-Unit Laundry
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 baths

$2,500

House for rent

Top amenities
Garage Parking
In-Unit Laundry
15470 Honeybell Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15470 Honeybell Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,500

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
149 Roper Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

149 Roper Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

House for rent

Top amenities
Dishwasher
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 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
15114 Stuttgart Aly - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

15114 Stuttgart Aly, Winter Garden, FL 34787

Affordable | Garage parking | On-site management

4 beds

2 baths

$2,575

House for rent

Available Jan 2

Top amenities
Fitness Center
Garage Parking
On-Site Management
Swimming Pool
418 Charles St #1 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

418 Charles St #1, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

3 baths

$2,600

House for rent

Available Jan 20

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
Package Service
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

$2,600

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Package Service
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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
6725 Marmalade Aly - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

6725 Marmalade Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,700

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
On-Site Laundry
Winter Springs Boulevard - 1 #1 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

15797 Water Spring Blvd - 1

Winter Springs Boulevard - 1 #1, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$2,800

House for rent

Available Feb 1

Top amenities
Air Conditioning
Carpet
Central Heat
Dishwasher
In-Unit Laundry
Microwave
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 baths

$2,800

House for rent

Top amenities
In-Unit Laundry
17136 Salty Dog Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17136 Salty Dog Rd, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,850

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
16430 Tangerine Mesa Dr #16430 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

4 BR, 3 BA in Hamlin

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

Affordable | Outdoor space

4 beds

3 baths

$2,850

House for rent

Available Jan 18

11168 Hanlon Terrace Aly - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

11168 Hanlon Terrace Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,850

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
11043 Bookmark Ln - Photo 1 of 1

2d 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 baths

$2,900

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
Advertisement
11187 Hanlon Terrace Aly - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

11187 Hanlon Terrace Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,900

House for rent

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

5d+ ago

Cheap house for rent in Winter Garden

15192 Chapter Way, Winter Garden, FL 34787

Affordable

4 beds

3 baths

$2,949

House for rent

6542 Breeze Filled Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6542 Breeze Filled Ln Winter Garden, FL 34787

6542 Breeze Filled Ln, Winter Garden, FL 34787

Affordable | Garage parking

4 beds

2 baths

$2,949

House for rent

Available Jan 15

16234 Merry Aly #1 - Photo 1 of 1
New construction

5d+ ago

Cheap townhouse for rent in Winter Garden

16234 MERRY ALY - 1

16234 Merry Aly #1, Winter Garden, FL 34787

Affordable

4 beds

2 baths

$2,950

House for rent

Available Mar 3

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 baths

$2,950

House for rent

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 baths

$2,950

House for rent

Top amenities
Hardwood Floor
9743 Amber Chestnut Way - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

9743 Amber Chestnut Way, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$2,980

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Fitness Center
In-Unit Laundry
14019 Snowy Owl Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14019 Snowy Owl Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,990

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Advertisement
5014 Railroad Vine Aly - Photo 1 of 1
New construction

5d+ ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5014 Railroad Vine Aly, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
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
15530 Honeybell Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Garden

15530 Honeybell Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Dishwasher

4 beds

3 baths

$3,100

House for rent

Top amenities
In-Unit Laundry
207 Black Springs Ln - Photo 1 of 1

4d ago

Cheap house for rent in Winter Garden

207 Black Springs Lane - -

207 Black Springs Ln, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,149

House for rent

Available Mar 29

Top amenities
Carpet
Ceiling Fan
Central Heat
Dishwasher
In-Unit Laundry
Microwave
4851 Lacewing Dr - Photo 1 of 1

2d ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

4851 Lacewing Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,150

House for rent

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

5d+ 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 baths

$3,150

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
9129 Pinch Shot Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

9129 Pinch Shot Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

3 baths

$3,150

House for rent

Top amenities
In-Unit Laundry
16719 Harper Cove Dr - Photo 1 of 1

4h ago

Cheap house for rent in Winter Garden

16719 Harper Cove Dr, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,200

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
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Updated: March 9, 2026

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Pet friendly houses in Winter Garden, FL38 rentals

38 rentals

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Discover cheap Winter Garden, FL houses for rent

🌇Available cheap house rentals65 houses
💰Best rent deal14843 Astrolyn St
⭐Popular amenities, ,
🔌Utilities included
🏠With photos