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Cheap Apartments for Rent in Winter Haven, FL

105 rentals available

2854 Lake Alfred Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

2854 Lake Alfred Rd, Winter Haven, FL 33881

Affordable | Outdoor space

2 beds

1 bath

$800

1439 34th St Nw #8 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1439 34th St Nw #8, Winter Haven, FL 33881

Affordable | Outdoor space

2 beds

1 bath

$925

4d ago

7.7

Very good

Country Place Apartment Homes

3950 Country Pl, Winter Haven, FL 33880

Affordable

2–3 beds

1–2 baths

$949–$1,275

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

5d+ 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

$995

3037 Saint Paul Dr - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Haven

3037 Saint Paul Dr, Winter Haven, FL 33880

Affordable | In-unit laundry | High ceilings

2 beds

1 bath

$995

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
2407 6th St NE - Photo 1 of 1

2d ago

7.7

Very good

2407 6th St NE

2407 6th St Ne, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,000

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.

Nearby rental good for eco-living

$1,750

746 Avenue O Sw

Nearby rental good for pet owners

$1,099

1802 3rd Ct Se

707 Avenue B Sw - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

707 Avenue B Sw, Winter Haven, FL 33880

Affordable | On-site laundry | Carpet

2 beds

1 bath

$1,000

345 24th St Nw #14 - Photo 1 of 1
Age restricted

5d+ ago

Cheap house for rent in Winter Haven

Affordable | Dishwasher | Swimming pool

2 beds

2 baths

$1,049

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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

$1,050

1800 3rd Ct SE - Photo 1 of 1

3d ago

8

Very good

1800 3rd Ct SE

1800 3rd Ct Se, Winter Haven, FL 33880

Affordable

2 beds

1 bath

$1,099

140 Avenue W Nw #2 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

$1,100 - 2 Bedroom 1 Bathroom Apartment In Winter Haven

140 Avenue W Nw #2, Winter Haven, FL 33881

Affordable | Air conditioning

2 beds

1 bath

$1,100

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.

Find sweet deals in Winter Haven

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

$995

521 20th St Sw #C

$995

3037 Saint Paul Dr

$1,000

707 Avenue B Sw

1484 32nd St Nw - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

1484 32nd St Nw, Winter Haven, FL 33881

Affordable | Ceiling fan

2 beds

1 bath

$1,100

163 Avenue A SE - Photo 1 of 1

2d ago

7.9

Very good

163 Avenue A SE

163 Avenue A Se, Winter Haven, FL 33880

Affordable | Central heat | Air conditioning

2 beds

1 bath

$1,149

3635 Avenue S Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Charming 2 Bed, 1 Bath Home in Winter Haven | $1150/mo

3635 Avenue S Nw, Winter Haven, FL 33881

Affordable | In-unit laundry | Balcony

2 beds

1 bath

$1,150

1007 37th St Nw #1 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Apartment unit for rent

1007 37th St Nw #1, Winter Haven, FL 33881

Affordable | In-unit laundry | Air conditioning

2 beds

1 bath

$1,150

275 25th St Sw #A - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

2BR/1.0BA

275 25th St Sw #A, Winter Haven, FL 33880

Affordable

2 beds

1 bath

$1,200

Price dropped $100
3409 Avenue R Nw #C - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Haven

3409 Avenue R Nw #C, Winter Haven, FL 33881

Affordable

2 beds

1.5 baths

$1,200

650 Avenue J Nw - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

2BR/1.0BA

650 Avenue J Nw, Winter Haven, FL 33881

Affordable

2 beds

1 bath

$1,200

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

$1,200

730 W Central Ave - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Apartment - WINTER HAVEN, FL

730 W Central Ave, Winter Haven, FL 33880

Affordable | Dishwasher | Air conditioning

2 beds

1 bath

$1,200

231 Palmetto Ave Nw #229 - Photo 1 of 1

4d ago

Cheap apartment for rent in Winter Haven

231 Palmetto Avenue Northwest - 229

231 Palmetto Ave Nw #229, Winter Haven, FL 33881

Affordable

2 beds

1.5 baths

$1,225

1801 3rd Ct Se #C - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Affordable | On-site management | Package service

3 beds

2 baths

$1,550

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
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

$1,590

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
113 Harbor Dr - Photo 1 of 1

3d ago

Cheap house for rent in Winter Haven

113 Harbor Dr, Winter Haven, FL 33881

Affordable | Microwave

3 beds

2 baths

$1,599

2318 W Cannon Ter Nw #A - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

2318 W Cannon Ter Nw #B - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

516 Avenue F Se - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

516 Avenue F Se, Winter Haven, FL 33880

Affordable | Dishwasher | Outdoor space

3 beds

2 baths

$1,600

5320 Laurel Oak Dr - Photo 1 of 1
Age restricted

5d+ ago

Cheap apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

5320 Laurel Oak Dr, Winter Haven, FL 33880

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,600

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

$1,645

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
1423 26th Street Northwest - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1423 26th Street Northwest, Winter Haven, FL 33881

