
Cheap Homes for Rent in Winter Haven, FL from $700 (25 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Haven.


1450 Austin St

511 Avenue G NW

428 Ave E SE

1306 Diego Ter, Unit B

2152 Fruitland Park Cir SW

3800 Cypress Gardens Rd

172 Emanuelle Dr

3080 St Paul Dr

1343 34th St NW

113 Avenue C SE

2200 34th St NW

501 Ave G SE

433 Flamingo Way

165 Rebecca Ln

650 Ave J NW

2075 Isle Royal Ct SE

2085 Isle Royal Ct SE

389 Ave B SE

711 29th St NW

136 Ave C NE

83 Stebbins Dr

1023 2nd St SE

104 Mayfair Pl SW, Unit K-201

211 Lake Silver Dr
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 | $1,440 | $1,050 | $2,400 |
Winter Haven 3 Bedroom Homes for Rent | $1,984 | $1,425 | $3,500 |
Winter Haven 4 Bedroom Homes for Rent | $2,199 | $1,625 | $3,600 |
Winter Haven 5 Bedroom Homes for Rent | $2,595 | $2,150 | $3,500 |
Browse Top Homes for Rent in Winter Haven
Explore Winter Haven
Winter Haven, FL Local Guide
- Winter Haven Neighborhoods
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Cheapest Neighborhoods for Apartments in Winter Haven, FL
Pricing Updated: 03/22/2025Current 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 | $2,500 | $715 | 907 |
Cheapest Available Winter Haven Apartments for Rent
 The cheapest available apartment rental in Winter Haven, FL is a 1 Bed unit found at Oakcrest Apartments in the Inwood neighborhood priced from $950. Georgetown Apartments in the Graydon Hills neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. Here is today’s list of the most affordable Winter Haven apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Oakcrest Apartments | 123 Oakcrest | 1BR,1BA | $950 |
Georgetown Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Lake Shore Manor | 1 Bedroom | 1BR,1BA | $1,050 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
Haven at Lake Deer Apartments | 1 Bedroom | 1BR,1BA | $1,199 |
Best Value Apartments for Rent in Winter Haven, FL
As of March 22, 2025 the best value apartment in the Winter Haven area is the $1.00 price per square foot 668 Squires Grove Dr Model at 668 Squires Grove Dr in the in the Eloise Woods neighborhood starting from $2,595. The second greatest value Winter Haven apartment is the 230 Haines Blvd Model at 230 Haines Blvd starting at $2,189 with a $0.87 price per square foot in the Park Lane 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. |
---|---|---|---|
668 Squires Grove Dr | 668 Squires Grove Dr | 5BR,3BA | $1.00 |
230 Haines Blvd | 230 Haines Blvd | 5BR,3BA | $0.87 |
25 Casarena Ct | 25 Casarena Ct | 3BR,3BA | $1.05 |
495 Majestic Gardens Blvd | 495 Majestic Gardens Blvd | 3BR,2BA | $1.16 |
235 Lake Eloise Pointe Blvd | 235 Lake Eloise Pointe Blvd | 5BR,2BA | $1.29 |
316 Kensington View Dr | 316 Kensington View Dr | 3BR,2BA | $1.24 |
29 Sunset Cir | 29 Sunset Cir | 2BR,1BA | $1.12 |
Vista Lake Ned | 3x2 | 3BR,2BA | $1.35 |
Terra Hill | 2 Beds, 1 bath | 2BR,1BA | $1.32 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Winter Haven
What type of rentals are currently available in Winter Haven?
There are currently 217 Apartments for Rent in Winter Haven, FL with pricing that ranges from $876 to $2,920. There are also 234 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Haven ranging from $715 to $3,600.
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 $715 to $3,600 with an average monthly rent of $1,845.
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 $1,019 to $2,920, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,425 to $3,500. Four Bedroom Single-Family rentals are also available starting from $1,625 and Four Bedroom Apartments start at $1,975.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.