Apartments for Rent in Winter Haven, 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 $1,0991 bd $1,099+2 bd $1,385+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 $899+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 $1,955Base rent4.5 (2)5658 Forest Ridge Dr, Winter Haven, FL 33881Apply online • Pet friendly • Air conditioner
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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 left4 bd $2,000Base rent115 Southern Breeze Loop, Winter Haven, FL 33880Apply online • Pet friendly • Dishwasher
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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 left4 bd $1,895Base rent321 South Haven Ct, Winter Haven, FL 33880Apply online • Pet friendly • Dishwasher
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Only 1 unit left4 bd $1,700Base rent2198 BRETTON RIDGE LOOP, 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 $1,830Base rent533 TERRANOVA CIRCLE, WINTER HAVEN, FL 33880Apply online • Pet friendly • Dishwasher
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Only 1 unit left4 bd $1,925Base rent5.0 (1)167 Southern Breeze Loop, Winter Haven, FL 33880Apply 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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Rent specials1 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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Rent specials2 bd $8993 bd $1,275Base rent3.5 (4)3950 Country Place, Winter Haven, FL 33880Apply online • Pet friendly
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1 bd $7492 bd $999Base rent4.0 (7)418 19Th Street, Winter Haven, FL 33884Pet friendly • In unit laundry • Patio/Balcony
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Ask for pricing1473 Lucerne Loop Road NE, Winter Haven, FL 33881Pet friendly • Dishwasher • Air conditioner
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Studio $575Base rent3301 Avenue G NW, Winter Haven, FL 33880Pet friendly • Pool
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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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2 bd $1,300Base rent400 El Camino Drive, Winter Haven, FL 33884Pet friendly • Dishwasher • Patio/Balcony
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1 bd $1,100Base rent118 Oak Crest Dr NW, Winter Haven, FL 33881
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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?
The best apartments in Winter Haven, 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, 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.