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Apartments for Rent in Winter Haven, FL with a Swimming Pool

681 Rentals
.
  6. 1 Month Free
    1 Month Free
    STUDIO
    $1,350+
    1 BED
    $1,573+
    2 BEDS
    $1,995+

    The Breeze

    265 Ave E SW, Winter Haven, FL 33880
    (863) 356-8805
  21. Building Photo - 1195 Tyler Lp
    4 BEDS, 3 BATHS
    $1,900

    1195 Tyler Lp

    1195 Tyler Lp, Winter Haven, FL 33884
  22. Building Photo - 373 Kayden Cv
    5 BEDS, 3 BATHS
    $2,100

    373 Kayden Cv

    373 Kayden Cv, Winter Haven, FL 33884
  33. 4 BEDS, 2 BATHS
    $2,800

    1731 Ave C NE

    1731 Ave C NE, Winter Haven, FL 33881
  34. 3 BEDS, 2 BATHS
    $2,500

    112 Lagoon Rd

    112 Lagoon Rd, Winter Haven, FL 33884
  35. Building Photo - 919 Ave S SE
    3 BEDS, 2 BATHS
    $2,450

    919 Ave S SE

    919 Ave S SE, Winter Haven, FL 33880

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Winter Haven at a Glance

Average Rent

$1,294
(All bedrooms and property types)
Learn more about
Average Rent in Winter Haven
4

School Rating

out of 10 Rating
Learn more about
Schools in Winter Haven
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winter Haven
49

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winter Haven

Winter Haven, FL Apartments for Rent

Winter Haven earns its nickname "The Chain of Lakes City" from 50 connected lakes and canals flowing through the community. Anyone searching for apartments for rent in Winter Haven can choose from lakefront spots to downtown homes, with studios going for about $1,020 and two-bedroom apartment communities running around $1,516 monthly. The historic Interlaken neighborhood shows off colonial revival buildings, while newer developments bring modern living spaces that fit different budgets and tastes.

Renting in Winter Haven means year-round fun on the water—boating, fishing, and water sports across the city's lakes. Downtown's Central Avenue puts local shops and restaurants within walking distance of several residential areas. The city hosts Legoland Florida, a major regional draw built where Cypress Gardens once stood. Winter Haven sits in Polk County, right between Tampa and Orlando, with easy Interstate 4 access for anyone commuting to either city. The warm weather and waterfront views make it a smart choice for renters wanting affordable Central Florida living.

Renting in Winter Haven

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Haven

(For 1 bedroom apartments)

Getting Around Winter Haven

Transportation

44

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
49

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
Winter Haven Senior High School

Public High School

Public
Grades 9-12
2,467 Students
GreatSchools Rating
Jewett Middle Academy Magnet

Public Middle School

Public
Grades 6-8
584 Students
GreatSchools Rating
Westwood Middle School

Public Middle School

Public
Grades 6-8
878 Students
GreatSchools Rating
Denison Middle School

Public Middle School

Public
Grades 6-8
738 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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