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Apartments for Rent in Winter Haven, FL

125 Rentals Available
Apartments for Rent in Winter Haven, FL. 125 Rentals Available
  • Today

    456 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS $1,849
  • Today

    380 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS $1,869
  • Today

    350 24Th St. NW, Winter Haven, FL 33880
    STUDIO $1,109+
    1 BED $1,208+
    2 BEDS $1,485+
  • Today

    465 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
  • Today

    393 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
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  • Today

    409 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
  • Today

    333 Kensington View Dr, Winter Haven, FL 33880
    4 BEDS Ask for Pricing
  • Today

    493 Kensington View Dr, Winter Haven, FL 33880
    4 BEDS Ask for Pricing
  • Today

    424 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
  • Today

    384 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
  • Today

    417 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
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  • Today

    461 Kensington View Dr, Winter Haven, FL 33880
    4 BEDS Ask for Pricing
  • Today

    457 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
  • Today

    372 Kensington View Dr, Winter Haven, FL 33880
    3 BEDS Ask for Pricing
  • Today

    110 22ND ST NW, WINTER HAVEN, FL 33880
    3 BEDS Ask for Pricing
  • Today

    2103 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884
    4 BEDS Ask for Pricing
  • Today

    4732 SUMMERFIELD, WINTER HAVEN, FL 33881
    3 BEDS Ask for Pricing
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  • Today

    1256 Salisbury Dr, Winter Haven, FL 33881
    3 BEDS Ask for Pricing
  • Today

    6026 Live Oak Dr, Winter Haven, FL 33880
    4 BEDS Ask for Pricing
  • Today

    320 Lake Daisy Loop, Winter Haven, FL 33884
    4 BEDS Ask for Pricing
  • Today

    210 Kingshill Ct SE, Winter Haven, FL 33884
    3 BEDS Ask for Pricing
  • Today

    468 KENSINGTON VIEW, WINTER HAVEN, FL 33880
    3 BEDS Ask for Pricing
  • Today

    2024 10TH ST NW, WINTER HAVEN, FL 33881
    3 BEDS Ask for Pricing
  • Today

    102 Landings Way, Winter Haven, FL 33880
    1 BED $1,100
    2 BEDS $1,200+
    3 BEDS $1,275
  • Today

    500 Avenue L, NW, Winter Haven, FL 33881
    Income Restricted
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
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You viewed 99 of 125 rentals.

Winter Haven, FL rent trends

Rental prices in Winter Haven, FL have decreased by 1.57% over the past year. The average rent moved from $1,553 to $1,529.

Average rent in Winter Haven, FL

$1,529/mo Winter Haven, FL average rental price, January 2026
Image Average Rent

The average monthly rent of apartments in Winter Haven, FL is $1,529.

    What's the typical rent budget in Winter Haven, FL?

    About 45% of apartment rents in Winter Haven, FL range between $1,501-$2,000. Meanwhile, apartments around $2,001-$2,500 represent 4% of apartments. Around 47% of Winter Haven’s apartments are in the $1,001-$1,500 price range. 3% of apartments are priced ≤ $1000. A share of 1% of apartment rentals in Winter Haven are in the > $3,000 range.

    The largest share of rentals in Winter Haven, FL (47%) fall between $1,001-$1,500 per month. This suggests that most people succesfully find suitable apartments within this price.

    Getting around in Winter Haven, FL

    26 /100
    Car-Dependent
    35 /100
    Somewhat Bikeable
    Walk Score®: 26, Bike Score®: 35

    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 20 Feb 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 is the average rent in Winter Haven, FL?

    The average rent in Winter Haven, FL is $1,582.

    What is the price range for a studio apartment in Winter Haven, FL?

    The price range for a studio apartment in Winter Haven, FL is between $1,109 and $1,364.

    What is the price range for a 1-bedroom apartment in Winter Haven, FL?

    The price range for a 1-bedroom apartment in Winter Haven, FL is between $1,100 and $1,484.

    What is the price range for a 2-bedroom apartment in Winter Haven, FL?

    The price range for a 2-bedroom apartment in Winter Haven, FL is between $1,200 and $1,820.

    What is the price range for a 3-bedroom apartment in Winter Haven, FL?

    The price range for a 3-bedroom apartment in Winter Haven, FL is between $1,275 and $2,160.

    What type of rental buildings are in Winter Haven, FL?

    In Winter Haven 38% of the housing is rented out compared to 62% of homes are owned, according to the most recent Census Bureau estimates. 11% of Winter Haven's apartments are found in large buildings of 50 units or more, 49% are located in smaller apartment complexes with less than 50 units, and 38% are single-family rentals.

    What do typical apartment communities look like in Winter Haven, FL?

