Apartments for Rent in Winter Haven, FL under $2000
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Rent specials Only 1 unit left3 bd $1,849Base rent456 Kensington View Dr, Winter Haven, FL 33880Apply online • Pet friendly -
Rent specials Only 1 unit left3 bd $1,869Base rent380 Kensington View Dr, Winter Haven, FL 33880Apply online • Pet friendly
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Studio $1,109+1 bd $1,208+2 bd $1,485+Base rent350 24Th St. NW, Winter Haven, FL 33880Apply online • Pet friendly -
Ask for pricing465 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing393 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Rent specialsAsk for pricing409 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing333 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing424 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing384 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing417 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing461 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing457 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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Ask for pricing372 Kensington View Dr, Winter Haven, FL 33880Pet friendly
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1 bd $1,1002 bd $1,200+3 bd $1,275Base rent102 Landings Way, Winter Haven, FL 33880Pet friendly -
Only 1 unit left3 bd $1,805Base rent183 Southern Breeze Loop, Winter Haven, FL 33880Apply online • Pet friendly -
Only 1 unit left3 bd $1,885Base rent815 Lake Elbert Court, Winter Haven, FL 33881Apply online • Pet friendly -
Only 1 unit left4 bd $1,925Base rent241 Southern Breeze Loop, Winter Haven, FL 33880Apply online • Pet friendly -
Only 1 unit left4 bd $1,970Base rent211 Southern Breeze Loop, Winter Haven, FL 33880Apply online • Pet friendly -
Only 1 unit left3 bd $1,905Base rent835 SUMMER GLEN DRIVE, WINTER HAVEN, FL 33880Apply online • Pet friendly -
Only 1 unit left4 bd $1,935Base rent196 Southern Breeze Loop, Winter Haven, FL 33880Apply online • Pet friendly -
Only 1 unit left3 bd $1,755Base rent163 Southern Breeze Loop, Winter Haven, FL 33880Apply online • Pet friendly -
Only 1 unit left4 bd $1,985Base rent349 South Haven Ct, Winter Haven, FL 33880Apply online • Pet friendly -
Only 1 unit left3 bd $1,935Base rent7211 SUMMIT PLACE, WINTER HAVEN, FL 33884Apply online • Pet friendly -
Ask for pricing391 Avenue O NE, Winter Haven, FL 33881Pet friendly -
Only 1 unit left3 bd $1,800Base rent933 26Th St NW, Winter Haven, FL 33881Apply online • Pet friendly
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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 22 May 2026.
What are the best apartments in Winter Haven, FL?
The best apartments in Winter Haven, FL are: 456 Kensington View Dr, 380 Kensington View Dr, Haven at Lake Deer Apartments, 465 Kensington View Dr and 393 Kensington View Dr.
What type of rental buildings are in Winter Haven, FL?
In Winter Haven, 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's rentals, 51% are small-scale complexes with under 50 units, and 37% are single-family rentals.