Apartments for Rent in Winter Haven, FL with Swimming Pool (50 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Prose Cypress Pointe
Rent Specials
$1,299 - $1,699
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,699
Total Monthly Price
$1,299 - $1,699
1 to 2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour

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 Article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

Read Article
property at 2134 Chris Dr

$2,220

Total Monthly Price

Total Monthly Price

Base Rent
$2,220
Total Monthly Price
$2,220

5 Bedroom, 3 Bath Home for Rent

Available Now

2134 Chris Dr

Winter HavenFL33884
property at 2410 Hartridge Point Dr W

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

3 Bedroom, 3 Bath Condo for Rent

Available Now

2410 Hartridge Point Dr W, Unit 23, Unit 23

2410 Hartridge Point Dr W
Winter HavenFL33881
property at 715 Magnolia Pl

$1,650

Total Monthly Price

Total Monthly Price

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

2 Bedroom, 2 Bath Condo for Rent

Available Now

715 Magnolia Pl, Unit 715, Unit 715

715 Magnolia Pl
Winter HavenFL33884
property at 1504 Hummingbird Rd

$2,599

Total Monthly Price

Total Monthly Price

Base Rent
$2,599
Total Monthly Price
$2,599

4 Bedroom, 3 Bath Home for Rent

Available Now

1504 Hummingbird Rd

Winter HavenFL33884
property at 748 Reggie Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

4 Bedroom, 2 Bath Townhome for Rent

Available Now

748 Reggie Rd

Winter HavenFL33884

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.

Read Article
property at 7903 Waterview Way

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

7903 Waterview Way

Winter HavenFL33884
close
View Me
Imperial Harbours
2 Bedroom Apartments

Imperial Harbours

333 Lake Howard Dr NWWinter Haven, FL 33880
Senior Living
close
View Me
1120 Evergreen Pl
2 to 3 Bedroom Apartments

1120 Evergreen Pl

1120 Evergreen PlWinter Haven, FL 33880
close
View Me
Winter Haven MHC
2 Bedroom Apartments

Winter Haven MHC

50 Charlotte DrWinter Haven, FL 33880
Senior Living

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.

Read Article
property at 4657 Bernard Blvd

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250
Total Monthly Price
$2,250

4 Bedroom, 2 Bath Home for Rent

Available Now

4657 Bernard Blvd

Haines CityFL33844
property at 2454 Taloncrest Ct

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

5 Bedroom, 3 Bath Home for Rent

Available Now

2454 Taloncrest Ct

Eagle LakeFL33839
property at 310 S 3rd St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

4 Bedroom, 3 Bath Home for Rent

Available Now

310 S 3rd St

Haines CityFL33844
close
View Me
670 E Alfred Dr
Studio Apartments

670 E Alfred Dr

670 E Alfred DrLake Alfred, FL 33850
Furnished
close
View Me
Hammock Reserve
1 Bedroom Apartments

Hammock Reserve

3524 Yarian DrHaines City, FL 33844

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.

Read Article
Showing Results 1-50, Page 1 of 1

Winter Haven, FL Local Guide

Photo of Staff Writer - Local Guide Expert
Written By:
Staff Writer
Local Guide Expert

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.

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

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.

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

Decorative image of map

See the most popular apartments and homes in Winter Haven, FL

View Map
Winter Haven, FL Apartments Map
View Map
Winter Haven, FL Rental Homes Map

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 $959.

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 $1,539.

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 1,933 square feet unit starting from $1,475 at Lakeshore Club.

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 688 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

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts article

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.