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Cheap Apartments for Rent in Winter Haven, FL

112 rentals available

64 Stebbins Dr #64 - Photo 1 of 1

23h ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - Winter Haven, FL

64 Stebbins Dr #64, Winter Haven, FL 33884

Affordable

2 beds

2 baths

$875

House for rent

2407 6th St NE - Photo 1 of 1

5d+ ago

7.7

Very good

2407 6th St NE

2407 6th St Ne, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,050

Apartment for rent

3039 Saint Paul Dr - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Haven

3039 Saint Paul Dr, Winter Haven, FL 33880

Affordable | In-unit laundry | High ceilings

2 beds

1 bath

$1,095

Condo for rent

Available May 29

Top amenities
In-Unit Laundry
On-Site Laundry
Package Service
Kimberly Cove - Photo 1 of 1

5d+ ago

8.6

Very good

Kimberly Cove

Avenue G Nw, Winter Haven, FL 33881

Affordable | In-unit laundry

2 beds

1 bath

$1,099

Apartment for rent

Top amenities
In-Unit Laundry
136 Avenue C Ne - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

136 Avenue C Ne, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,099

Apartment for rent

1484 32nd St Nw - Photo 1 of 1

1d ago

Cheap house for rent in Winter Haven

1484 32nd St Nw, Winter Haven, FL 33881

Affordable | Outdoor space

2 beds

1 bath

$1,100

House for rent

Nearby rental good for eco-living

Nearby rental good for pet owners

521 20th St Sw #C - Photo 1 of 1

2d ago

Cheap apartment for rent in Winter Haven

20th Street Southwest 521 - C

521 20th St Sw #C, Winter Haven, FL 33880

Affordable | Dishwasher

2 beds

1 bath

$1,100

Apartment for rent

Available Jun 2

The Arbours at Garden Grove - Photo 1 of 1

5d+ ago

8.4

Very good

The Arbours at Garden Grove

4900 Cypress Gardens Rd, Winter Haven, FL 33884

Affordable | In-unit laundry | Garage parking

1–3 beds

1–2 baths

$1,100–$1,825

Apartment for rent

Top amenities
Business Center
Carpet
Central Heat
Fitness Center
Garage Parking
Swimming Pool
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5d+ ago

Cheap apartment for rent in Winter Haven

APARTMENT - WINTER HAVEN, FL

140 Avenue W Nw #3, Winter Haven, FL 33881

Affordable | Walk-in closets | Ceiling fan

2 beds

1 bath

$1,100

Apartment for rent

3062 Saint Paul Dr - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Spacious 2 Bed, 1 Bath Apartment with Essential Conveniences | Pet Friendly | Available Now!

3062 Saint Paul Dr, Winter Haven, FL 33880

Affordable | On-site laundry | On-site management

2 beds

1 bath

$1,145

Apartment for rent

Top amenities
On-Site Laundry
On-Site Management
Package Service
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Find sweet deals in Winter Haven

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

$997–$1,515

200 Avenue K Se

$1,050

2407 6th St Ne

$1,095

3039 Saint Paul Dr

$1,099

136 Avenue C Ne

Rent special

3d ago

7.8

Very good

Country Place Apartment Homes

3950 Country Pl, Winter Haven, FL 33880

Affordable

2–3 beds

1–3 baths

$1,150–$1,275

Apartment for rent

5d+ ago

Cheap apartment for rent in Winter Haven

514 Avenue C Ne #4, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,150

Apartment for rent

3076 Saint Paul Dr - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Affordable 2 Bedroom / 1 Bathroom Home for Rent - Winter Haven, FL

3076 Saint Paul Dr, Winter Haven, FL 33880

Affordable | On-site management | High ceilings

2 beds

1 bath

$1,159

Apartment for rent

Available Jul 11

Top amenities
On-Site Management
235 Palmetto Ave Nw - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

235 Palmetto Ave NW

235 Palmetto Ave Nw, Winter Haven, FL 33881

Affordable | Air conditioning

2 beds

1.5 baths

$1,195

Apartment for rent

1802 3rd Ct SE - Photo 1 of 1

5d+ ago

7.8

Very good

1802 3rd Ct SE

1802 3rd Ct Se, Winter Haven, FL 33880

Affordable

2 beds

1 bath

$1,205

Apartment for rent

2366 Lake Dr Nw - Photo 1 of 1

4d ago

Cheap house for rent in Winter Haven

2366 Lake Dr Nw, Winter Haven, FL 33881

Affordable | Garage parking | Dishwasher

2 beds

2 baths

$1,250

House for rent

Available Jun 11

163 Avenue A SE - Photo 1 of 1

5d+ ago

7.7

Very good

163 Avenue A SE

163 Avenue A Se, Winter Haven, FL 33880

Affordable

2 beds

1 bath

$1,250

Apartment for rent

2371 Edwin St Ne - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

2371 Edwin St Ne, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,250

House for rent

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168 Rebecca Dr Ne - Photo 1 of 1

