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Apartments for Rent in Winter Haven, FL

85 rentals available
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About usCareersRental TrendsSupport Privacy Policy Terms of Use Sitemap Sunny.comAccessibilityPartner PortalDo not sell or share my personal info
Equal Housing Opportunity
Join / Sign in
Start your Winter Haven, FL search
How many bedrooms do you need?
  • Home/
  • FL/
  • Polk County/
  • Winter Haven Apartments

Apartments for Rent in Winter Haven, FL

85 rentals available
  • 1
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  • 3
  • 4
  • 5
  • 6
Start your Winter Haven search
How many bedrooms do you need?
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Listings

2371 Edwin St. Winter Haven Duplexes! Gallery 1
1 of 10

2371 Edwin St. Winter Haven Duplexes!

$1,200
2371 Edwin Street Northeast, Winter Haven, FL 33881
(813) 325-8413
1 unit available
2 bed
Amenities
Recently renovated
WINTER HAVEN - LAKES AT LUCERNE PARK - BRAND NEW 3BR/2BA HOME Gallery 1
1 of 19

WINTER HAVEN - LAKES AT LUCERNE PARK - BRAND NEW 3BR/2BA HOME

$1,895
223 Hibiscus Street, Winter Haven, FL 33881
(866) 611-3590
1 unit available
3 bed
Amenities
W/D hookup, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Garage + more
4 Bedroom 2 Bathroom in Winter Haven Gallery 1
1 of 12

4 Bedroom 2 Bathroom in Winter Haven

$1,899
4506 Rapallo Avenue, Winter Haven, FL 33884
(863) 877-1669
1 unit available
4 bed
Amenities
Pet friendly, Air conditioning, and Concierge
265 25th St SW Unit B Gallery 1
1 of 9

265 25th St SW Unit B

$1,200
265 25th Street Southwest, Winter Haven, FL 33880
(813) 478-0296
1 unit available
2 bed
Amenities
W/D hookup, Range, and Refrigerator
Truly Stunning 4-bedroom, 3-bathroom, 2 car garage in the beautiful new community of Villimar Gallery 1
1 of 42

Truly Stunning 4-bedroom, 3-bathroom, 2 car garage in the beautiful new community of Villimar

$2,600
2107 Cartgate Lane, Winter Haven, FL 33884
(813) 867-7300
1 unit available
4 bed
Amenities
In unit laundry, Dogs allowed, New construction, Garage, Stainless steel, and Walk in closets
2 Bedroom 1 Bathroom in Winter Haven Gallery 1
1 of 11

2 Bedroom 1 Bathroom in Winter Haven

$1,099
136 Avenue C Northeast, Winter Haven, FL 33881
(863) 877-1669
1 unit available
2 bed
Amenities
Pet friendly, Air conditioning, and Concierge
4 bed 2.5 bath home built in 2024 Gallery 1
1 of 24

4 bed 2.5 bath home built in 2024

$2,200
4450 Rapallo Avenue, Winter Haven, FL 33884
(863) 656-3642
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, Dogs allowed, Garage, Pool, and Air conditioning
1993 Sarah Street Gallery 1
1 of 2

1993 Sarah Street

$1,998
1993 Sarah Street, Winter Haven, FL 33859
(407) 216-1218
1 unit available
4 bed
Modern 2-Bedroom Townhome with Dual Suites in Beautiful Winter Haven! Gallery 1
1 of 32

Modern 2-Bedroom Townhome with Dual Suites in Beautiful Winter Haven!

$1,795
2430 Willow Way, Winter Haven, FL 33881
(407) 747-9065
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Gym, Pool, and Air conditioning
Modern 3-Bed, 2.5-Bath Townhome in Winter Haven – Style, Space & Convenience! Gallery 1
1 of 34

Modern 3-Bed, 2.5-Bath Townhome in Winter Haven – Style, Space & Convenience!

$1,895
2607 Tanoak Terrace, Winter Haven, FL 33881
(407) 747-9065
1 unit available
3 bed
Amenities
Patio / balcony, Dishwasher, Pet friendly, Stainless steel, Walk in closets, Gym + more
Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views! Gallery 1
1 of 33

Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views!

$1,895
2529 Pine Place, Winter Haven, FL 33881
(407) 747-9065
1 unit available
3 bed
Amenities
Dishwasher, Pet friendly, Gym, Pool, Air conditioning, and Clubhouse
Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven! Gallery 1
1 of 34

Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven!

