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Apartments for Rent in Winter Haven City, FL under $2000

Apartments for Rent in Winter Haven City, FL under $2000. 51 Rentals Available
51 Rentals Available
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  • Rent specials Rewards
    1 bd $1,480+
    2 bd $1,700+
    Base rent
    Verified Listing

    1015 Lake Forest Blvd, Winter Haven, FL 33884
    Apply online • Pet friendly • Fitness center
  • 418 19Th Street 1-2 Beds Apartment for Rent
    Rent specials
    1 bd $1,100+
    2 bd $1,360
    Base rent
    Verified Listing

    4.0 (6)
    418 19Th Street, Winter Haven, FL 33884
    Apply online • Pet friendly
  • A modern living room with a large painting of a woman on the wall.
    Rent specials
    Studio $985+
    1 bd $1,135+
    2 bd $1,325+
    Base rent
    Verified Listing

    4.5 (9)
    350 24Th St. NW, Winter Haven, FL 33880
    Apply online • Pet friendly
  • 102 Landings Way 1-2 Beds Apartment for Rent
    Rent specials
    1 bd $1,100
    2 bd $1,285
    Base rent
    Verified Listing

    3.0 (5)
    102 Landings Way, Winter Haven, FL 33880
    Apply online • Pet friendly
  • A kitchen with white cabinets and a black fridge.
    Rent specials
    1 bd $899+
    2 bd $1,099+
    3 bd $1,275
    Base rent
    Verified Listing

    102 Landings Way, Winter Haven, FL 33880
    Apply online • Pet friendly
  • A modern living room with a white sofa and a grey armchair.
    Rent specials Rewards
    1 bd $1,480+
    2 bd $1,700+
    Base rent
    Verified Listing

    1015 Lake Forest Blvd, Winter Haven, FL 33884
    Apply online • Pet friendly • Fitness center
  • a kitchen with white cabinets and a black refrigerator
    Only 1 unit left
    3 bd $1,945
    Base rent
    Verified Listing

    175 Kings Pond Ave, Winter Haven, FL 33880
    Apply online • Pet friendly
  • A kitchen with white appliances and cabinets.
    Only 1 unit left
    3 bd $1,855
    Base rent
    Verified Listing

    4301 Larrys Lagoon, Winter Haven, FL 33884
    Apply online • Pet friendly
  • A modern kitchen with white cabinets and black countertops.
    1 bd $1,500
    Base rent
    Verified Listing

    233 21St St SW, Winter Haven, FL 33880
  • A kitchen with wooden floors and stainless steel appliances.
    2 bd $1,400
    Base rent
    Verified Listing

    1935 Ave O SW, Winter Haven, FL 33880
    Pet friendly
9-0-city

Frequently asked questions

When were prices and availability in Winter Haven City, FL last updated?

Prices and availability in Winter Haven City, FL were last updated on 25 May 2026.

What are the best apartments in Winter Haven City, FL?
What type of rental buildings are in Winter Haven City, FL?

In Winter Haven City, 36% of the residents are renting compared to 64% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 10% of Winter Haven City's rentals, 51% are small-scale complexes with under 50 units, and 37% are single-family rentals.