5d+ ago

Cheap Lake Buckeye Estates house for rent in Winter Haven

168 Rebecca Dr Ne, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,250

House for rent

513 Avenue J SE - Photo 1 of 1

5d+ ago

7.7

Very good

513 Avenue J SE

513 Avenue J Se, Winter Haven, FL 33880

Affordable

2 beds

1 bath

$1,269

Apartment for rent

3d ago

Cheap apartment for rent in Winter Haven

231 Palmetto Ave Nw #231, Winter Haven, FL 33881

Affordable | On-site laundry

2 beds

1.5 baths

$1,275

Apartment for rent

Available Aug 1

Top amenities
On-Site Laundry
3823 Avenue J Nw - Photo 1 of 1
3D tour

5d+ ago

Cheap house for rent in Winter Haven

Charming 3-Bedroom Home in Winter Haven, FL

3823 Avenue J Nw, Winter Haven, FL 33881

Affordable | Storage | On-site management

3 beds

1 bath

$1,575

$1,495

Price drop

House for rent

Top amenities
On-Site Management
125 Pine Island Dr - Photo 1 of 1

4d ago

Cheap house for rent in Winter Haven

125 Pine Island Dr, Winter Haven, FL 33881

Affordable | On-site management | Air conditioning

4 beds

2 baths

$1,675

$1,575

Price drop

House for rent

Top amenities
On-Site Management
876 Crestwood Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

876 Crestwood Dr, Winter Haven, FL 33881

Affordable

3 beds

1 bath

$1,595

House for rent

The 701 Luxury Apartments - Photo 1 of 1

10h ago

8.3

Very good

The 701 Luxury Apartments

701 Bates Ave Sw, Winter Haven, FL 33880

Affordable | In-unit laundry | Dishwasher

3 beds

1–2 baths

$1,600–$1,700

Apartment for rent

Top amenities
In-Unit Laundry
1450 39th St Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - Winter Haven, FL

1450 39th St Nw, Winter Haven, FL 33881

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,600

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Advertisement
1830 2nd St Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1830 2nd St Nw, Winter Haven, FL 33881

Affordable | In-unit laundry | Dishwasher

3 beds

1 bath

$1,600

House for rent

Top amenities
In-Unit Laundry
333 Lake Howard Dr Nw #211B - Photo 1 of 1

4h ago

Cheap condo for rent in Winter Haven

CONDOS - WINTER HAVEN, FL

333 Lake Howard Dr Nw #211B, Winter Haven, FL 33880

Affordable | Dishwasher | Storage

3 beds

2 baths

$1,650

Condo for rent

1108 Carefree Cove Drive - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1108 Carefree Cove Drive, Winter Haven, FL 33881

Affordable | In-unit laundry | Assigned parking

4 beds

1.5 baths

$1,650

House for rent

Available Jul 1

Top amenities
Air Conditioning
Assigned Parking
Central Heat
In-Unit Laundry
On-Site Laundry
Package Service

5d+ ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1705 3rd St Nw #A, Winter Haven, FL 33881

Affordable | On-site laundry | Dishwasher

3 beds

2 baths

$1,650

House for rent

Top amenities
On-Site Laundry
Age restricted

5d+ ago

Cheap apartment for rent in Winter Haven

MANUFACTURED - WINTER HAVEN, FL

5320 Laurel Oak Dr, Winter Haven, FL 33880

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,650

Apartment for rent

Top amenities
Fitness Center
Furnished
In-Unit Laundry
Swimming Pool
540 17th St Ne - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

540 17th St Ne, Winter Haven, FL 33881

Affordable | On-site laundry | Concierge service

3 beds

1 bath

$1,670

House for rent

Available Jul 28

Top amenities
On-Site Laundry
501 Avenue G Se #A - Photo 1 of 1

3h ago

Cheap apartment for rent in Winter Haven

501 Avenue G Se #A, Winter Haven, FL 33880

Affordable | In-unit laundry | Ceiling fan

3 beds

1 bath

$1,675

Apartment for rent

Top amenities
In-Unit Laundry
121 Longfellow Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

121 Longfellow Rd, Winter Haven, FL 33884

Affordable | On-site laundry | Dishwasher

3 beds

2 baths

$1,675

House for rent

Available Jun 4

Top amenities
Dishwasher
On-Site Laundry
Package Service
Advertisement
407 Avenue A Se - Photo 1 of 1

