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Cheap Apartments for Rent in Winter Haven, FL

117 rentals available

3062 Saint Paul Dr - Photo 1 of 1
Rent special

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

$1,045

$975

Price drop

Apartment for rent

Top amenities
On-Site Laundry
On-Site Management
Package Service
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

$975

Condo for rent

Available Aug 7

Top amenities
High Ceilings
In-Unit Laundry
On-Site Laundry
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

$975

Condo for rent

Available May 29

Top amenities
In-Unit Laundry
On-Site Laundry
Package Service
3058 Saint Paul Dr - Photo 1 of 1
Rent special

5d+ ago

Cheap apartment for rent in Winter Haven

2 Bed & 1 Bath Duplex in Winter Haven | Pet-Friendly | Section 8 Accepted | AVAILABLE NOW!

3058 Saint Paul Dr, Winter Haven, FL 33880

Affordable | On-site management | Carpet

2 beds

1 bath

$995

Apartment for rent

Top amenities
On-Site Management
Package Service
Rent special

1d ago

7.8

Very good

Country Place Apartment Homes

3950 Country Pl, Winter Haven, FL 33880

Affordable

2–3 beds

1–2 baths

$999–$1,275

Apartment for rent

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

$999

House for rent

Nearby rental good for eco-living

Nearby rental good for pet owners

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

Apartment for rent

Top amenities
Carpet
On-Site Laundry
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

$1,075

Apartment for rent

Available Jun 2

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1802 3rd Ct SE - Photo 1 of 1

1d ago

Cheap apartment for rent in Winter Haven

1802 3rd Ct SE

1802 3rd Ct Se, Winter Haven, FL 33880

Affordable

2 beds

1 bath

$1,099

Apartment for rent

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

5d+ ago

Cheap house for rent in Winter Haven

Affordable | Swimming pool

2 beds

2 baths

$1,199

$1,099

Price drop

House for rent

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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

$1,075

521 20th St Sw #C

$1,099

1802 3rd Ct Se

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

$1,099

Apartment for rent

Available Aug 26

Top amenities
On-Site Management
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

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

Apartment for rent

140 Avenue W Nw #3 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Residential Lease, 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

8402 Waterview Way - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

8402 Waterview Way, Winter Haven, FL 33884

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,200

Condo for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
1610 3rd St Nw Unit A - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1610 3rd St NW Unit A

1610 3rd St Nw Unit A, Winter Haven, FL 33881

Affordable | In-unit laundry | Carpet

2 beds

1 bath

$1,200

House for rent

Top amenities
Hardwood Floor
In-Unit Laundry
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

Apartment for rent

Top amenities
Air Conditioning
Ceiling Fan
Dishwasher
Oven
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

$1,225

House for rent

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628 Pavare Ct #0 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Haven

Residential Lease, Winter Haven, FL

628 Pavare Ct #0, Winter Haven, FL 33884

Affordable | Dishwasher

2 beds

2 baths

$1,250

Condo for rent

708 Vittorio Dr - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

708 Vittorio Dr, Winter Haven, FL 33884

Affordable | Assigned parking | Central heat

2 beds

1 bath

$1,250

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Microwave
430 Avenue B Ne #C - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

430 Avenue B Ne #C, Winter Haven, FL 33881

Affordable | In-unit laundry | Carpet

2 beds

1 bath

$1,275

Apartment for rent

Available Jul 29

Top amenities
In-Unit Laundry
110 Orange Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

110 Orange Ave, Winter Haven, FL 33880

Affordable | Ceiling fan | Outdoor space

3 beds

1 bath

$1,400

House for rent

125 Pine Island Dr - Photo 1 of 1

5d+ 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

$1,425

House for rent

Top amenities
On-Site Management
1800 31st St Nw #1 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

1800 31st Street NW, Unit A - 1

1800 31st St Nw #1, Winter Haven, FL 33881

Affordable | Air conditioning | Microwave

3 beds

2 baths

$1,450

House for rent

Available Aug 17

3627 Avenue S Nw - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Affordable, 4 Bed • 1 Bath Brick House for Rent - Winter Haven, FL

3627 Avenue S Nw, Winter Haven, FL 33881

Affordable | On-site laundry | On-site management

4 beds

1 bath

$1,499

House for rent

Available Aug 1

Top amenities
Carpet
On-Site Laundry
On-Site Management
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