$1,850
2414 Willow Way, Winter Haven, FL 33881
(407) 747-9065
1 unit available
2 bed
Amenities
On-site laundry, Dishwasher, Pet friendly, Garage, Stainless steel, Walk in closets + more
669 Avenue B NW Gallery 1
1 of 20

669 Avenue B NW

$1,295
669 Avenue B Northwest, Winter Haven, FL 33881
(850) 779-4661
1 unit available
1 bed
Amenities
On-site laundry, Pet friendly, Parking, Recently renovated, Air conditioning, and Range
658 Ave B NW Gallery 1
1 of 19

658 Ave B NW

$1,095
658 Avenue B Northwest, Winter Haven, FL 33881
(850) 779-4661
1 unit available
1 bed
Amenities
On-site laundry, Pet friendly, Parking, Recently renovated, Air conditioning, and Range
1935 Ave O Sw Gallery 1
1 of 11

1935 Ave O Sw

$1,400
1935 Avenue O Southwest, Winter Haven, FL 33880
(863) 294-7420
1 unit available
2 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Pet friendly, Parking, Stainless steel + more
Elegant 3-Bedroom Home in Winter Haven – Modern Comfort in a Prime Location! Gallery 1
1 of 41

Elegant 3-Bedroom Home in Winter Haven – Modern Comfort in a Prime Location!

$1,695
3916 Giorgio Drive, Winter Haven, FL 33884
(407) 747-9065
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Pool, Air conditioning, and Playground

Average rent in Winter Haven, Florida

The average rent for a 1 bedroom apartment in Winter Haven is $1,332+, while the average rent for a 2 bedroom apartment is $1,537+. Rent rates updated 3 days ago
Studio
$1,047+
Prices trending down
1 Bed
$1,332+
Prices trending down
2 Beds
$1,537+
Prices trending down
3+ Beds
$1,522+
Prices trending down
* Averages are based on the rental prices of properties listed on Apartment List that don’t include fees

Top neighborhoods

Top neighborhoods in Winter Haven, FL

  • Map of Cypresswood Country Club

    Cypresswood Country Club

    What's it 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
    View 4 listings

Find more rentals by

Amenities
  • Winter Haven Apartments with Garages (42)
  • Winter Haven Apartments with Washer-Dryers (35)
  • Winter Haven Luxury Apartments (83)
  • Winter Haven Pet Friendly Apartments (78)
Bedrooms
  • 1 Bedroom Apartments in Winter Haven (14)
Price
  • Winter Haven Apartments with Move-in Specials (6)
  • Winter Haven Cheap Apartments (6)
Neighborhoods
  • Cypresswood Country Club (4)

Frequently Asked Questions (FAQs)

Winter Haven Rent Report: June 2026

Welcome to the Apartment List June 2026 Rent Report for Winter Haven, FL. Currently, the overall median rent in the city stands at $1,084, after rising 0.6% last month. Prices remain down 3.5% year-over-year. Read on to learn more about what’s been happening in the Winter Haven rental market and how it compares to trends throughout the nation as a whole.

View full Winter Haven Rent Report

Listings

2371 Edwin St. Winter Haven Duplexes! Gallery 1
1 of 10

2371 Edwin St. Winter Haven Duplexes!

$1,200
2371 Edwin Street Northeast, Winter Haven, FL 33881
(813) 325-8413
1 unit available
2 bed
Amenities
Recently renovated
WINTER HAVEN - LAKES AT LUCERNE PARK - BRAND NEW 3BR/2BA HOME Gallery 1
1 of 19

WINTER HAVEN - LAKES AT LUCERNE PARK - BRAND NEW 3BR/2BA HOME

$1,895
223 Hibiscus Street, Winter Haven, FL 33881
(866) 611-3590
1 unit available
3 bed
Amenities
W/D hookup, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Garage + more
4 Bedroom 2 Bathroom in Winter Haven Gallery 1
1 of 12

4 Bedroom 2 Bathroom in Winter Haven

$1,899
4506 Rapallo Avenue, Winter Haven, FL 33884
(863) 877-1669
1 unit available
4 bed
Amenities
Pet friendly, Air conditioning, and Concierge
265 25th St SW Unit B Gallery 1
1 of 9

265 25th St SW Unit B

$1,200
265 25th Street Southwest, Winter Haven, FL 33880
(813) 478-0296
1 unit available
2 bed
Amenities
W/D hookup, Range, and Refrigerator
Truly Stunning 4-bedroom, 3-bathroom, 2 car garage in the beautiful new community of Villimar Gallery 1
1 of 42

Truly Stunning 4-bedroom, 3-bathroom, 2 car garage in the beautiful new community of Villimar

$2,600
2107 Cartgate Lane, Winter Haven, FL 33884
(813) 867-7300
1 unit available
4 bed
Amenities
In unit laundry, Dogs allowed, New construction, Garage, Stainless steel, and Walk in closets
2 Bedroom 1 Bathroom in Winter Haven Gallery 1
1 of 11

2 Bedroom 1 Bathroom in Winter Haven

$1,099
136 Avenue C Northeast, Winter Haven, FL 33881
(863) 877-1669
1 unit available
2 bed
Amenities
Pet friendly, Air conditioning, and Concierge
4 bed 2.5 bath home built in 2024 Gallery 1
1 of 24

