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Apartments for Rent in Winter Haven, FL

138 rentals available
  • 1015 Mahaffey Rd Unit D21

    $1,455
    1015 Mahaffey Road, Winter Haven, FL 33884

    1 unit available
    1 bed
  • Two-Bedroom Condo in Winter Haven

    $1,399
    900 Avenue Z Southeast, Winter Haven, FL 33880
    (863) 299-6767

    1 unit available
    2 bed
    Amenities

    Patio / balcony, Dishwasher, Microwave, Range, and Refrigerator

  • 208 Sears Ave. NE

    $1,250
    208 Sears Avenue Northeast, Winter Haven, FL 33881
    (407) 729-5663

    1 unit available
    3 bed
    Amenities

    Carpet, Range, and Refrigerator

  • Beautiful 3 Bedroom 2 Bathroom Bungalow in Winter Haven.

    $1,799
    807 Ware Avenue Northeast, Winter Haven, FL 33881
    (863) 877-1669

    1 unit available
    3 bed
    Amenities

    Granite counters, Pet friendly, Stainless steel, Air conditioning, Concierge, and Extra storage

  • Gorgeous 3-Bedroom, 2.5-Bathroom Townhome in Winter Haven MOVE IN SPECIAL $500 OFF SECOND MONTH

    $1,850
    2500 21st Street Northwest, Winter Haven, FL 33881
    (863) 877-3340

    1 unit available
    3 bed
    Amenities

    Patio / balcony, Pet friendly, Garage, Recently renovated, Air conditioning, and Concierge

  • Dundee Station

    $1,995
    1286 Salisbury Drive, Winter Haven, FL 33881
    (407) 982-1988

    1 unit available
    4 bed
    Amenities

    Granite counters, Hardwood floors, Dishwasher, Garage, Stainless steel, and Air conditioning

  • 3-Bedroom, 2-Bathroom Home for Rent in Winter Haven MOVE IN SPECIAL $500 OFF SECOND MONTH

    $1,495
    2011 9th Street Northeast, Winter Haven, FL 33881
    (863) 877-3340

    1 unit available
    3 bed
    Amenities

    Pet friendly, Air conditioning, and Concierge

  • Like New!!! 3-Bedroom, 2-Bathroom in Winter Haven MOVE IN SPECIAL $500 OFF SECOND MONTH

    $1,850
    416 Mckenna Drive, Winter Haven, FL 33881
    (863) 877-3340

    1 unit available
    3 bed
    Amenities

    Pet friendly, Garage, Stainless steel, Air conditioning, and Concierge

  • “Limited Time Offer – Sign a lease by October 31, 2025, and receive 25% off your second month’s rent!” Beautiful 3 Bed 2 Bath Ranch Pool Home! Lawn Pool Care Included!

    $1,800
    310 White Ibis Lane, Winter Haven, FL 33884
    (863) 232-6262

    1 unit available
    3 bed
    Amenities

    In unit laundry, Dishwasher, Garage, Stainless steel, Walk in closets, Pool + more

  • $300 OFF FIRST MONTHS RENT MOVE-IN SPECIAL!!

    $1,400
    1240 6th Street Northeast, Winter Haven, FL 33881
    (413) 218-6319

    1 unit available
    2 bed
    Amenities

    W/D hookup, Patio / balcony, Hardwood floors, Pet friendly, Recently renovated, and Air conditioning

  • 689 LAKE HOWARD DRIVE NW

    $1,850
    689 North Lake Howard Drive, Winter Haven, FL 33880
    (813) 994-4422

    1 unit available
    2 bed
    Amenities

    In unit laundry, Patio / balcony, Dishwasher, Parking, Pool, Air conditioning + more

  • 503 AVENUE B NW

    $1,995
    503 Avenue B Northwest, Winter Haven, FL 33881
    (888) 883-8509

    1 unit available
    2 bed
    Amenities

    In unit laundry, Dishwasher, Pool, Tennis court, Fireplace, and Ice maker

  • 300 ARBUTHNOT STREET

    $2,000
    300 Arbuthnot Street, Winter Haven, FL 33881
    (866) 473-3476

    1 unit available
    3 bed
    Amenities

    In unit laundry, Patio / balcony, Dishwasher, Pet friendly, Garage, Walk in closets + more

