2 Bedroom Apartments for Rent in Winter Haven, FL (163 Rentals)

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Prose Cypress Pointe
Rent Specials
$1,599 - $1,841
Total Monthly Price

Total Monthly Price

Base Rent
$1,441 - $1,841
Total Monthly Price
$1,441 - $1,841
2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Family Friendly
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property at 1407 N Lake Shipp Dr SW

$1,525

Total Monthly Price

Total Monthly Price

Base Rent
$1,525
Total Monthly Price
$1,525

2 Bedroom, 1 Bath Home for Rent

Available Apr 30

1407 N Lake Shipp Dr SW

Winter HavenFL33880
property at 5626 Struthers Ct

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550
Total Monthly Price
$1,550

2 Bedroom, 1 Bath Home for Rent

Available Now

5626 Struthers Ct

Winter HavenFL33884
property at 140 Ave W NW

$1,395

2 Bedroom Rentals

Available Now

140 Ave W NW

Winter HavenFL33881
property at 163 Ave A SE

$1,300

2 Bedroom Rentals

Available Now

163 Ave A SE

Winter HavenFL33880

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Showing Results 1-50, Page 1 of 4

Winter Haven, FL Local Guide

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Written By:
Staff Writer
Local Guide Expert

Winter Haven 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: April 09, 2026

There are currently 52 available 2 Bedroom apartment units in Winter Haven, FL neighborhoods that range in price from $1,150 to $3,250. Heres is today's list of the top neighborhoods in Winter Haven with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Downtown Winter Haven52$1,562$1,150

Largest Available Winter Haven 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winter Haven, FL is found at Raingarden Apartments in the Graydon Hills neighborhood and is 2,000 square feet priced from $3,250. Lakeshore Club has the second largest 2 Bedroom, which is sized at 1,400 square feet and currently listed start at $1,700. Here is today’s list of the largest available 2 Bedroom units in Winter Haven:

Apartment ListingModel NameSquare FootagePriced From
Raingarden ApartmentsRaingarden2,000 Sq Ft$3,250
Lakeshore Club2 Bedroom, 2 Bathroom1,400 Sq Ft$1,700
Serenity at Lake WalesSanctuary1,214 Sq Ft$2,245
Prose Cypress PointeB11,180 Sq Ft$1,741
Carlton Arms Of Winter Haven(H1A) Townhome1,120 Sq Ft$1,580
Alera at Hunters GlenB41,100 Sq Ft$1,699
The BreezeCPH11,086 Sq Ft$2,250
Dream Winter HavenB31,077 Sq Ft$1,648
RaindanceC-21,058 Sq Ft$1,925
The Waverly at Winter HavenB31,056 Sq Ft$1,749

Cheapest Available Winter Haven 2 Bedroom Apartments

As of April 09, 2026 the lowest priced 2 Bedroom apartment unit in Winter Haven, FL is the 2BR 2BA Model starting from $993 at Villas at Lake Smart Apartments in the Brandywyne neighborhood. The second most affordable Winter Haven 2 Bedroom is the 2 Beds, 1 bath Model at Central Haven Apartments starting at $1,275 in the Graydon Hills neighborhood. The average price for all 2 Bedroom apartments in Winter Haven is currently $1,718. Here is today’s list of the cheapest available 2 Bedroom options in Winter Haven:

Apartment ListingModel NamePriced From
Villas at Lake Smart Apartments2BR 2BA$993
Central Haven Apartments2 Beds, 1 bath$1,275
The Landings Apartment Homes2 Bedroom - BRANDYWYNE$1,285
Della Vita ApartmentsTwo Bed 1 Bath$1,315
510 Avenue K NW2b/2b$1,350
Haven at Lake Deer2 Bedroom$1,385
Carlton Arms Of Winter Haven(C1B) Downstairs$1,416
Vista Lake Ned2x1$1,434
Lakeshore Club2 Bedroom, 2 Bathroom$1,489
Alera at Hunters GlenB1$1,550

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Winter Haven Overview

Living in apartments in Winter Haven, Florida offers you plenty of amenities, outdoor recreation opportunities, and larger cities a short commute away. You get a country feel, while being able to live in a city. The weather is warm throughout most of the year, with only a few months of cooler weather during the winter. Residents enjoy the variety of restaurants and shopping, while there are great work opportunities in nearby Tampa and Orlando. It's a good city to call home, as residents describe it as affordable, relaxing, and quiet.

Why live in Winter Haven, FL?

With an easy commute to Orlando and Tampa, Winter Haven is in an excellent location. It's more affordable than the two nearby cities, and there are a lot of amenities for residents to enjoy. It's a medium-sized city that offers plenty of opportunities for fun, outdoor recreation, dining, shopping, and entertainment. The lakes and canal system are a big draw for residents, and there are many hiking trails throughout the city for those that love nature.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Haven, FL Rentals by Map

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Frequently Asked Questions about 2 Bedroom Winter Haven Apartments

What is the Cheapest apartment in Winter Haven with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winter Haven is at Villas at Lake Smart Apartments listed at $993.

How much is the average rent for a 2 Bedroom Winter Haven Apartment?

The average rent for a 2 Bedroom Apartment in Winter Haven is $1,718.

What is the largest available 2 Bedroom Winter Haven Apartment for rent?

Today's apartment with the most square footage in Winter Haven is a 2,000 square feet unit starting from $3,250 at Raingarden Apartments.

What is the average size for Winter Haven 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winter Haven is currently 1,028 sq ft.

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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