
Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winter Haven area of Winter Haven.


720 6th St NW

2854 Lake Alfred Rd

622 Ave S NE
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

129 Alachua Dr

136 Ave C NE

161 Rebecca Dr NE

2085 Isle Royal Ct SE
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.
Downtown Winter Haven, Winter Haven, FL Local Guide

How much does it cost to rent a home in Downtown Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Haven 2 Bedroom Homes for Rent | $1,306 | $600 | $1,625 |
| Downtown Winter Haven 3 Bedroom Homes for Rent | $1,832 | $900 | $2,500 |
| Downtown Winter Haven 4 Bedroom Homes for Rent | $2,158 | $1,795 | $3,450 |
| Downtown Winter Haven 6 Bedroom Homes for Rent | $2,495 | $2,495 | $2,495 |
Browse Homes for Rent in this Neighborhood
There are currently 8 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
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Downtown Winter Haven, Winter Haven, FL Local Guide
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Cheapest Available Downtown Winter Haven Apartments for Rent
 The cheapest available apartment rental in the Downtown Winter Haven area of Winter Haven, FL is a 1 Bed unit found at The Landings Apartment Homes priced from $899. Lakeview Tower has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $899 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $950 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of May 07, 2026 the best value apartment in the Downtown Winter Haven area is the $2.09 price per square foot C-2 Model at Raindance in the in the Graydon Hills neighborhood starting from $2,210. The second greatest value Downtown Winter Haven apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,625 with a $1.61 price per square foot in the Graydon Hills neighborhood. Here is today’s list of the best values for Downtown Winter Haven apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Raindance | C-2 | 2BR,2BA | $2.09 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 650 Ave B SW, Unit 650 Avenue B SW | 650 Ave B SW | 2BR,1BA | $1.95 |
| 710 Avenue C SW | 1/1 | 1BR,1BA | $1.73 |
| 448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR,1BA | $2.29 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.56 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $1.65 |
| The Jade | Cozy One | 1BR,1BA | $2.77 |
| Haven at Lake Deer | Studio | Studio ,1BA | $2.44 |
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 ArticleReal 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 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 LifestyleDowntown Winter Haven, Winter Haven, FL
Ranked #13
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Downtown Winter Haven, Winter Haven, FL
School data provided by Great Schools
Frequently Asked Questions about Downtown Winter Haven
What type of rentals are currently available in Downtown Winter Haven?
There are currently 101 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $800 to $6,385. There are also 59 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $3,450.
What is the current price range for Rental Homes in Downtown Winter Haven?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Haven ranges from $600 to $3,450 with an average monthly rent of $1,796.
How much are larger Three and Four Bedroom Rentals in Downtown Winter Haven?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Winter Haven range from $1,355 to $2,846, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $2,500. Four Bedroom Single-Family rentals are also available starting from $1,795 and Four Bedroom Apartments start at $6,385.
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

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.

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.

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.

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.