$1,499
2 beds2 baths1,401 sqftHouse
2425 W Central Ave, Winter Haven, FL, 33880
66 Results
$1,499
2 beds2 baths1,401 sqftHouse
2425 W Central Ave, Winter Haven, FL, 33880
$1,200
2 beds1 bath783 sqftApartment
650 Ave J NW Unit 102, Winter Haven, FL, 33881
$1,200
2 beds1 bath783 sqftApartment
650 Ave J NW Unit 103, Winter Haven, FL, 33881
$1,049
2 beds2 bathsApartment
1800 3rd Ct SE, Winter Haven, FL, 33880
$1,500
2 beds1 bath816 sqftHouse
3509 Ave S NW, Winter Haven, FL, 33881
$1,250
1 bed1 bath504 sqftApartment
1150 3rd St SW, Winter Haven, FL, 33880
$1,200
1 bed1 bath504 sqftApartment
1150 3rd St SW, Winter Haven, FL, 33880
$1,250
1 bed1 bath504 sqftApartment
1150 3rd St SW, Winter Haven, FL, 33880
$1,250
2 beds1 bath880 sqftApartment
275 25TH ST SW STE A, Winter Haven, FL, 33880
$1,100
2 beds1 bath500 sqftHouse
823 Ave R NE Apt 2, Winter Haven, FL, 33881
$875
1 bed1 bath550 sqftApartment
1800 3rd Ct SE, Winter Haven, FL, 33880
$1,150
1 bed1 bath780 sqftApartment
240-250 2nd St SW, Winter Haven, FL, 33880
$1,475
2 beds2 baths935 sqftApartment
1040 S Buena Vista Drive, Lake Alfred, FL, 33850
$1,395
2 beds1 bath950 sqftApartment
3135 Woodhill Rd, Winter Haven, FL, 33881
$1,235
1 bed1 bath650 sqftApartment
3101 Avenue V NW, Winter Haven, FL, 33881
$1,470
1 bed1 bath504 sqftApartment
1150 3rd St SW, Winter Haven, FL, 33880
$1,049
2 beds1 bath832 sqftMultiplex
2014 Ave H NW, Winter Haven, FL, 33881
$1,000
1 bed1 bathHouse
2206 Lucerne Park Rd - Unit 1, Winter Haven, FL, 33881
$1,299
2 beds2 baths1,078 sqftHouse
2040 San Marcos Drive, #106, Winter Haven, FL, 33880
$995
1 bed1 bath550 sqftApartment
955 6th St SE, Winter Haven, FL, 33880
$950
2 beds1 bathHouse
1439 34th St NW, UNIT #8, Winter Haven, FL, 33881
$1,395
2 beds1 bath950 sqftApartment
3135 Woodhill Rd, Winter Haven, FL, 33881
$1,395
2 beds1 bath950 sqftApartment
3135 Woodhill Rd, Winter Haven, FL, 33881
$1,365
2 beds1 bath750 sqftApartment
2000 15th Ct NW, Winter Haven, FL, 33881
Showing 24 of 66 results
Showing 24 of 66 results
Load moreRentals under $1,500 per month cover a wide share of Winter Haven inventory — expect a mix of one- and two-bedroom apartments, townhomes, and some three-bedroom houses. At this price point, tradeoffs are usually about neighborhood, building age, and amenity package rather than basic habitability. Compare commute time, parking, and in-unit laundry when narrowing your shortlist in Winter Haven.
Rentler currently shows 86 rentals in Winter Haven priced under $1,500. Inventory at this price point is updated daily — availability changes quickly, especially at the lower price tiers where well-priced units receive applications within 24–48 hours of posting.
At the under $1,500 price point in Winter Haven, use the bedroom and property-type filters to narrow to studios, 1-bedrooms, 2-bedrooms, houses, or townhomes. Availability shifts daily — set a listing alert if you want to catch new units as they post.
These terms refer to different things. Cheap or affordable apartments are market-rate units at the lower end of a city's price range — anyone can apply regardless of income. Low-income or income-restricted apartments are subsidized properties (through programs like Section 8, HUD, or LIHTC) that require income qualification, typically at or below 50–80% of the area median income. Both types may appear on Rentler — contact landlords directly on lower-priced listings to ask about income requirements and subsidy acceptance.
Pet-friendly rentals exist across all price tiers. Use Rentler's pet-friendly filter to narrow to properties that accept animals. At lower price points, pet deposits and monthly pet rent still apply — factor that into your total monthly cost when budgeting. Breed and weight restrictions are common even on pet-accepting listings.
Yes — especially on market-rate listings with individual landlords, which make up a significant share of Rentler's inventory. Negotiating leverage is highest in winter (November through January), when fewer people are searching and landlords are more motivated to fill vacancies. Offering a longer lease term, a larger security deposit, or the ability to move in quickly are the most effective negotiating levers.