Affordable | Assigned parking | Storage

3 beds

1 bath

$1,650

2024 10th St Nw - 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

2024 10th St Nw, Winter Haven, FL 33881

Affordable | Storage | Swimming pool

3 beds

2 baths

$1,650

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
333 Lake Howard Dr Nw #211B - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

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

Affordable | Dishwasher | Storage

3 beds

2 baths

$1,650

3702 Imperial Dr - 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

3702 Imperial Dr, Winter Haven, FL 33880

Affordable | Storage | Swimming pool

3 beds

2 baths

$1,680

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
956 Sunshine Way Sw - Photo 1 of 1
3D tour

5d+ ago

Cheap house for rent in Winter Haven

3 Bedroom Pet-Friendly Home in WINTER HAVEN, FL with Main Street Renewal

956 Sunshine Way Sw, Winter Haven, FL 33880

Affordable | Storage | Swimming pool

3 beds

2 baths

$1,680

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
14 26th St Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Corner house by Lake Cannon

14 26th St Nw, Winter Haven, FL 33880

Affordable | Outdoor space

3 beds

1 bath

$1,695

1198 Sophia Blvd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Newer 3 Bedroom, Available in Winter Haven!

1198 Sophia Blvd, Winter Haven, FL 33881

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,699

3079 Laurel Oak Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

3079 Laurel Oak Ln, Winter Haven, FL 33884

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,700

Price dropped $99
2408 Avenue A Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

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

2408 Avenue A Nw, Winter Haven, FL 33880

Affordable | Storage | Swimming pool

4 beds

2.5 baths

$1,715

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
1065 Cambridge Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1065 Cambridge Dr, Winter Haven, FL 33881

Affordable

4 beds

2 baths

$1,725

Price dropped $125
2129 Greenway Dr - 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

2129 Greenway Dr, Winter Haven, FL 33881

Affordable | Storage | Swimming pool

3 beds

1.5 baths

$1,740

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
1314 Evergreen Ct #1314 - Photo 1 of 1

5d+ ago

Cheap Lake Buckeye Estates townhouse for rent in Winter Haven

1125 Evergreen Court - 1314

1314 Evergreen Ct #1314, Winter Haven, FL 33881

Affordable | In-unit laundry | Garage parking

3 beds

2.5 baths

$1,740

119 Pine Island Drive - Photo 1 of 1

5d+ ago

8.6

Very good

119 Pine Island Drive

119 Pine Island Dr, Winter Haven, FL 33881

Affordable | In-unit laundry | Carpet

3 beds

2 baths

$1,750

1611 High Point Ct Sw #1 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1611 High Point Court Southwest - 1

1611 High Point Ct Sw #1, Winter Haven, FL 33880

Affordable

3 beds

2 baths

$1,750

746 Avenue O Sw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

746 Ave O SW

746 Avenue O Sw, Winter Haven, FL 33880

Affordable | Assigned parking | Walk-in closets

3 beds

2 baths

$1,750

4347 Testana Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

4347 Testana Ln, Winter Haven, FL 33884

Affordable

3 beds

2 baths

$1,750

447 Avenue A Ne - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

447 Avenue A Ne, Winter Haven, FL 33881

Affordable

3 beds

2 baths

$1,750

839 Cinnamon Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

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

839 Cinnamon Dr, Winter Haven, FL 33880

Affordable | Storage | Swimming pool

4 beds

2 baths

$1,760

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
247 Lake Eloise Pointe Blvd - Photo 1 of 1
3D tour

5d+ ago

Cheap house for rent in Winter Haven

247 Lake Eloise Pointe Blvd, Winter Haven, FL 33880

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,768

Total Monthly Price. The price shown includes base rent and all known required monthly fees, based on information provided by the property.
2214 Avenue B Sw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

2214 Avenue B Sw, Winter Haven, FL 33880

Affordable | Dishwasher | Walk-in closets

3 beds

2 baths

$1,775

702 Avenue H Ne - Photo 1 of 1

3d ago

Cheap apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

702 Avenue H Ne, Winter Haven, FL 33881

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,800

Showing 1 - 50 of 102 results
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Updated: October 19, 2026

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

💸Lowest price$800
🔑Available apartment rentals105
💰Best rent deal2854 Lake Alfred Rd
✨Popular amenities, ,
🧦In-unit laundry
🏠With photos

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