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Cheap Houses for Rent in Winter Park, FL

25 rentals

515 Beechwood Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

515 Beechwood Ave, Altamonte Springs, FL 32714

Affordable | Outdoor space | Balcony

2 beds

2 baths

$2,450

$1,785

Price drop

House for rent

Available Mar 20

Top amenities
Ceiling Fan
2553 Galliano Cir - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

2553 Galliano Cir, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
Storage
10945 Tangora St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

10945 Tangora St, Union Park, FL 32825

Affordable | Garage parking | Outdoor space

4 beds

2 baths

$2,080

House for rent

Available Mar 23

8639 Foley Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

8639 Foley Dr, Orlando, FL 32825

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,175

$2,095

Price drop

House for rent

Available Mar 23

Top amenities
High Ceilings
2684 Galliano Cir - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

3 bed 2.5 bath Townhome w 1 car garage

2684 Galliano Cir, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,200

House for rent

Top amenities
Dishwasher
In-Unit Laundry
1931 Carrigan Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1931 Carrigan Ave, Winter Park, FL 32792

Affordable | Dishwasher | Central heat

3 beds

2 baths

$2,200

House for rent

Top amenities
Oven

Nearby rental good for eco-living

Nearby rental good for pet owners

2630 Delcrest Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2630 Delcrest Dr, Orlando, FL 32817

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,220

House for rent

Available Mar 30

Top amenities
Garage Parking
1148 Park Green Pl - Photo 1 of 1

3d ago

Cheap house for rent in Winter Park

1148 Park Green Pl, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,250

House for rent

Top amenities
In-Unit Laundry
Microwave
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670 Hibiscus Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

670 Hibiscus Rd, Casselberry, FL 32707

Affordable | On-site laundry | Outdoor space

3 beds

1 bath

$2,385

$2,255

Price drop

House for rent

Available Feb 11

Top amenities
On-Site Laundry
541 N Capen Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

3 BR / 2 BA Home In Winter Park

541 N Capen Ave, Winter Park, FL 32789

Affordable | On-site laundry | Outdoor space

3 beds

2 baths

$2,295

House for rent

Available Jun 11

Top amenities
On-Site Laundry
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Find sweet deals near Winter Park

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

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2224 King Richards Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2224 King Richards Ct, Winter Park, FL 32792

Affordable | On-site laundry | On-site management

3 beds

2 baths

$2,680

$2,350

Price drop

House for rent

Available Feb 18

Top amenities
On-Site Laundry
On-Site Management
1005 Bradford Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1005 Bradford Dr, Winter Park, FL 32792

Affordable | Garage parking | Dishwasher

3 beds

2 baths

$2,350

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
Oven
2619 Ambergate Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

2619 Ambergate Rd, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

1 bath

$2,350

House for rent

3363 Hamlet Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3363 Hamlet Loop, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$3,440

$2,355

Price drop

House for rent

Available Mar 23

Top amenities
Ceiling Fan
Garage Parking
9124 Palos Verde Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

9124 Palos Verde Dr, Orlando, FL 32825

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,355

House for rent

Available Apr 6

4511 Wyndcliff Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4511 Wyndcliff Cir, Orlando, FL 32817

Affordable | Garage parking | Hardwood floor

3 beds

2 baths

$2,380

House for rent

Available Mar 16

Top amenities
Ceiling Fan
11354 Pinewood Cove Ln - Photo 1 of 1

3d ago

Our team has verified this company

Verified

11354 Pinewood Cove Ln, Orlando, FL 32817

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,380

House for rent

Available Feb 24

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
7741 Wicklow Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

7741 Wicklow Cir, Orlando, FL 32817

Affordable | Garage parking | Walk-in closets

3 beds

2 baths

$3,470

$2,445

Price drop

House for rent

Available Mar 25

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1304 Sterling Oaks Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1304 Sterling Oaks Dr, Casselberry, FL 32707

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,485

House for rent

Available Apr 13

Top amenities
Garage Parking
4253 Cloverleaf Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4253 Cloverleaf Pl, Casselberry, FL 32707

Affordable | Garage parking | Hardwood floor

3 beds

2 baths

$2,515

House for rent

Available Feb 24

Top amenities
Ceiling Fan
Hardwood Floor
1891 Aster Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1891 Aster Dr, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$3,530

$2,570

Price drop

House for rent

Available Apr 13

Top amenities
Ceiling Fan
322 Fieldstream West Blvd - Photo 1 of 1

18h ago

Our team has verified this company

Verified

322 Fieldstream West Blvd

322 Fieldstream West Blvd, Alafaya, FL 32825

Affordable | On-site laundry | Garage parking

3 beds

2 baths

$2,585

House for rent

Available Mar 9

Top amenities
Garage Parking
On-Site Laundry
4014 Heatherington Rd - Photo 1 of 1

5d+ ago

Cheap Princeton - Silverstar house for rent in Orlando

4014 Heatherington Rd, Orlando, FL 32808

Affordable | Dishwasher | Microwave

4 beds

3 baths

$2,895

House for rent

2431 E. Pine St. - Photo 1 of 1

4d ago

8.6

Very good

2431 E. Pine St.

2431 E Pine St, Orlando, FL 32803

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,895

House for rent

Top amenities
Garage Parking
In-Unit Laundry
7993 Pleasant Pine Cir - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

SPACIOUS Two Story Beautiful 5/4 Home in The Enclave At Aloma!

7993 Pleasant Pine Cir, Winter Park, FL 32792

Affordable | Garage parking | Storage

5 beds

4 baths

$3,800

House for rent

Top amenities
Carpet
Ceiling Fan
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Cheap Houses For Rent
Updated: March 1, 2026

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Discover cheap Winter Park, FL houses for rent

🌇Available cheap house rentals25 houses
💰Best rent deal515 Beechwood Ave
⭐Popular amenities, ,
🔌Utilities included
🏠With photos