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Houses for Rent in Winter Haven, FL with Parking

90 Rentals
  1. 5 BEDS, 3 BATHS
    $2,490
    Total Monthly Price Total Monthly Price New
    Base Rent$2,490
    Required Monthly FeesNone
    Total Monthly Price$2,490

    4890 St James Ln

    4890 St James Ln, Winter Haven, FL 33881
    (833) 736-8264
  2. Building Photo - 3180 Royal Tern Dr
    4 BEDS, 2 BATHS
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    3180 Royal Tern Dr

    3180 Royal Tern Dr, Winter Haven, FL 33881
  3. Building Photo - 1756 2nd St NE
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1756 2nd St NE

    1756 2nd St NE, Winter Haven, FL 33881
  4. Building Photo - 6408 Domizio Dr
    4 BEDS, 3 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    6408 Domizio Dr

    6408 Domizio Dr, Cypress Gardens, FL 33884
  5. Building Photo - 2454 Taloncrest Ct
    5 BEDS, 3 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    2454 Taloncrest Ct

    2454 Taloncrest Ct, Eagle Lake, FL 33839
  6. 4 BEDS, 2 BATHS
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    347 Biltmore Blvd

    347 Biltmore Blvd, Dundee, FL 33838
  7. Building Photo - 5626 Struthers Ct
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    5626 Struthers Ct

    5626 Struthers Ct, Winter Haven, FL 33884
  8. Back Yard - 1407 N Lake Shipp Dr SW
    2 BEDS, 1 BATH
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525

    1407 N Lake Shipp Dr SW

    1407 N Lake Shipp Dr SW, Winter Haven, FL 33880
  9. 3 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    336 Kayden Cv

    336 Kayden Cv, Winter Haven, FL 33884
  10. 3 BEDS, 2 BATHS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    7166 Summit Dr

    7166 Summit Dr, Winter Haven, FL 33884
  11. 3 BEDS, 2 BATHS
    $2,149
    Total Monthly Price Total Monthly Price New
    Base Rent$2,149
    Required Monthly FeesNone
    Total Monthly Price$2,149

    501 Interlock St

    501 Interlock St, Lake Alfred, FL 33850
  12. 4 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    558 Reddicks Cir

    558 Reddicks Cir, Winter Haven, FL 33884
Showing 42 of 90 results, Page 1 of 3

Winter Haven at a Glance

Average Rent

$1,333
(All bedrooms and property types)
Learn more about
Average Rent in Winter Haven
5

School Rating

out of 10 Rating
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Schools in Winter Haven

Winter Haven, FL Houses 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)

Education

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Public High School

Public
Grades 9-12
Students
GreatSchools Rating

Public High School

Public
Grades 9-12
Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
Students

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

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