Apartments for Rent in Winter Haven City, FL under $2000
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Rent specials Rewards1 bd $1,269+2 bd $1,543+Base rent1015 Lake Forest Blvd, Winter Haven, FL 33884Apply online • Pet friendly • Fitness center
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Rent specialsStudio $999+1 bd $1,099+2 bd $1,299+Base rent4.5 (10)350 24Th St. NW, Winter Haven, FL 33880Apply online • Pet friendly • Fitness center
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Rent specials 18 units available1 bd $1,2992 bd $1,5993 bd $1,759+Base rent2850 W Lake Hamilton Dr, Winter Haven, FL 33881Apply online • Pet friendly • Fitness center
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Rent specials1 bd $749+2 bd $949+3 bd $1,275Base rent102 Landings Way, Winter Haven, FL 33880Apply online • Pet friendly • Air conditioner
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Only 1 unit left4 bd $1,985Base rent4874 ST JAMES COURT, WINTER HAVEN, FL 33881Apply online • Pet friendly • Dishwasher
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Rent specials Rewards1 bd $1,269+2 bd $1,543+Base rent1015 Lake Forest Blvd, Winter Haven, FL 33884Apply online • Pet friendly • Fitness center
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Only 1 unit left3 bd $1,665Base rent356 Lake Daisy Circle, Winter Haven, FL 33884Apply online • Pet friendly • Dishwasher
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Only 1 unit left3 bd $1,955Base rent4.5 (2)5658 Forest Ridge Dr, Winter Haven, FL 33881Apply online • Pet friendly • Air conditioner
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Only 1 unit left2 bd $1,690Base rent618 Crystals Blvd, Winter Haven, FL 33884Apply online • Pet friendly • Dishwasher
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Only 1 unit left3 bd $1,920Base rent7211 SUMMIT PLACE, WINTER HAVEN, FL 33884Apply online • Pet friendly • Dishwasher
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Only 1 unit left3 bd $1,525Base rent2648 Whispering Trails Dr, Winter Haven, FL 33884Apply online • Pet friendly • Dishwasher
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Only 1 unit left3 bd $1,830Base rent533 TERRANOVA CIRCLE, WINTER HAVEN, FL 33880Apply online • Pet friendly • Dishwasher
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1 bd $899+2 bd $1,360Base rent3.0 (5)102 Landings Way, Winter Haven, FL 33880Apply online • Pet friendly • In unit laundry
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Ask for pricing1473 Lucerne Loop Road NE, Winter Haven, FL 33881Pet friendly • Dishwasher • Air conditioner
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Rent specials1 bd $8192 bd $999Base rent4.0 (7)418 19Th Street, Winter Haven, FL 33884Pet friendly • In unit laundry • Patio/Balcony
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2 bd $1,600Base rent2019 Lake Buckeye Road, Winter Haven, FL 33881Dishwasher
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2 bd $1,500Base rent1925 Ave O, SW, Winter Haven, FL 33880Pet friendly • In unit laundry • Dishwasher
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1 bd $1,100Base rent118 Oak Crest Dr NW, Winter Haven, FL 33881
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1 bd $1,200Base rent1925 Ave O, SW, Winter Haven, FL 33880Pet friendly • In unit laundry • Dishwasher
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2 bd $1,325Base rent1935 Ave O SW, Winter Haven, FL 33880Pet friendly • In unit laundry • Dishwasher
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4 bd $1,950Base rent3495 Rover Rd, Eagle Lake, FL 33839Pet friendly • Pool • In unit laundry
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4 bd $1,950Base rent3035 Buckeye Point Dr, Winter Haven, FL 33881Pet friendly
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2 bd $1,650Base rent520 5Th Street Southeast, Winter Haven, FL 33880Pet friendly • Dishwasher
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2 bd $1,395Base rent1550 11Th Street Northeast, Winter Haven, FL 33881Pool • In unit laundry • Dishwasher
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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 5 Nov 2026.
What are the best apartments in Winter Haven City, FL?
The best apartments in Winter Haven City, FL are: The Waverly at Winter Haven, Haven at Lake Deer, Magnolia at Lake Hamilton, The Landings Apartment Homes and 4874 ST JAMES COURT WINTER HAVEN, FL 33881.
What type of rental buildings are in Winter Haven City, FL?
In Winter Haven City 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 City'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.
Your search for apartments in Winter Haven City, FL under $2,000 stops here
Finding apartments for rent in Winter Haven City, FL for less than $2,000 has never been so easy! At RentCafe nice cheap apartments are just one click away. There are currently 85 available units in Winter Haven City, FL, renting for under $2,000. On average, $1,534 can get you 1,199 Sqft in this area. Be sure to search for the apartment that is best for you. Under “More”, check the amenities that you consider a must-have, and don’t forget to look at the pet policy. Fitness enthusiasts can even check the Fitness Center box. Whether you are looking for studio apartments, 1 bedroom apartments, 2 bedroom apartments or 3 bedroom apartments, you are sure to find one that will make you want to move in right away.
We’ll help you find the best rental near you
Having to compromise on either price or location can turn your “apartments near me under $2,000” search into a nightmare. At RentCafe we recognize the importance of both. Therefore, we offer a variety of filters that can help you find exactly what you want. Sorting the results by rent, ascending, will make the cheapest units show up first on the list. Try it out! You will find that right now the cheapest apartment under $2,000 in Winter Haven City, FL goes for $749 per month. If some of the results are outside the area of your choice, you can go to the left side of the screen and draw a radius or a polygon around your location. Now you will only see results that are relevant to you.