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Cheap Houses for Rent in Windermere, FL

26 rentals available

8265 Maritime Flag St ##121 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

8265 Maritime Flag St, 121

8265 Maritime Flag St ##121, Windermere, FL 34786

Affordable | In-unit laundry | Outdoor space

3 beds

2.5 baths

$2,300

House for rent

Top amenities
Controlled Access
In-Unit 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

2.5 baths

$2,340

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
8253 Maritime Flag St #109 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8253 Maritime Flag St #109, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

3 beds

2.5 baths

$2,390

House for rent

Top amenities
Carpet
In-Unit Laundry
13306 Abuela Aly - Photo 1 of 1

4d ago

Cheap townhouse for rent in Windermere

13306 Abuela Aly, Windermere, FL 34786

Affordable

3 beds

2.5 baths

$2,399

House for rent

7355 Millstone St - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

7355 Millstone St

7355 Millstone St, Windermere, FL 34786

Affordable | In-unit laundry | On-site management

3 beds

2.5 baths

$2,450

House for rent

Top amenities
In-Unit Laundry
On-Site Management
8658 Brookvale Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8658 Brookvale Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,450

House for rent

Top amenities
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool

Nearby rental good for eco-living

Nearby rental good for pet owners

12982 Kegan St - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

12982 Kegan St, Windermere, FL 34786

Affordable | Hardwood floor | Outdoor space

3 beds

2.5 baths

$2,495

House for rent

7727 Fairgrove Ave - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

7727 Fairgrove Ave, Windermere, FL 34786

Affordable

3 beds

2.5 baths

$2,500

House for rent

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WP-12937 #12937 - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

WP-12937 #12937, Windermere, FL 34786

Affordable

3 beds

2.5 baths

$2,500

House for rent

8838 Abbotsbury Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

8838 Abbotsbury Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,800

$2,600

Price drop

House for rent

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

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

$2,300

8265 Maritime Flag St ##121

$2,390

8253 Maritime Flag St #109

$2,399

13306 Abuela Aly

$2,450

7355 Millstone St

7324 Ella Ln - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7324 Ella Ln, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
12702 Salomon Cove Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

12702 Salomon Cove Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,600

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
5513 Somersby Rd - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

5513 Somersby Rd, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,600

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
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

8642 Powder Ridge Trl - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8642 Powder Ridge Trl, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$2,850

House for rent

Top amenities
Garage Parking
In-Unit 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

12113 Via Caselli Ln - Photo 1 of 1

15h ago

Cheap townhouse for rent in Windermere

12113 Via Caselli Ln, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,000

House for rent

Top amenities
Carpet
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
14423 Bluebird Park Rd - Photo 1 of 1

3d ago

Cheap townhouse for rent in Windermere

14423 Bluebird Park Rd, Windermere, FL 34786

Affordable | Dishwasher | Outdoor space

4 beds

3.5 baths

$3,000

House for rent

Top amenities
Dishwasher
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4824 River Gem Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

4824 River Gem Ave, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

4 beds

2.5 baths

$3,100

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Swimming Pool
7329 Auburnwood Ln - Photo 1 of 1

4d ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

7329 Auburnwood Ln, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$3,200

House for rent

Top amenities
In-Unit Laundry
11531 Charnock Dr - Photo 1 of 1

10h ago

Cheap house for rent in Windermere

11531 Charnock Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2.5 baths

$3,300

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
Storage
7844 Brofield Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

7844 Brofield Ave, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3.5 baths

$3,400

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Laundry
5457 Gemgold Ct - Photo 1 of 1

5d+ ago

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5457 Gemgold Ct, Windermere, FL 34786

Affordable | On-site laundry | On-site management

4 beds

2.5 baths

$3,430

House for rent

Available Jul 24

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
10733 Village Lake Rd - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

10733 Village Lake Rd, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3.5 baths

$3,475

House for rent

Top amenities
Concierge Service
Garage Parking
In-Unit Laundry
On-Site Laundry
Package Service
11355 Arborside Bend Way - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

11355 Arborside Bend Way, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Residents Lounge
Storage
12748 Bideford Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

12748 Bideford Ave

12748 Bideford Ave, Windermere, FL 34786

Affordable | Air conditioning | Outdoor space

5 beds

3 baths

$3,800

House for rent

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Home > House Rentals in Windermere > Windermere Cheap Houses For Rent
Updated: June 20, 2026

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Pet friendly houses in Windermere, FL18 rentals

18 rentals

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Discover houses for rent in Windermere, FL

🌇Available cheap house rentals26 houses
💰Best rent deal8265 Maritime Flag St ##121
⭐Popular amenities, ,
🔌Utilities included
🏠With photos