Apartments for Rent in Winter Haven City, FL under $2000
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1 bd $1,505+2 bd $1,675+Base rent1015 Lake Forest Blvd, Winter Haven, FL 33884Apply online • Pet friendly • Fitness center
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Studio $999+1 bd $1,099+2 bd $1,299+Base rent4.5 (9)350 24Th St. NW, Winter Haven, FL 33880Apply online • Pet friendly • Fitness center
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1 bd $899+2 bd $1,099+3 bd $1,275Base rent102 Landings Way, Winter Haven, FL 33880Apply online • Pet friendly • Air conditioner
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3 bd $1,910Base rent4.5 (1)1715 Lake Shipp Dr N, Winter Haven, FL 33880Apply online • Pet friendly • Air conditioner
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3 bd $1,970Base rent109 SOLIS DRIVE, WINTER HAVEN, FL 33880Apply online • Pet friendly • Dishwasher
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1 bd $1,505+2 bd $1,675+Base rent1015 Lake Forest Blvd, Winter Haven, FL 33884Apply online • Pet friendly • Fitness center
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4 bd $1,975Base rent2973 Whispering Trails Dr, Winter Haven, FL 33884Apply online • Pet friendly • Dishwasher
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4 bd $1,775Base rent331 Columbo St, Winter Haven, FL 33880Apply online • Pet friendly • Dishwasher
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Rent specials1 bd $1,100+2 bd $1,360Base rent4.0 (6)418 19Th Street, Winter Haven, FL 33884Apply online • Pet friendly • Patio/Balcony -
Rent specials1 bd $1,1002 bd $1,285Base rent3.0 (5)102 Landings Way, Winter Haven, FL 33880Apply online • Pet friendly • Washer/Dryer
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2 bd $1,400Base rent1935 Ave O SW, Winter Haven, FL 33880Pet friendly • Dishwasher • Washer/Dryer
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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 20 Jun 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, The Landings Apartment Homes, Episcopal Catholic Apartments and 1715 Lake Shipp Dr N Winter Haven, FL 33880.
What type of rental buildings are in Winter Haven City, FL?
In Winter Haven City, 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 City's rentals, 51% are small-scale complexes with under 50 units, and 37% are single-family rentals.
Search for apartments in Winter Haven City, FL under $2,000
There’s more than one way to spend $2,000 on rent in Winter Haven City, FL, so the first step is to start thinking about what you really want from your new home. Be mindful of what makes you tick. Look for 2 bedroom apartments for rent for less than $2,000 if you want to share your living space and don’t mind being further away from the city center. Search for 3 bedroom apartments if you’re moving in with family or planning to share part of your life and living expenses with more friends. If city bustle is what you live for, you might want to search for a studio or 1 bedroom apartment closer to the city center.
The perfect $2,000 rental near you
Don’t dismiss the idea of a studio just because it sounds small and featureless: studios come in many shapes and sizes, and it only takes a few strikes of creativity to go from drab to lively. If an all-in-one-room apartment spells total lack of privacy for you, have a look at the 1 bedroom apartments for rent in Winter Haven City, FL. Customize your search by using more RentCafe filters. Decide what amenities you can’t live without and focus your search on the apartments that offer them. Are you bringing in a pet? Narrow your options to pet-friendly apartments for rent. Want more windows so that natural light floods your home? Hardwood floors or plush carpet in the living area? There are 10 apartments for rent below $2,000 in Winter Haven City, FL for every taste. Decide what you need, stay focused, and you’re bound to find your perfect apartment in no time.