Apartments under $2,000 for Rent in Winter Haven, FL

1. 

   2 BEDS, 1 BATH

   $1,125

   243 Avenue L NE

   243 Avenue L NE, Winter Haven, FL 33881
2. 

   1 BED, 1 BATH

   $1,300

   1728 Teagan Ln

   1728 Teagan Ln, Winter Haven, FL 33884
3. 3 BEDS, 2 BATHS

   $1,900

   235 Hayley St

   235 Hayley St, Winter Haven, FL 33884
4. 2 BEDS, 2 BATHS

   $1,325

   76 Stebbins Dr

   76 Stebbins Dr, Winter Haven, FL 33884
5. 2 BEDS, 1 BATH

   $1,395

   2000 15th Ct NW

   2000 15th Ct NW, Winter Haven, FL 33881
6. 2 BEDS, 2 BATHS

   $1,425

   1056 S Buena Vista Dr

   1056 S Buena Vista Dr, Lake Alfred, FL 33850
7. 3 BEDS, 1 BATH

   $1,850

   610 Dundee Rd

   610 Dundee Rd, Dundee, FL 33838
8. 4 BEDS, 2 BATHS

   $1,700

   365 Alturas Rd

   365 Alturas Rd, Bartow, FL 33830
9. 2 BEDS, 2 BATHS

   $1,455

   1040 S Buena Vista Dr Unit 1033

   1040 S Buena Vista Dr, Lake Alfred, FL 33850
10. 2 BEDS, 2 BATHS

    $1,455

    1040 S Buena Vista Dr

    1040 S Buena Vista Dr, Lake Alfred, FL 33850
11. 

    1 BED, 1 BATH

    $700

    839 Ave S NE

    839 Ave S NE, Winter Haven, FL 33881
12. 

    4 BEDS, 2 BATHS

    $1,795

    Charming Haven: Uncover Your Dream Home at 2026 JPV Street!

    202 6th Jpv St, Jan Phyl Village, FL 33880
13. 2 BEDS, 2.5 BATHS

    $1,749

    DOWNTOWN ~ Luxury Gene Leedy Townhouse ~ with Community Pool

    511 Avenue B NW, Winter Haven, FL 33881
14. 2 BEDS, 2 BATHS

    $1,500

    Winter Ridge - End Unit & Canal Front

    383 Winter Ridge Blvd, Winter Haven, FL 33881
15. 1 BED, 1 BATH

    $990

    129 Alachua Dr

    129 Alachua Dr, Winter Haven, FL 33884
16. 3 BEDS, 1 BATH

    $1,600

    3 Bedroom, 1 bathroom Duplex Winter Haven!

    1830 2nd St NW, Winter Haven, FL 33881
17. 2 BEDS, 1.5 BATHS

    $1,275

    235 Palmetto Ave NW

    235 Palmetto Ave NW, Winter Haven, FL 33881
18. 2 BEDS, 2 BATHS

    $1,450

    2 Bedroom 2 Bath Apartment with amenities

    151 Winter Ridge Dr, Winter Haven, FL 33881
19. 2 BEDS, 2 BATHS

    $1,199

    Two-bedroom Home with Water, Garbage, and Lawncare Included

    1439 34th St NW, Winter Haven, FL 33881
20. 3 BEDS, 1 BATH

    $1,299

    Three-Bedroom Home Near Lake Shipp

    424 Camellia Dr, Winter Haven, FL 33880
21. 2 BEDS, 1.5 BATHS

    $1,399

    Two-Bedroom Townhome Across from Country Park

    1874 Ave Q SW, Winter Haven, FL 33880
22. 2 BEDS, 1.5 BATHS

    $1,399

    Two-Bedroom Townhouse near Park

    1860 Ave Q SW, Winter Haven, FL 33880
23. 2 BEDS, 2 BATHS

    $1,399

    Spacious Two Bedroom Apartment Near Downtown

    200 Ave K SE, Winter Haven, FL 33880
24. 2 BEDS, 2 BATHS

    $1,499

    Two-Bedroom Townhome in Winter Haven

    2312 Isle Royal Ct SE, Winter Haven, FL 33880
25. 1 BED, 1 BATH

    $1,150

    1210 Ave Z SE

    1210 Ave Z SE, Winter Haven, FL 33884
26. 1 BED, 1 BATH

    $1,200

    103 4th St SE

    103 4th St SE, Winter Haven, FL 33880
27. 2 BEDS, 2.5 BATHS

    $1,600

    2216 Garden Lake Dr

    2216 Garden Lake Dr, Winter Haven, FL 33884
28. 3 BEDS, 1 BATH

    $1,650

    220 6th Jpv St

    220 6th Jpv St, Winter Haven, FL 33880
29. 2 BEDS, 1 BATH

    $1,150

    2 Bedroom 1 Bathroom in Winter Haven

    136 Ave C NE, Winter Haven, FL 33881
30. 2 BEDS, 1.5 BATHS

    $1,050

    3401 Ave R NW

    3401 Ave R NW, Winter Haven, FL 33881
31. 1 BED, 1.5 BATHS

    $1,175

    Fully Remodeled 1 Bedroom Condo in 55+ Community Unit 123

    400 El Camino Dr, Winter Haven, FL 33884
32. 4 BEDS, 2 BATHS

    $1,895

    4-bedroom Home in Villamar **MOVE-IN SPECIAL, 50% OFF 2ND MONTH***

    1026 Corso Dr, Winter Haven, FL 33884
33. 3 BEDS, 1 BATH

    $1,525

    2265 3rd St NE

    2265 3rd St NE, Winter Haven, FL 33881
34. 2 BEDS, 1.5 BATHS

    $1,625

    2372 Isle Royal Ct SE

    2372 Isle Royal Ct SE, Winter Haven, FL 33880
35. 2 BEDS, 1 BATH

    $1,300

    163 Ave A SE Unit 3

    163 Ave A SE, Winter Haven, FL 33880
36. 1 BED, 1 BATH

    $1,075

    907 Lake Jessie Dr Unit A

    907 Lake Jessie Dr, Winter Haven, FL 33881
37. 2 BEDS, 1 BATH

    $1,300

    163 Ave A SE Unit 4

    163 Ave A SE, Winter Haven, FL 33880
38. 1 BED, 1 BATH

    $1,200

    1100 Martinique Dr

    1100 Martinique Dr, Winter Haven, FL 33884
39. 1 BED, 1 BATH

    $745

    2701 Ave T NW

    2701 Ave T NW, Winter Haven, FL 33881
40. 4 BEDS, 2 BATHS

    $1,998

    1993 Sarah St

    1993 Sarah St, Winter Haven, FL 33884
41. 2 BEDS, 1 BATH

    $1,250

    161 Rebecca Dr NE

    161 Rebecca Dr NE, Winter Haven, FL 33881
42. 1 BED, 1.5 BATHS

    $1,175

    400 El Camino Dr Unit Apt 123

    400 El Camino Dr, Winter Haven, FL 33884