Apartments for Rent in Winter Haven, FL (699 Rentals) Page 7 of 14

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property at 5850 Cypress Gardens Blvd
$1,450

Total Monthly Price

Base Rent$1,450

Total Monthly Price$1,450
3 Bedroom, 3 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

5850 Cypress Gardens Blvd, Unit 806

5850 Cypress Gardens Blvd
Winter HavenFL33884
property at 606 Pavare Ct
$1,295

Total Monthly Price

Base Rent$1,295

Total Monthly Price$1,295
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

606 Pavare Ct

Winter HavenFL33884
property at 3247 Nightfall Rd
$2,050

Total Monthly Price

Base Rent$2,050

Total Monthly Price$2,050
3 Bedroom, 2 Bath Home for Rent
Available Now

3247 Nightfall Rd

Winter HavenFL33881
property at 248 Avenue L NE
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 1 Bath Home for Rent
Available Now

248 Avenue L NE

Winter HavenFL33881
property at 110 Broward Dr
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
4 Bedroom, 3 Bath Home for Rent
Available Now

110 Broward Dr

Winter HavenFL33884
property at 1938 Sarah St
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
4 Bedroom, 3 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

1938 Sarah St

Winter HavenFL33884
property at 679 Lake Dexter Cir
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
2 Bedroom, 2 Bath Home for Rent
Available Now
Luxury

679 Lake Dexter Cir

Winter HavenFL33884
property at 1026 Medinah Dr
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
2 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

1026 Medinah Dr

Winter HavenFL33884
property at 715 Magnolia Pl
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

715 Magnolia Pl, Unit 715

715 Magnolia Pl
Winter HavenFL33884
property at 5638 Struthers Ct
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

5638 Struthers Ct

Winter HavenFL33884
property at 8402 Waterview Way
$1,200

Total Monthly Price

Base Rent$1,200

Total Monthly Price$1,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

8402 Waterview Way, Unit 8402

8402 Waterview Way
Winter HavenFL33884
property at 407 Eagle Pond Dr
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

407 Eagle Pond Dr, Unit 4F

407 Eagle Pond Dr
Winter HavenFL33884
property at 687 Lake Dexter Cir
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
3 Bedroom, 3 Bath Home for Rent
Available Now
Luxury

687 Lake Dexter Cir

Winter HavenFL33884
property at 333 N Lake Howard Dr
$1,650

Total Monthly Price

Base Rent$1,650

Total Monthly Price$1,650
3 Bedroom, 2 Bath Condo for Rent
Available Now

333 N Lake Howard Dr, Unit 211B

333 N Lake Howard Dr
Winter HavenFL33880
property at 504 Orange Blossom Dr
$1,850

Total Monthly Price

Base Rent$1,850

Total Monthly Price$1,850
2 Bedroom, 3 Bath Townhome for Rent
Available Now
Luxury

504 Orange Blossom Dr

Winter HavenFL33880
property at 780 Overlook Grove Dr
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
4 Bedroom, 2 Bath Home for Rent
Available Now

780 Overlook Grove Dr

Winter HavenFL33884
property at 6220 Botticella Blvd
$2,175

Total Monthly Price

Base Rent$2,175

Total Monthly Price$2,175
4 Bedroom, 3 Bath Home for Rent
Available Now

6220 Botticella Blvd

Winter HavenFL33884
property at 8302 Waterview Way
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

8302 Waterview Way

Winter HavenFL33884
property at 172 Inman Blvd
$1,895

Total Monthly Price

Base Rent$1,895

Total Monthly Price$1,895
3 Bedroom, 2 Bath Home for Rent
Available Now

172 Inman Blvd

Winter HavenFL33881
property at 5667 Struthers Ct
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

5667 Struthers Ct

Winter HavenFL33884
property at 535 McDonald Ave
$1,000

Total Monthly Price

Base Rent$1,000

Total Monthly Price$1,000
1 Bedroom, 1 Bath Home for Rent
Available Now

535 McDonald Ave

AuburndaleFL33823
property at 2571 Driftwood St
$2,195

Total Monthly Price

Base Rent$2,195

Total Monthly Price$2,195
4 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

2571 Driftwood St

AuburndaleFL33823
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Frequently Asked Questions about Winter Haven

What is the current pricing and availability for apartments for rent in Winter Haven, FL?

As of today, September 23, 2026, there are currently 699 available Winter Haven apartments priced from $650 to $6,122, with an average monthly rent of $1,611.

What Winter Haven neighborhoods have the most available apartments?

There are 28 neighborhoods in the Winter Haven area with available listings as of today. The three neighborhoods with the most options are North Polk with 2,149 listings, Southwest Polk with 910 listings, and Southeast Polk with 1,559 listings.

How much are Studio apartments in Winter Haven?

There are currently 42 Studio Apartments in Winter Haven with rent ranges from $875 to $1,425 with an average price of $1,107.

What is the current price range for One Bedroom Winter Haven Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Haven ranges from $650 to $2,045 with an average monthly rent of $1,399.

What does renting a Two Bedroom Apartment in Winter Haven cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Haven range from $895 to $3,250. Today's average rental price for Two Bedrooms here is $1,694.

How expensive are Winter Haven Three Bedroom Apartments?

There are currently 46 Three Bedroom Apartments listings available in Winter Haven on ApartmentHomeLiving.com. The pricing ranges from $1,191 to $3,905 - averaging $1,892 for the location.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.