
Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $700 (9 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

136 Ave C 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.

2085 Isle Royal Ct SE

601 2nd St SE

1103 Cypress Gardens Blvd

611 Ave G 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.

2371 Edwin St NE
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 | $1,385 | $750 | $1,850 |
| Downtown Winter Haven 3 Bedroom Homes for Rent | $1,781 | $1,195 | $2,300 |
| Downtown Winter Haven 4 Bedroom Homes for Rent | $2,298 | $1,850 | $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 9 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 - BRANDYWYNE | 1BR,1BA | $899 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $950 |
| Haven at Lake Deer | Studio | Studio,1BA | $999 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of June 22, 2026 the best value apartment in the Downtown Winter Haven area is the $1.63 price per square foot Raingarden Model at Raingarden Apartments in the in the Graydon Hills neighborhood starting from $3,250. The second greatest value Downtown Winter Haven apartment is the 690 Avenue C SE Model at 690 Avenue C SE, Unit 690 starting at $1,750 with a $1.24 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. |
|---|---|---|---|
| Raingarden Apartments | Raingarden | 2BR,2.5BA | $1.63 |
| 690 Avenue C SE, Unit 690 | 690 Avenue C SE | 3BR,2BA | $1.24 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| 501 Avenue L NE | 501 Avenue L NE | 2BR,1BA | $1.19 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.23 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| Barrington Place At Winter Haven | A1 | 1BR,1BA | $1.34 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $1.56 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $1.65 |
| 1131 5th St SW, Unit 4 downstairs | 1131 5th St SW | 1BR,1BA | $2.11 |
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 #16
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet 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 104 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $950 to $3,250. There are also 54 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $745 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 $745 to $3,450 with an average monthly rent of $1,784.
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 Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.