4h ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

407 Avenue A Se, Winter Haven, FL 33880

Affordable | On-site laundry | Dishwasher

3 beds

2 baths

$1,700

House for rent

Top amenities
Air Conditioning
Dishwasher
On-Site Laundry
Storage
1012 Mockingbird Cir - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1012 Mockingbird Cir

1012 Mockingbird Cir, Winter Haven, FL 33884

Affordable | Fireplace | Outdoor space

3 beds

2 baths

$1,745

House for rent

1868 Carnostie Rd - Photo 1 of 1

3h ago

Cheap house for rent in Winter Haven

1868 Carnostie Rd, Winter Haven, FL 33884

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,750

House for rent

Top amenities
In-Unit Laundry
825 Avenue Y Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

825 Avenue Y Nw, Winter Haven, FL 33881

Affordable | In-unit laundry | Storage

3 beds

1 bath

$1,750

House for rent

Available Jul 15

Top amenities
In-Unit Laundry
On-Site Laundry
Storage
720 17th St Ne - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

720 17th St Ne, Winter Haven, FL 33881

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$1,750

House for rent

5d+ ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

2007 9th St Ne, Winter Haven, FL 33881

Affordable | Storage | Walk-in closets

3 beds

2 baths

$1,750

House for rent

1304 15th St Sw - Photo 1 of 1

5d+ ago

Cheap Tranquility Park house for rent in Winter Haven

1304 15th Street Southwest - 1

1304 15th St Sw, Winter Haven, FL 33880

Affordable | Storage | Furnished

3 beds

1 bath

$1,750

House for rent

Available Nov 15

3211 Timberline Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

3 Bedroom Pet-Friendly Home in Winter Haven, FL with Main Street Renewal

3211 Timberline Rd, Winter Haven, FL 33880

Affordable | Storage | Swimming pool

3 beds

2 baths

$1,770

House for rent

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2908 Whispering Trails Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Lovely 3 Bed / 2 Bath in Winter Haven!

2908 Whispering Trails Dr, Winter Haven, FL 33884

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,775

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Garage Parking
In-Unit Laundry
4627 Mandolin Loop - Photo 1 of 1

5d+ ago

Cheap Mandolin house for rent in Winter Haven

Winter Haven - Gated Comm - 3 Bedroom / 2 Bath!

4627 Mandolin Loop, Winter Haven, FL 33884

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,795

House for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
Microwave
302 & 304 Ave P NW - Photo 1 of 1

4d ago

8.4

Very good

302 & 304 Ave P NW

302 302 & 304 Ave P NW, Winter Haven, FL 33881

Affordable

3 beds

2 baths

$1,800

Apartment for rent

7421 State Road 544 #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

$1,800 - 3 Bedroom 2 Bathroom House In Winter Haven With Great Amenities

7421 State Road 544 #NA, Winter Haven, FL 33881

Affordable | In-unit laundry | Storage

3 beds

2 baths

$1,800

House for rent

Available Aug 1

Top amenities
Central Heat
In-Unit Laundry
Storage
304 Avenue P Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

304 Avenue P Nw, Winter Haven, FL 33881

Affordable | On-site management | Concierge service

3 beds

2 baths

$1,800

House for rent

Available Jun 18

Top amenities
On-Site Management
Package Service

5d+ ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1701 36th St Nw, Winter Haven, FL 33881

Affordable | In-unit laundry | Dishwasher

4 beds

2 baths

$1,800

House for rent

Top amenities
Dishwasher
In-Unit Laundry
New construction

5d+ ago

Cheap house for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1568 Hummingbird Rd, Winter Haven, FL 33884

Affordable | In-unit laundry | Dishwasher

4 beds

2 baths

$1,800

House for rent

Top amenities
In-Unit Laundry
Swimming Pool

5d+ ago

Cheap Tranquility Park house for rent in Winter Haven

SINGLE_FAMILY - WINTER HAVEN, FL

1539 Roselawn St Sw, Winter Haven, FL 33880

Affordable | Dishwasher | Air conditioning

3 beds

2 baths

$1,800

House for rent

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Updated: July 21, 2026

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Looking for cheap apartments in Winter Haven, FL near you?

💸Lowest price$875
🔑Available apartment rentals112
💰Best rent deal64 Stebbins Dr #64
✨Popular amenities, ,
🧦In-unit laundry
🏠With photos

For more in depth rent prices, check out our Winter Haven, FL rent data, which covers average and median rents in Winter Haven, FL.

To know how much rent you can afford in Winter Haven, FL, use our rent affordability calculator.

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