
Cheap Homes for Rent in Winter Haven, FL from $700 (50 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Haven.


720 6th St NW

2854 Lake Alfred Rd

3025 St Paul Dr

414 Senate St

136 Ave C NE

1103 Cypress Gardens Blvd

3039 St Paul Dr

3062 St Paul Dr

400 El Camino Dr
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.

310 Walnut St, Unit Apt A

310 Walnut St, Unit A

1167 Tyler Lp

3076 St Paul Dr

709 Mosley Rd

117 5th St NE

2085 Isle Royal Ct SE

188 Rebecca Ln

320 Spirit Lndg Cir

513 Ave J 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.

611 Ave G SE

1313 Diego Ter

8305 Waterview Way

1550 11th St NE, Unit D7

2371 Edwin St NE

200 Ave K SE

730 26th St NW

1246 31st St NW

5667 Struthers Ct

1515 32nd St NW
Cash 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.

2366 Lake Dr NW

104 Mayfair Pl SW

850 17th Terrace NE

3008 St Paul Dr

103 4th St SE

2405 Ave C SW

504 Winter Ter

8302 Waterview Way

711 Lake Jessie Dr

1101 Eagle Pond Dr
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.

1935 Ave O SW, Unit 201

333 N Lake Howard Dr

1202 Eagle Pond Dr

5657 Struthers Ct

2072 Thelma Dr

2312 Isle Royal Ct SE

508 Eagle Pond Dr

209 Ave B SE

400 El Camino Dr, Unit 203

357 Winter Ridge Blvd, Unit 357
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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 | $1,466 | $750 | $2,100 |
| Winter Haven 3 Bedroom Homes for Rent | $1,949 | $1,295 | $4,500 |
| Winter Haven 4 Bedroom Homes for Rent | $2,227 | $1,599 | $3,000 |
| Winter Haven 5 Bedroom Homes for Rent | $2,497 | $2,250 | $3,100 |
| Winter Haven 6 Bedroom Homes for Rent | $2,747 | $2,495 | $3,000 |
Browse Top Homes for Rent in Winter Haven
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Winter Haven, FL Local Guide
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Cheapest Neighborhoods for Apartments in Winter Haven, FL
Pricing Updated: 07/07/2026Current 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 | $4,677 | $950 | 135 |
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. Lakeview Tower in the Graydon Hills neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. 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 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $950 |
| Villas at Lake Smart Apartments | 2BR 2BA | 2BR,2BA | $993 |
| 218 Florida Ave | 0 Beds, 1 Baths | Studio,1BA | $995 |
| 306 Lake Millsite Rd E | 1/1 | 1BR,1BA | $1,000 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,090 |
| 710 Avenue C SW | 1/1 | 1BR,1BA | $1,150 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
Best Value Apartments for Rent in Winter Haven, FL
As of July 07, 2026 the best value apartment in the Winter Haven area is the $1.24 price per square foot 690 Avenue C SE Model at 690 Avenue C SE, Unit 690 in the in the Graydon Hills neighborhood starting from $1,750. The second greatest value Winter Haven apartment is the Berkeley Model at The Carlton at Lake Dexter starting at $1,397 with a $1.41 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. |
|---|---|---|---|
| 690 Avenue C SE, Unit 690 | 690 Avenue C SE | 3BR,2BA | $1.24 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.41 |
| Villas at Lake Smart Apartments | 2BR 2BA | 2BR,2BA | $1.10 |
| Carlton Arms Of Winter Haven | (CC1-2) Upstairs | 2BR,2BA | $1.58 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.23 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Barrington Place At Winter Haven | A1 | 1BR,1BA | $1.47 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| 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 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.
Best Local Schools in Winter Haven, FL
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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 223 Apartments for Rent in Winter Haven, FL with pricing that ranges from $950 to $4,677. There are also 253 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Haven ranging from $745 to $4,500.
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 $745 to $4,500 with an average monthly rent of $2,005.
How much are larger Three and Four Bedroom Rentals in Winter Haven?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Haven range from $1,144 to $3,515, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,295 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,599 and Four Bedroom Apartments start at $2,000.
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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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.