
Cheap Apartments for Rent in Winter Haven, FL from $500 (32 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Haven.


The Landings Apartment Homes

351 Ave N NE

42 Carla Ct

Villas at Lake Smart Apartments

Lakeview Tower-62+ Community

Central Haven Apartments

1 Lamplight Ln
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

Total Monthly Price
501 Avenue L NE, Unit #501A

Briarcrest at Winter Haven

804 M.L.K. Blvd NE

Haven at Lake Deer

102 Oak Crest Dr NW

118 Oak Crest Dr NW

2824 Avenue G NW

1702 Recker Hwy
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Lakeside Terrace

Tzadik Brandywyne

Country Place Apartments

Wahneta Palms

Auburn Village

Brandywyne Apartment Homes

Oakcrest Apartments

Country Place Apartment Homes
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.

7383 Waverly Rd

390 W Haines Blvd

2132 Cabernet Ct

2130 Cabernet Ct

306 Lake Millsite Rd

Fountainview Apartments

Cypress Greens - A 55+ Only Community

Lake Shore Manor
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.
Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winter Haven Studio Apartments | $1,104 | $695 | $1,400 |
| Cheap Winter Haven 1 Bedroom Apartments | $1,417 | $899 | $2,045 |
| Cheap Winter Haven 2 Bedroom Apartments | $1,730 | $993 | $2,843 |
| Cheap Winter Haven 3 Bedroom Apartments | $1,874 | $1,144 | $3,045 |
Browse Top Apartments in Winter Haven
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Winter Haven, FL Local Guide

- Winter Haven Neighborhoods
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Cheapest Neighborhoods for Apartments in Winter Haven, FL
Pricing Updated: 03/01/2026Current apartment rentals in the Winter Haven, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Haven Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Downtown Winter Haven | $1,598 | $899 | 117 |
Cheapest Available Winter Haven Apartments for Rent
 The cheapest available apartment rental in Winter Haven, FL is a 1 Bed unit found at The Landings Apartment Homes in the Westwood Villas neighborhood priced from $899. Villas at Lake Smart Apartments in the Brandywyne neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $993. Here is today’s list of the most affordable Winter Haven apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $899 |
| Villas at Lake Smart Apartments | 2BR 2BA | 2BR,2BA | $993 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $995 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1,000 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
| Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $1,225 |
Best Value Apartments for Rent in Winter Haven, FL
As of March 02, 2026 the best value apartment in the Winter Haven area is the $1.00 price per square foot Oxford Model at The Carlton at Lake Dexter in the in the Cypress Grove neighborhood starting from $1,473. The second greatest value Winter Haven apartment is the Three Bedrooms/Two Baths Model at The Arbours at Garden Grove starting at $1,733 with a $1.36 price per square foot in the Cypress Grove neighborhood. Here is today’s list of the best values for Winter Haven apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Carlton at Lake Dexter | Oxford | 2BR,2BA | $1.00 |
| The Arbours at Garden Grove | Three Bedrooms/Two Baths | 3BR,2BA | $1.36 |
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| Villas at Lake Smart Apartments | 2BR 2BA | 2BR,2BA | $1.10 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 501 Avenue L NE, Unit #501A | 501 Avenue L NE | 1BR,1BA | $1.25 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1.43 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $1.56 |
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.
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
See the most popular apartments and homes in Winter Haven, FL
Frequently Asked Questions about Cheap Winter Haven Apartments
What is a cheap apartment in Winter Haven?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Haven is under $1,225.
What is the price of a cheap apartment in Winter Haven?
The cheapest apartment in Winter Haven is The Landings Apartment Homes which is listed at $899, while the average apartment in Winter Haven costs $1,598.
What types of apartments are the cheapest in Winter Haven?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 4 regular apartments in Winter Haven that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Winter Haven?
Cheap apartments in Winter Haven have an average cost of $166 which is $1,432 cheaper than the average rent for all rentals in Winter Haven.
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

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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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.