2 Bedroom Apartments for Rent in Winter Haven, FL (176 Rentals)

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Prose Cypress Pointe
Rent Specials
$1,599 - $1,875
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,875
Total Monthly Price
$1,299 - $1,875
2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
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property at 103 11th St SE

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

2 Bedroom, 3 Bath Home for Rent

Available Jul 15

103 11th St SE

Winter HavenFL33880

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Renting Smart: Lease Basics Every Renter Needs

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Winter Haven, FL Local Guide

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Winter Haven 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: July 09, 2026

There are currently 69 available 2 Bedroom apartment units in Winter Haven, FL neighborhoods that range in price from $1,100 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 Haven69$1,598$1,100

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. The Carlton at Lake Dexter in the Cypress Grove neighborhood has the second largest 2 Bedroom, which is sized at 1,472 square feet and currently listed start at $1,637. 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
The Carlton at Lake DexterOxford1,472 Sq Ft$1,637
Lakeshore Club2 Bedroom, 2 Bathroom1,400 Sq Ft$2,050
Briarcrest at Winter HavenThe Hamilton II1,236 Sq Ft$1,185
Serenity at Lake WalesSanctuary1,214 Sq Ft$2,245
Prose Cypress PointeB11,180 Sq Ft$1,599
Alera at Hunters GlenB41,100 Sq Ft$1,629
The BreezeCPH11,086 Sq Ft$2,225
Dream Winter HavenB31,077 Sq Ft$1,799
RaindanceC-11,077 Sq Ft$1,895

Cheapest Available Winter Haven 2 Bedroom Apartments

As of July 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 The Hamilton II Model at Briarcrest at Winter Haven starting at $1,185 in the Graydon Hills neighborhood. The average price for all 2 Bedroom apartments in Winter Haven is currently $1,706. 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
Briarcrest at Winter HavenThe Hamilton II$1,185
Central Haven Apartments2 Beds, 1 bath$1,275
The Landings Apartment Homes2 Bedroom - LANDINGS$1,285
Barrington Place At Winter HavenB1$1,285
Haven at Lake Deer2 Bedroom$1,299
Della Vita ApartmentsTwo Bed 1 Bath$1,315
Carlton Arms Of Winter Haven(CC1-2) Upstairs$1,407
Lakeshore Club2 Bedroom, 2 Bathroom$1,489

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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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Frequently Asked Questions about 2 Bedroom Winter Haven Apartments

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 $1,706.

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 1,081 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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Pet-Friendly Renting: Everything You Need to Know Before You Move

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