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Apartments for Rent in Winter Haven, FL under $2000


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  • Rent specials Rewards
    1 bd $1,269+
    2 bd $1,543+
    Base rent
    1015 Lake Forest Blvd, Winter Haven, FL 33884
    Apply online • Pet friendly • Fitness center
  • Rent specials
    Studio $1,099
    1 bd $1,099+
    2 bd $1,385+
    Base rent
    Verified Listing

    Haven At Lake Deer

    4.5 (10)
    350 24Th St. NW, Winter Haven, FL 33880
    Apply online • Pet friendly • Fitness center
  • Rent specials 18 units available
    1 bd $1,299
    2 bd $1,599
    3 bd $1,759+
    Base rent
    2850 W Lake Hamilton Dr, Winter Haven, FL 33881
    Apply online • Pet friendly • Fitness center
  • Rent specials
    1 bd $749+
    2 bd $899+
    3 bd $1,275
    Base rent
    102 Landings Way, Winter Haven, FL 33880
    Apply online • Pet friendly • Air conditioner
  • Rent specials Rewards
    1 bd $1,269+
    2 bd $1,543+
    Base rent
    1015 Lake Forest Blvd, Winter Haven, FL 33884
    Apply online • Pet friendly • Fitness center
  • Only 1 unit left
    3 bd $1,955
    Base rent
    5658 Forest Ridge Dr, Winter Haven, FL 33881
    Apply online • Pet friendly • Air conditioner
  • 102 Landings Way 1-2 Beds Apartment for Rent
    Rent specials
    1 bd $899+
    2 bd $1,360
    Base rent
    3.0 (5)
    102 Landings Way, Winter Haven, FL 33880
    Apply online • Pet friendly • In unit laundry
  • 3950 Country Place 2-3 Beds Apartment for Rent
    Rent specials
    2 bd $899
    3 bd $1,275
    Base rent
    3.5 (4)
    3950 Country Place, Winter Haven, FL 33880
    Apply online • Pet friendly
  • 418 19Th Street 1-2 Beds Apartment for Rent
    1 bd $749
    2 bd $999
    Base rent
    4.0 (7)
    418 19Th Street, Winter Haven, FL 33884
    Pet friendly • In unit laundry • Patio/Balcony
  • Ask for pricing
    1473 Lucerne Loop Road NE, Winter Haven, FL 33881
    Pet friendly • Dishwasher • Air conditioner
  • 3301 Avenue G NW Studio Apartment for Rent
    Studio $575
    Base rent
    Verified Listing

    Lake Deer Owner LLC

    3301 Avenue G NW, Winter Haven, FL 33880
    Pet friendly • Pool
  • 2 bd $1,500
    Base rent
    Verified Listing

    1925 Ave O SW, Unit 207

    1925 Ave O, SW, Winter Haven, FL 33880
    Pet friendly • In unit laundry • Dishwasher
  • 2 bd $1,300
    Base rent
    400 El Camino Drive, Winter Haven, FL 33884
    Pet friendly • Dishwasher • Patio/Balcony
  • 29-0-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 10 Nov 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.

Renting apartments in Winter Haven, FL under $2,000

Searching for apartments for rent in Winter Haven, FL under $2,000 is not an easy task, but luckily you have come to the right place. Whether you are a student on a budget, a young professional on the move, or simply a frugal person, RentCafe can help you find what you are looking for. Just make sure you know what you consider non-negotiable and what you can compromise on. Your new home is just a few clicks away. In Winter Haven, FL, where the average rent is $1,539 per month, there are 92 units available for less than $2,000. Click on any of these units to see pictures, floor plans, amenities and more. After you have picked your favorite, you can contact the property to check availability. Considering that you are trying to spend as little as possible, looking at 1 bedroom apartments and studio apartments might be a good idea.

We’ll help you find the cheapest rental near you

Finding a nice cheap apartment is by no means impossible. You just have to be patient. Your “apartments near me under $2,000” search can bear fruit sooner than you think if you look carefully and check our site often. You never know when discount deals and special offers might pop up. Keep in mind that you are not the only one looking for an affordable apartment in Winter Haven, FL. Choose “Save Search” to receive the latest apartments available directly to your inbox. This way, you will be able to stay one step ahead of the competition. With the cheapest apartments in Winter Haven, FL going for $575 per month, there are great deals waiting to be discovered. Feeling lucky? Expand your search to 2 bedroom apartments and 3 bedroom apartments as well for more space.