    The age and size of multifamily buildings are among the most visible characteristics of the rental market in a city. In this case, the apartment buildings in Winter Haven are about 34 years old, on average. Of these, 38% have been built since 2000, representing the newer options on the market and typically offering more amenities. Rental buildings in the city have an average height of 4 stories. About 84% of the rental communities here are low-rise, garden-style communities, 5% are mid-rises, and 12% are high-rise buildings. These are true especially for large-scale multifamily buildings with over 50 apartments.

    What apartment floorplans are common in Winter Haven, FL?

    Studio apartments in Winter Haven are around 4% of rentals, while 1-bedroom floor plans represent 36% of the total stock. For those in search of larger rentals, 2-bedroom floorplans make up 46% of all rentals. More generous apartments with 3 bedrooms or more are also available in this city for those in search of more space.

    Living in Winter Haven, FL

    Situated halfway between Tampa and Orlando, Winter Haven is a small town in Central that earned its nickname, “The Chain of Lakes City,” due to the more than 50 lakes within or bordering city limits, most of which are connected by canals. It’s easy to see why Winter Haven is a paradise for fishing and boating enthusiasts, but also for nature lovers in general. Winter Haven’s top attraction is the Legoland Florida Resort — the largest in the country — which is a 20-minute drive from the city center. Winter Haven has long, hot and humid summers, with average daily temperatures in the high 80s. Winters are short and cloudy, with the lowest temperatures in the low 50s in January, which is the coldest month. Winter Haven is one of the fastest growing locations in Florida, which makes it a great renting spot for looking to settle in a peaceful setting with an affordable lifestyle. The cost of living in Winter Haven tends to be lower, and the housing market is more affordable than most cities of similar size in the U.S.

    Renting in Winter Haven, FL

    Due to its affordable housing market, most people living in Winter Haven own their homes, but there are several rental options as well. About one-third of Winter Haven’s residents are renters. The best neighborhoods to rent in winter Haven are located near major thoroughfares, which makes it easy for renters to commute for work into Tampa, Orlando, nearby Legoland or one of the many other resorts in the area. Except for the downtown area, which is quite walkable, most neighborhoods in Winter Haven have a small-town feel that’s perfect for families raising children. One of the most desirable neighborhoods is Eloise Pointe Estates, which is situated just down the road from Legoland. Skidmore, an upscale gated community, is located on the South Shore of Lake Eloise. Most apartment communities in Winter Haven feature amenities catering to both families and single renters.

    Things for renting

    Shopping in Winter Haven, FL

    The majority of shopping options in Winter Haven is concentrated in the downtown area, which also features several restaurants and entertainment venues for renters to enjoy. Downtown Winter Haven is also the most walkable area in the city, so it’s easy for renters to stroll and shop around. In addition, Winter Haven renters have access to Colonial Promenade, a shopping mall on Cypress Gardens Boulevard. This outdoor mall is anchored by Walmart Supercenter and includes some 19 stores. For grocery shopping, renters have access to Publix and Aldi, which have a few stores here. However, health-conscious renters should know that chains like Trader Joe’s or Whole Foods don’t have a presence in the city. For more refined shopping, renters typically travel to Tampa or Orlando.

    Transportation in Winter Haven, FL

    Winter Haven has poor walkability, except for the small downtown area, so most renters use their cars to get around or commute to work into Tamp or Orlando. For renters who don’t have a car, public transit options in Winter Haven are limited to just several bus routes. Winter Haven Area Transit operates nine bus routes, with an additional four bus routes provided by the Citrus Connection, a public transit system based in nearby Lakeland. Renters who don’t have a car but prefer more convenient transportation have access to ridesharing services like Uber and Lyft. International travelers go through Tampa International Airport and Orlando International Airport.

    Look for apartments near me

    Are you looking to land that one apartment near you that ticks all the boxes? Now you can browse through available RentCafe apartment listings in your area, rated and reviewed by verified residents. Comparing the size, price, amenities and location of apartments for rent near you is easier than ever. Do you feel like expanding the search beyond your neighborhood and ZIP code? Browse apartments for rent in your city and state to find the best fit, wherever you are in the U.S. Somewhere out there is the perfect apartment just waiting for you.

    Whether you're looking for a studio, an apartment with one or more bedrooms, or maybe you're upgrading to a luxury apartment or need to acommodate a pet, RentCafe allows you to easily search for a rental near you based on your criteria, anywhere in the U.S. So, let's find your new home today!

    RentCafe is your one-stop shop for finding a great new apartment in Winter Haven, FL. Easily search through a wide selection of apartments for rent in Winter Haven, FL, and view detailed information about available rentals including floor plans, pricing, photos, amenities, interactive maps, and thorough property descriptions. Property owners and managers are one click away, so feel free to contact them and find out all you need to know about the apartment you're interested in. Browse Winter Haven, FL apartments with rents starting from $1,100 and submit your rental application today!

    Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!