
Apartments for Rent in Winter Haven, FL with Swimming Pool (25 Rentals)


The Carlton at Lake Dexter

Prose Cypress Pointe

The Jade

Haven at Lake Deer
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.

Dream Winter Haven

Carlton Arms of Winter Haven

RainDance

Vista Lake Ned

Barrington Place At Winter Haven

Della Vita Apartments

Briarcrest at Winter Haven
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.

The Arbours at Garden Grove

Central Haven Apartments
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Alera at Hunters Glen

Serenity at Lake Wales
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.
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 | $1,281 | $912 | $1,455 |
Winter Haven 1 Bedroom Apartments with Swimming Pool | $1,497 | $950 | $1,925 |
Winter Haven 2 Bedroom Apartments with Swimming Pool | $1,732 | $800 | $2,306 |
Winter Haven 3 Bedroom Apartments with Swimming Pool | $1,910 | $1,390 | $3,045 |
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Winter Haven, FL Local Guide

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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.
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 #
Pet Friendliness Lifestyle Score
Best Local Schools in Winter Haven, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
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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
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 $1,563.
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 $1,340 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 677 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.