Save search
Skip the filters. Search with AI Mode instead.

Apartments for Rent in Winter Haven, FL under $2000

Apartments for Rent in Winter Haven, FL under $2000. 96 Rentals Available
96 Rentals Available
Quick filters
  • 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 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
  • 3950 Country Place 2-3 Beds Apartment for Rent
    Rent specials
    2 bd $1,150
    3 bd $1,275
    Base rent
    Verified Listing

    3.5 (4)
    3950 Country Place, Winter Haven, FL 33880
    Apply online • Pet friendly
  • a kitchen with white appliances and wooden cabinets
    Only 1 unit left
    3 bd $1,620
    Base rent
    Verified Listing

    449 Red Hawk Loop, 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
  • 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 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
  • 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
  • 812 Whisper Lake Ct 3 Beds Apartment for Rent
    Only 1 unit left
    3 bd $1,925
    Base rent
    Verified Listing

    812 Whisper Lake Ct, Winter Haven, FL 33880
    Apply online • Pet friendly
  • 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 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

  • More Rentals Near Winter Haven, FL

  • A spacious kitchen and living room with a modern design.
    Only 1 unit left
    4 bd $1,715
    Base rent
    Verified Listing

    531 Crown Rose Drive, Bartow, FL 33839
    Apply online • Pet friendly
  • A kitchen with a stove top oven and microwave above it.
    Only 1 unit left
    3 bd $1,670
    Base rent
    Verified Listing

    588 Crown Rose Drive, Bartow, FL 33839
    Apply online • Pet friendly
  • a yellow house with a garage door and a lawn
    Only 1 unit left
    4 bd $1,955
    Base rent
    Verified Listing

    5.0 (1)
    209 Windsor Reserve Drive, Bartow, FL 33839
    Apply online • Pet friendly
  • A kitchen with granite countertops and stainless steel appliances.
    Only 1 unit left
    3 bd $1,940
    Base rent
    Verified Listing

    348 Corbel Lane, Bartow, FL 33839
    Apply online • Pet friendly
  • a kitchen with white cabinets and a marble counter top
    Only 1 unit left
    3 bd $1,720
    Base rent
    Verified Listing

    3.5 (1)
    328 Corbel Lane, Bartow, FL 33839
    Apply online • Pet friendly
  • 303 Corbel Lane 3 Beds Apartment for Rent
    Only 1 unit left
    3 bd $1,995
    Base rent
    Verified Listing

    303 Corbel Lane, Bartow, FL 33839
    Apply online • Pet friendly
  • a large kitchen with white cabinets and a white counter top
    Only 1 unit left
    4 bd $1,750
    Base rent
    Verified Listing

    138 Windsor Reserve Drive, Bartow, FL 33839
    Apply online • Pet friendly
  • a kitchen with white cabinets and a granite counter top
    Only 1 unit left
    3 bd $1,995
    Base rent
    Verified Listing

    5.0 (1)
    121 Windsor Reserve Drive, Bartow, FL 33839
    Apply online • Pet friendly
  • 470 Lake Lena Oaks Blvd 2-3 Beds Apartment for Rent
    28 units available
    2 bd $1,785
    3 bd $1,900
    Base rent
    Verified Listing

    470 Lake Lena Oaks Blvd, Auburndale, FL 33823
    Apply online • Pet friendly
  • 1707 Valencia Blvd 3 Beds Apartment for Rent
    Only 1 unit left
    3 bd $1,860
    Base rent
    Verified Listing

    1707 Valencia Blvd, Bartow, FL 33830
    Apply online • Pet friendly
  • An aerial view of an airport with a runway and several buildings.
    3 bd $1,500
    Base rent
    Verified Listing

    3280 Denmark Street, Bartow, FL 33830
  • A kitchen with a wooden ceiling and a fan.
    1 bd $1,000
    Base rent
    Verified Listing

    615 Ash Street, Auburndale, FL 33823
  • A kitchen with wooden cabinets and a white fridge.
    2 bd $2,000
    Base rent
    Verified Listing

    7100 State Road 60, Bartow, FL 33830
12-13-city

Frequently asked questions

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

Prices and availability in Winter Haven, FL were last updated on 26 May 2026.

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

In Winter Haven 36% of the housing is rented out compared to 64% of homes are owned, according to the most recent Census Bureau estimates. 10% of Winter Haven's apartments are found in large buildings of 50 units or more, 51% are located in smaller apartment complexes with less than 50 units, and 37% are single-family rentals.