4 bed 2.5 bath home built in 2024

$2,200
4450 Rapallo Avenue, Winter Haven, FL 33884
(863) 656-3642
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, Dogs allowed, Garage, Pool, and Air conditioning
1993 Sarah Street Gallery 1
1 of 2

1993 Sarah Street

$1,998
1993 Sarah Street, Winter Haven, FL 33859
(407) 216-1218
1 unit available
4 bed
Modern 2-Bedroom Townhome with Dual Suites in Beautiful Winter Haven! Gallery 1
1 of 32

Modern 2-Bedroom Townhome with Dual Suites in Beautiful Winter Haven!

$1,795
2430 Willow Way, Winter Haven, FL 33881
(407) 747-9065
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Gym, Pool, and Air conditioning
Modern 3-Bed, 2.5-Bath Townhome in Winter Haven – Style, Space & Convenience! Gallery 1
1 of 34

Modern 3-Bed, 2.5-Bath Townhome in Winter Haven – Style, Space & Convenience!

$1,895
2607 Tanoak Terrace, Winter Haven, FL 33881
(407) 747-9065
1 unit available
3 bed
Amenities
Patio / balcony, Dishwasher, Pet friendly, Stainless steel, Walk in closets, Gym + more
Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views! Gallery 1
1 of 33

Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views!

$1,895
2529 Pine Place, Winter Haven, FL 33881
(407) 747-9065
1 unit available
3 bed
Amenities
Dishwasher, Pet friendly, Gym, Pool, Air conditioning, and Clubhouse
Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven! Gallery 1
1 of 34

Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven!

$1,850
2414 Willow Way, Winter Haven, FL 33881
(407) 747-9065
1 unit available
2 bed
Amenities
On-site laundry, Dishwasher, Pet friendly, Garage, Stainless steel, Walk in closets + more
669 Avenue B NW Gallery 1
1 of 20

669 Avenue B NW

$1,295
669 Avenue B Northwest, Winter Haven, FL 33881
(850) 779-4661
1 unit available
1 bed
Amenities
On-site laundry, Pet friendly, Parking, Recently renovated, Air conditioning, and Range
658 Ave B NW Gallery 1
1 of 19

658 Ave B NW

$1,095
658 Avenue B Northwest, Winter Haven, FL 33881
(850) 779-4661
1 unit available
1 bed
Amenities
On-site laundry, Pet friendly, Parking, Recently renovated, Air conditioning, and Range
1935 Ave O Sw Gallery 1
1 of 11

1935 Ave O Sw

$1,400
1935 Avenue O Southwest, Winter Haven, FL 33880
(863) 294-7420
1 unit available
2 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Pet friendly, Parking, Stainless steel + more
Elegant 3-Bedroom Home in Winter Haven – Modern Comfort in a Prime Location! Gallery 1
1 of 41

Elegant 3-Bedroom Home in Winter Haven – Modern Comfort in a Prime Location!

$1,695
3916 Giorgio Drive, Winter Haven, FL 33884
(407) 747-9065
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Pool, Air conditioning, and Playground

Average rent in Winter Haven, Florida

The average rent for a 1 bedroom apartment in Winter Haven is $1,332+, while the average rent for a 2 bedroom apartment is $1,537+. Rent rates updated 3 days ago
Studio
$1,047+
Prices trending down
1 Bed
$1,332+
Prices trending down
2 Beds
$1,537+
Prices trending down
3+ Beds
$1,522+
Prices trending down
* Averages are based on the rental prices of properties listed on Apartment List that don’t include fees

Top neighborhoods

Top neighborhoods in Winter Haven, FL

  • Map of Cypresswood Country Club

    Cypresswood Country Club

    What's it 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
    View 4 listings

Find more rentals by

Amenities
  • Winter Haven Apartments with Garages (42)
  • Winter Haven Apartments with Washer-Dryers (35)
  • Winter Haven Luxury Apartments (83)
  • Winter Haven Pet Friendly Apartments (78)
Bedrooms
  • 1 Bedroom Apartments in Winter Haven (14)
Price
  • Winter Haven Apartments with Move-in Specials (6)
  • Winter Haven Cheap Apartments (6)
Neighborhoods
  • Cypresswood Country Club (4)

Frequently Asked Questions (FAQs)

Winter Haven Rent Report: June 2026

Welcome to the Apartment List June 2026 Rent Report for Winter Haven, FL. Currently, the overall median rent in the city stands at $1,084, after rising 0.6% last month. Prices remain down 3.5% year-over-year. Read on to learn more about what’s been happening in the Winter Haven rental market and how it compares to trends throughout the nation as a whole.

View full Winter Haven Rent Report
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