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Cheap Houses for Rent in Windermere, FL

25 rentals

380 Eron Way #21 - Photo 1 of 1

2h ago

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Verified

$1,575 - 2 Bedroom 2 Bathroom Townhouse In Winter Garden, Walkable to Downtown

380 Eron Way #21, Winter Garden, FL 34787

Affordable | In-unit laundry | Assigned parking

2 beds

2 baths

$1,575

House for rent

Available Mar 1

Top amenities
Assigned Parking
In-Unit Laundry
8265 Maritime Flag St - Photo 1 of 1

2d ago

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Verified

8265 Maritime Flag St, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,050

House for rent

Top amenities
In-Unit Laundry
7351 Millstone St - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7351 Millstone St, Windermere, FL 34786

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
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 baths

$2,340

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
1760 Sparkling Water Cir - Photo 1 of 1

5d+ ago

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Verified

1760 Sparkling Water Cir, Ocoee, FL 34761

Affordable | On-site laundry | Garage parking

3 beds

2 baths

$2,465

$2,365

Price drop

House for rent

Available Mar 23

Top amenities
Ceiling Fan
Garage Parking
On-Site Laundry
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

$2,480

House for rent

Available Mar 20

Top amenities
High Ceilings

Nearby rental good for eco-living

Nearby rental good for pet owners

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 baths

$2,650

House for rent

Available May 16

8147 Wellsmere Cir - Photo 1 of 1

4d ago

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Verified

8147 Wellsmere Cir Orlando, FL 32835

8147 Wellsmere Cir, Orlando, FL 32835

Affordable | Garage parking | Outdoor space

4 beds

2 baths

$2,699

House for rent

Available Feb 24

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9005 Via Di Canti Dr #A - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

9005 Via Di Canti Dr - A

9005 Via Di Canti Dr #A, Windermere, FL 34786

Affordable

4 beds

3 baths

$2,700

House for rent

Available Feb 4

12337 Via Derna Pl - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

12337 Via Derna Pl, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,780

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
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Find sweet deals near Windermere

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

$2,300

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$2,650

Windermere

$2,700

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8128 Jailene Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

8128 Jailene Dr, Windermere, FL 34786

Affordable | Garage parking

4 beds

3 baths

$2,799

House for rent

5106 Sun Palm Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

5106 Sun Palm Dr, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

4 beds

2 baths

$2,800

House for rent

Top amenities
In-Unit Laundry
8320 Iron Mountain Trl - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

8320 Iron Mountain Trl, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

4 beds

2 baths

$2,887

House for rent

Top amenities
In-Unit Laundry
Microwave
Swimming Pool
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 baths

$2,900

House for rent

Top amenities
Ceiling Fan
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 baths

$2,900

House for rent

10710 Reams Rd - Photo 1 of 1

2d ago

Cheap house for rent in Windermere

10710 Reams Rd, Windermere, FL 34786

Affordable

4 beds

2 baths

$2,950

House for rent

11919 Sheltering Pine Dr - Photo 1 of 1

21h ago

Cheap house for rent in Orlando

11919 Sheltering Pine Dr, Orlando, FL 32836

Affordable

4 beds

3 baths

$2,990

House for rent

752 Citrus Cove Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Garden

752 Citrus Cove Dr, Winter Garden, FL 34787

Affordable | Dishwasher | Outdoor space

4 beds

3 baths

$2,995

House for rent

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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 baths

$2,999

House for rent

Available Mar 15

Top amenities
Carpet
Garage Parking
On-Site Management
Package Service
10733 Village Lake Road - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

10733 Village Lake Road, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,075

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
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

13154 Kegan St - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

13154 Kegan St, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

5 beds

4 baths

$3,500

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
12676 Salomon Cove Dr #1 - Photo 1 of 1

2d ago

Cheap house for rent in Windermere

12676 Salomon Cove Drive - 1

12676 Salomon Cove Dr #1, Windermere, FL 34786

Affordable

6 beds

4 baths

$4,100

$3,800

Price drop

House for rent

Available Jan 8

12821 Westside Village Loop - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

12821 Westside Village Loop, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

5 beds

3 baths

$3,800

House for rent

Top amenities
Dishwasher
Garage Parking
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 baths

$4,500

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Windermere > Windermere Cheap Houses For Rent
Updated: February 23, 2026

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Discover cheap Windermere, FL houses for rent

🌇Available cheap house rentals25 houses
💰Best rent deal380 Eron Way #21
⭐Popular amenities, ,
🔌Utilities included
🏠With photos