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


1558 Jessica Blvd

383 Winter Ridge Blvd

202 Country Ln NE

1228 Evergreen Ct

1292 Evergreen Ct
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.

700 Mirror Terrace NW

1301 Evergreen Ct

1237 Evergreen Ct

3483 Costello Cir

503 Avenue B NW

919 Ave S SE
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.

916 Ave S SE

7903 Waterview Way

1550 11th St NE

1543 Jessica Blvd

1550 11th St NE

513 Winter Terrace
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.

373 Kayden Cv

1195 Tyler Lp

261 Piave St

632 Paradise Island Way

199 Macaulay's Cv

3314 Aruba Wy
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.

310 S 3rd St
Winter Haven, FL Local Guide

How much does it cost to rent a home in Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Haven 2 Bedroom Homes for Rent | $1,467 | $600 | $2,400 |
| Winter Haven 3 Bedroom Homes for Rent | $1,860 | $1,095 | $3,100 |
| Winter Haven 4 Bedroom Homes for Rent | $2,135 | $1,420 | $4,000 |
| Winter Haven 5 Bedroom Homes for Rent | $2,325 | $1,945 | $2,650 |
| Winter Haven 6 Bedroom Homes for Rent | $2,995 | $2,995 | $2,995 |
Browse Top Homes for Rent in Winter Haven
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Winter Haven, FL Local Guide
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Don'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 ArticleCash 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.
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.
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
Frequently Asked Questions about Winter Haven
What type of rentals are currently available in Winter Haven?
There are currently 218 Apartments for Rent in Winter Haven, FL with pricing that ranges from $775 to $3,045. There are also 368 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Haven ranging from $600 to $4,000.
What is the current price range for Rental Homes in Winter Haven?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Haven ranges from $600 to $4,000 with an average monthly rent of $1,983.
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

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 Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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