$1,520

House for rent

Available Jul 27

Top amenities
On-Site Laundry
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2007 9th St Ne - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

2007 9th St Ne, Winter Haven, FL 33881

Affordable | On-site laundry | Assigned parking

3 beds

2 baths

$1,550

Apartment for rent

Top amenities
Air Conditioning
Ceiling Fan
On-Site Laundry
685 Sears Ave Ne #4 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Haven

685 Sears Ave Ne #4, Winter Haven, FL 33881

Affordable | Swimming pool | Outdoor space

3 beds

1 bath

$1,550

Condo for rent

Available Jan 14

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

$1,575

House for rent

Top amenities
In-Unit Laundry
501 Avenue G Se #A - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

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

Affordable | In-unit laundry | Ceiling fan

3 beds

1 bath

$1,595

Apartment for rent

Top amenities
In-Unit Laundry
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

14h ago

8.1

Very good

1125 Evergreen Court

1125 Evergreen Ct, Winter Haven, FL 33881

Affordable

2–3 beds

2 baths

$1,600–$1,890

Apartment for rent

The 701 Luxury Apartments - Photo 1 of 1

2d 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 bath

$1,600

Apartment for rent

Top amenities
In-Unit Laundry
407 Avenue A Se - Photo 1 of 1

2d ago

Cheap house for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

407 Avenue A Se, Winter Haven, FL 33880

Affordable | On-site laundry | Dishwasher

3 beds

2 baths

$1,600

House for rent

Top amenities
Air Conditioning
Dishwasher
On-Site Laundry
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240 16th St Ne - 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

240 16th St Ne, Winter Haven, FL 33881

Affordable | Storage | Swimming pool

3 beds

1 bath

$1,600

House for rent

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

Apartment for rent

Top amenities
Fitness Center
Furnished
In-Unit Laundry
Swimming Pool
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

House for rent

Available Sep 1

Top amenities
Air Conditioning
Ceiling Fan
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

Condo for rent

Top amenities
Dishwasher
2318 W Cannon Ter Nw #A - Photo 1 of 1

3d ago

Cheap house for rent in Winter Haven

House for rent

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

5d+ ago

Cheap house for rent in Winter Haven

House for rent

504 Lake Dexter Blvd - Photo 1 of 1

1d ago

Cheap house for rent in Winter Haven

504 Lake Dexter Blvd, Winter Haven, FL 33884

Affordable | Dishwasher | Swimming pool

3 beds

2 baths

$1,695

House for rent

Top amenities
Microwave
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

House for rent

Available Sep 1

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260 Westwood Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

Residential Lease, WINTER HAVEN, FL

260 Westwood Ave, Winter Haven, FL 33880

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,695

House for rent

Top amenities
In-Unit Laundry
Storage
4506 Jaclyns Jetty - Photo 1 of 1

3d ago

Cheap house for rent in Winter Haven

4506 Jaclyns Jetty, Winter Haven, FL 33884

Affordable | Garage parking | Storage

3 beds

2 baths

$1,700

House for rent

Available Aug 17

Top amenities
Garage Parking
150 Cloverdale Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

150 Cloverdale Road

150 Cloverdale Rd, Winter Haven, FL 33884

Affordable | Walk-in closets | Outdoor space

3 beds

2 baths

$1,700

House for rent

Available Aug 13

1201 Crestwood Dr - Photo 1 of 1

4d ago

Cheap house for rent in Winter Haven

1201 Crestwood Dr, Winter Haven, FL 33881

Affordable | In-unit laundry

3 beds

2 baths

$1,750

House for rent

Top amenities
In-Unit Laundry
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

$1,750

House for rent

Available Aug 26

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Management
Package Service
310 White Ibis Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Haven

310 White Ibis Ln, Winter Haven, FL 33884

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,750

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Microwave
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

House for rent

2520 Avenue A Sw - 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

2520 Avenue A Sw, Winter Haven, FL 33880

Affordable | Storage | Swimming pool

3 beds

2 baths

$1,780

House for rent

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Updated: September 4, 2026

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

💸Lowest price$975
🔑Available apartment rentals117
💰Best rent deal3039 Saint Paul Dr
✨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.

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