Skip to navigationSkip to main contentSkip to footer
Zumper

Cheap Houses for Rent in Windermere, FL

25 rentals

1413 Kirby St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1413 Kirby St, Ocoee, FL 34761

Affordable | Storage | Outdoor space

3 beds

2 baths

$1,925

$1,895

Price drop

House for rent

8168 Boat Hook Loop #305 - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

8168 Boat Hook Loop #305, Windermere, FL 34786

Affordable | Swimming pool

3 beds

2 baths

$2,100

House for rent

1317 S Park Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1317 S Park Ave, Winter Garden, FL 34787

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,100

House for rent

Available Nov 13

Top amenities
Ceiling Fan
1091 Wickerwood St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1091 Wickerwood St, Ocoee, FL 34761

Affordable | On-site laundry | Garage parking

3 beds

2 baths

$2,140

House for rent

Available Oct 22

Top amenities
Ceiling Fan
On-Site Laundry
Swimming Pool
215 1st Street - Photo 1 of 1

10h ago

Our team has verified this company

Verified

215 1st St Winter Garden, FL 34787

215 1st Street, Winter Garden, FL 34787

Affordable | Garage parking

3 beds

2 baths

$2,199

House for rent

Available Nov 27

2297 Blake Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2297 Blake Way, Ocoee, FL 34761

Affordable | On-site laundry | Garage parking

3 beds

2 baths

$2,240

House for rent

Available Dec 22

Top amenities
Ceiling Fan
Fireplace
On-Site Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

1409 Center St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1409 Center St, Ocoee, FL 34761

Affordable | On-site laundry | Garage parking

3 beds

2 baths

$2,430

$2,330

Price drop

House for rent

Available Sep 23

Top amenities
Ceiling Fan
Garage Parking
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
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
272 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

272 Regal Downs Cir, Winter Garden, FL 34787

Affordable | On-site laundry | Garage parking

4 beds

2 baths

$2,575

House for rent

Available Dec 22

Top amenities
On-Site 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 baths

$2,650

House for rent

Available May 16

Advertisement

Find sweet deals near Windermere

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

$2,650

Windermere

$2,700

Windermere

$2,700

Windermere

$2,900

Windermere

8500 Sugar Palm Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

8500 Sugar Palm Ct, Orlando, FL 32835

Affordable | In-unit laundry | Storage

4 beds

2 baths

$3,075

$2,680

Price drop

House for rent

Top amenities
In-Unit Laundry
On-Site Management
8623 Via Trieste Dr - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

8623 Via Trieste Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,700

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
7654 Fairgrove Ave - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

7654 Fairgrove Ave, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$2,700

House for rent

Top amenities
Air Conditioning
Garage Parking
In-Unit Laundry
Swimming Pool
744 Westcliffe Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

744 Westcliffe Dr, Winter Garden, FL 34787

Affordable | Garage parking | Hardwood floor

4 beds

2 baths

$2,885

$2,770

Price drop

House for rent

Available Dec 1

Top amenities
Ceiling Fan
Garage Parking
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

11842 Silverlake Park Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

11842 Silverlake Park Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,900

House for rent

Available Aug 22

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
14217 Bridgewater Crossings Blvd - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

14217 Bridgewater Crossings Blvd, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$3,000

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
1239 Juniper Hammock St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1239 Juniper Hammock St, Winter Garden, FL 34787

Affordable | On-site laundry | Garage parking

5 beds

4 baths

$3,190

$3,035

Price drop

House for rent

Available Oct 22

Top amenities
Garage Parking
On-Site Laundry
Advertisement
6251 Talaria Dr - Photo 1 of 1

1d ago

Cheap house for rent in Windermere

6251 Talaria Dr, Windermere, FL 34786

Affordable | Dishwasher | Swimming pool

4 beds

2 baths

$3,200

$3,100

Price drop

House for rent

6836 Trellis Vine Loop - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

6836 Trellis Vine Loop, Windermere, FL 34786

Affordable | On-site laundry | Hardwood floor

5 beds

3 baths

$3,300

House for rent

Available Nov 15

Top amenities
On-Site Laundry
6830 Trellis Vine Loop - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

6830 Trellis Vine Loop, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

5 beds

4 baths

$3,475

$3,350

Price drop

House for rent

Top amenities
In-Unit Laundry
6776 Trellis Vine Loop - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

6776 Trellis Vine Loop, Windermere, FL 34786

Affordable | In-unit laundry | Dishwasher

5 beds

4 baths

$3,500

House for rent

Top amenities
In-Unit Laundry
2543 Balforn Tower Way #NA - Photo 1 of 1

1h ago

Our team has verified this company

Verified

$3,500 - 4 Bedroom 2 Bathroom Waterfront Home In Stoneybrook West, Winter Garden With Great Amenities

2543 Balforn Tower Way #NA, Winter Garden, FL 34787

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,500

House for rent

Available Dec 1

Top amenities
Assigned Parking
Fitness Center
Garage Parking
In-Unit Laundry
Swimming Pool
12676 Salomon Cove Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

Single Family Residence - WINDERMERE, FL

12676 Salomon Cove Dr, Windermere, FL 34786

Affordable | In-unit laundry | Garage parking

6 beds

4 baths

$4,150

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Storage
14409 Crest Palm Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Windermere

14409 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: November 19, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Windermere, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Discover cheap Windermere, FL houses for rent

🌇Available cheap house rentals25 houses
💰Best rent deal1413 Kirby St
⭐Popular amenities, ,
🏠With photos