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Cheap Houses for Rent in Windermere, FL

25 rentals

5589 Remsen Cay Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

5589 Remsen Cay Ln, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,340

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
8145 Serenity Spring Dr #GE - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8145 Serenity Spring Dr #GE, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,400

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
12458 Langstaff Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

12458 Langstaff Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,450

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
In-Unit Laundry
Storage
14478 Bridgewater Crossings Blvd - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

14478 Bridgewater Crossings Blvd, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
11909 Cave Run Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

11909 Cave Run Ave

11909 Cave Run Ave, Windermere, FL 34786

Affordable | Storage | Outdoor space

4 beds

3.5 baths

$2,650

House for rent

Available May 16

7307 Penkridge Ln - Photo 1 of 1

8h ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7307 Penkridge Ln, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,900

$2,800

Price drop

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

$2,480

Winter Garden

8636 Powder Ridge Trl - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

8636 Powder Ridge Trl, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,900

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
12647 Arley Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

12647 Arley Dr, Windermere, FL 34786

Affordable | Carpet

4 beds

2.5 baths

$2,900

House for rent

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8320 Bryce Canyon Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

8320 Bryce Canyon Ave, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,950

House for rent

Top amenities
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
11507 Charnock Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

11507 Charnock Dr, Windermere, FL 34786

Affordable | Garage parking | On-site management

4 beds

2.5 baths

$2,950

House for rent

Available Mar 15

Top amenities
On-Site Management
Swimming Pool
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Find sweet deals near Windermere

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

$2,400

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$2,450

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$2,500

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$2,650

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12807 Cragside Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

12807 Cragside Ln, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,000

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
Swimming Pool
5019 Blue Major Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

5019 Blue Major Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,100

$3,000

Price drop

House for rent

Top amenities
Garage Parking
In-Unit Laundry
4835 Blue Major Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

4835 Blue Major Dr, Windermere, FL 34786

Affordable

4 beds

3 baths

$3,170

House for rent

6876 Merrick Landing Blvd - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

House for rent

7781 Snowberry Cir - Photo 1 of 1

5d+ ago

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7781 Snowberry Cir Orlando, FL 32819

7781 Snowberry Cir, Orlando, FL 32819

Affordable | Garage parking | Outdoor space

4 beds

2.5 baths

$3,230

House for rent

Available Feb 5

Top amenities
Garage Parking
7903 Saint Giles Pl #NA - Photo 1 of 1

22h ago

Cheap Metro West house for rent in Orlando

7903 Saint Giles Pl #NA, Orlando, FL 32835

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,290

House for rent

Available May 5

Top amenities
Assigned Parking
Dishwasher
Hardwood Floor
High Ceilings
In-Unit Laundry
Swimming Pool
6836 Trellis Vine Loop #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

6836 Trellis Vine Loop - N/A

6836 Trellis Vine Loop #NA, Windermere, FL 34786

Affordable

5 beds

3 baths

$3,300

House for rent

Available Nov 15

7841 Belvoir Dr - Photo 1 of 1

1d ago

Cheap Metro West house for rent in Orlando

Single Family Residence - ORLANDO, FL

7841 Belvoir Dr, Orlando, FL 32835

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,500

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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11450 Arborside Bend Way - Photo 1 of 1

2d ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

11450 Arborside Bend Way, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,800

House for rent

Top amenities
Ceiling Fan
High Ceilings
In-Unit Laundry
Swimming Pool
9088 Outlook Rock Trl - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

9088 Outlook Rock Trl, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

5 beds

4 baths

$3,950

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
12959 Westside Village Loop - Photo 1 of 1

2d ago

Cheap house for rent in Windermere

12959 Westside Village Loop, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

5 beds

4.5 baths

$4,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
14415 Crest Palm Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

14415 Crest Palm Ave, Windermere, FL 34786

Affordable | Dishwasher | Outdoor space

6 beds

3.5 baths

$4,475

House for rent

2273 Kettle Dr - Photo 1 of 1

3h ago

Cheap Metro West house for rent in Orlando

2273 Kettle Dr, Orlando, FL 32835

Affordable | In-unit laundry | Dishwasher

5 beds

4 baths

$4,495

House for rent

Top amenities
Hardwood Floor
In-Unit Laundry
On-Site Laundry
455 Winter Grove Blvd - Photo 1 of 1
New construction

3d ago

Cheap house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

455 Winter Grove Blvd, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

5 beds

3.5 baths

$5,800

House for rent

Top amenities
Dishwasher
In-Unit Laundry
7705 Apple Tree Cir - Photo 1 of 1

1d ago

Cheap house for rent in Orlando

Single Family Residence - ORLANDO, FL

7705 Apple Tree Cir, Orlando, FL 32819

Affordable | In-unit laundry | Garage parking

4 beds

5 baths

$8,500

House for rent

Top amenities
Ceiling Fan
Fireplace
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
Showing 1 - 25 of 25 results
Home > House Rentals in Windermere > Windermere Cheap Houses For Rent
Updated: April 11, 2026

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Discover cheap Windermere, FL houses for rent

🌇Available cheap house rentals25 houses
💰Best rent deal5589 Remsen Cay Ln
⭐Popular amenities, ,
🔌Utilities included
🏠With photos