$1,200
3 beds2 baths1,354 sqftHouse
6565 Crescent Loop, Winter Haven, FL, 33884
64 Rentals in Winter Haven, FL Under $1,500/mo
64 Results
$1,500
2 beds2 baths1,015 sqftApartment
1925 Ave O, SW 207, Winter Haven, FL, 33880
$1,050
1 bed1 bath420 sqftMultiplex
875 Lake Shore Way Garage, Lake Alfred, FL, 33850
$1,500
2 beds1 bath816 sqftHouse
3509 Ave S NW, Winter Haven, FL, 33881
$1,500
2 beds2 baths1,500 sqftCondo
2221 9th St. SE, Winter Haven, FL, 33880
$1,300
1 bed1 bathHouse
8305 Waterview Way, Winter Haven, FL, 33884
$1,375
2 beds1 bath875 sqftTownhome
400 Avenue C, SE A, Winter Haven, FL, 33880
$1,100
2 beds2 baths851 sqftCondo
819 Orchid Spgs Dr, Winter Haven, FL, 33884
$1,100
2 beds2 baths851 sqftCondo
825 Orchid Spgs Dr, Winter Haven, FL, 33884
$1,500
3 beds2 baths1,660 sqftCondo
4501 Willowbrook Cir, Winter Haven, FL, 33884
$1,195
1 bed1 bath595 sqftCondo
669 Avenue B NW 10, Winter Haven, FL, 33881
$1,195
1 bed1 bath595 sqftCondo
669 Avenue B NW 9, Winter Haven, FL, 33881
$1,150
Studio1 bath585 sqftCondo
669 Avenue B NW 7, Winter Haven, FL, 33881
$925
1 bed1 bath718 sqftCondo
927 S Buena Vista Dr, Lake Alfred, FL, 33850
$950
1 bed1 bath200 sqftCondo
2850 Lake Alfred Road - 4 Unit 4, Winter Haven, FL, 33881
$1,500
3 beds2 baths1,073 sqftHouse
528 Winter Terr 134, Winter Haven, FL, 33881
$1,325
2 beds1 bathTownhome
2405 Avenue C SW A, Winter Haven, FL, 33880
$1,300
2 beds1.5 baths1,000 sqftHouse
638 W Central Ave, Winter Haven, FL, 33880
$1,400
2 beds2 baths1,078 sqftCondo
2040 San Marcos Drive Southeast 2040-103, Winter Haven, FL, 33880
$1,199
3 beds1 bath696 sqftCondo
208 Sears Avenue Northeast 208, Winter Haven, FL, 33881
$500
1 bed1 bath400 sqftHouse
534 Avenue B NE Unit B Polk, Winter Haven, FL, 33881
$1,335
2 beds1 bath750 sqftApartment
3101 Avenue V NW, Winter Haven, FL, 33881
$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
Showing 24 of 64 results
Showing 24 of 64 results
Load moreWhat to Know Before Renting Under $1,500 in Winter Haven, FL
Rentals 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.
Browse Winter Haven Rentals by Bedroom Count
Rentals Under $1,500 Near Winter Haven, FL
Frequently Asked Questions About Rentals Under $1,500 in Winter Haven, FL
Rentler currently shows 85 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.
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