  • 1906 SARAH STREET

    $2,000
    1906 Sarah Street, Winter Haven, FL 33859
    (866) 473-3476

    1 unit available
    4 bed
    Amenities

    In unit laundry, Dishwasher, New construction, Garage, Walk in closets, Pool + more

  • 800 OVERLOOK GROVE DRIVE

    $1,850
    800 Overlook Grove Drive, Winter Haven, FL 33884
    (407) 362-6290

    1 unit available
    3 bed
    Amenities

    Dishwasher, Garage, Recently renovated, Walk in closets, Pool, Ceiling fan + more

  • 5150 MICHELLE STREET

    $1,950
    5150 Michelle Street, Winter Haven, FL 33881
    (863) 802-5262

    1 unit available
    4 bed
    Amenities

    Dishwasher, Garage, Stainless steel, Walk in closets, Ceiling fan, Extra storage + more

Average rent in Winter Haven, Florida

The average rent for a 1 bedroom apartment in Winter Haven is $1,250, while the average rent for a 2 bedroom apartment is $1,551. Rent rates updated ago
Studio
$1,099Trending up
1 Bed
$1,250Trending up
2 Beds
$1,551Trending up
3+ Beds
$1,707Trending up
* Averages are based on the rental prices of properties listed on Apartment List

Top neighborhoods in Winter Haven

Cypresswood Country Club
Cypresswood Country Club
What it’s like to live in Cypresswood Country Club
Golf course views attract residents to Cypresswood Country Club, where homes surrounding fairways offer scenic vistas and peaceful evenings. Residents enjoy community tennis courts and the neighborhood's proximity to Legoland Florida. Though summer afternoon thunderstorms regularly interrupt outdoor activities, the designated lightning shelters throughout common areas provide safe options during storms. The area's relative affordability compared to Orlando or Tampa neighborhoods creates opportunities for retirees seeking golf course living without premium resort pricing.
Great for
Families
Retirees
Professionals
Young Renters
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial
Lake Buckeye Estates
Lake Buckeye Estates
What it’s like to live in Lake Buckeye Estates
Lake Buckeye Estates offers waterfront living along its namesake lake in eastern Winter Haven. Rental homes often include water views, private docks, and Florida-essential outdoor living spaces. While the neighborhood provides excellent access to both LEGOLAND Florida and shopping along Cypress Gardens Boulevard, the waterfront positioning means hurricane preparation becomes particularly important during storm seasons. Perfect for water enthusiasts seeking authentic lakefront living beyond purely visual water proximity who appreciate Central Florida's more relaxed pace.
Great for
Affluent Families
Luxury Renters
Professionals
Retirees
Neighborhood vibe
Suburban
Green Spaces
Family-Friendly

More Rental Options

Find an apartment for rent in Winter Haven, FL

Searching for an apartment for rent in Winter Haven, FL? Look no further! Apartment List will help you find a perfect apartment near you. There are 138 available rental units listed on Apartment List in Winter Haven. Click on listings to see photos, floorplans, amenities, prices and availability, and much more!

The average rent in Winter Haven is $1,099 for a studio, $1,250 for a one-bedroom apartment, and $1,551 for a two-bedroom apartment. If you are looking for a deal, keep an eye out for a red pulsing icon that indicates rent specials.

Tired of browsing? Take our personalized quiz. You’ll answer a couple of simple questions and we’ll put together a list of Winter Haven apartments that are best for you. We’ll also factor in your commute, budget, and preferred amenities. Looking for a pet-friendly rental, or an apartment with in-unit washer and dryer? No problem, we’ll provide you with apartments that match that criteria.

You can trust Apartment List to help you find your next Winter Haven, FL apartment rental! After all, everyone deserves a home they love.

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