
Apartments for Rent in Winter Haven, FL with Swimming Pool (28 Rentals)


The Breeze

Prose Cypress Pointe

The Carlton at Lake Dexter

RainDance

Dream Winter Haven

The Jade
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Haven at Lake Deer

Carlton Arms of Winter Haven

Barrington Place At Winter Haven

Vista Lake Ned

Briarcrest at Winter Haven

The Townhomes of Evergreen on Lake Idylwild

Della Vita Apartments
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

The Arbours at Garden Grove

Central Haven Apartments
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Alera at Hunters Glen

Serenity at Lake Wales
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Haven Studio Apartments with Swimming Pool | $1,190 | $859 | $1,455 |
| Winter Haven 1 Bedroom Apartments with Swimming Pool | $1,485 | $800 | $1,895 |
| Winter Haven 2 Bedroom Apartments with Swimming Pool | $1,737 | $700 | $2,305 |
| Winter Haven 3 Bedroom Apartments with Swimming Pool | $1,990 | $1,350 | $3,975 |
| Winter Haven 4 Bedroom Apartments with Swimming Pool | $1,895 | $1,895 | $1,895 |
Browse Top Apartments in Winter Haven
See all Apartments in Winter HavenExplore Winter Haven
Winter Haven, FL Local Guide

- Winter Haven Neighborhoods
- Nearby Cities
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Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleQuick 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.
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.
Pet Friendly Lifestyle
Ranked #
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
Pet Friendly
Best Local Schools in Winter Haven, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Haven, FL Rentals by Map
See the most popular apartments and homes in Winter Haven, FL
Getting Around Winter Haven, FL
Walk Score®
44 / 100
Car-Dependent
Most errands require a car
Bike Score®
49 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winter Haven Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winter Haven?
Currently the most affordable Apartment in Winter Haven with Swimming Pool is at Carlton Arms of Winter Haven listed at $859.
How much is the average rent for Winter Haven Apartments with Swimming Pool?
The average rent for a Apartment in Winter Haven with Swimming Pool is $1,614.
What is the largest Winter Haven Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winter Haven is a 1,627 square feet unit starting from $1,290 at Serenity at Lake Wales.
What is the average size for Winter Haven Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Winter Haven is currently at 708 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.









