$1,800
2 beds2.5 baths1,407 sqftTownhome
504 Orange Blossom Dr, Winter Haven, FL, 33880
50 Results
$1,800
2 beds2.5 baths1,407 sqftTownhome
504 Orange Blossom Dr, Winter Haven, FL, 33880
$1,049
2 beds1 bath832 sqftMultiplex
2014 Ave H NW, Winter Haven, FL, 33881
$1,299
2 beds2 baths1,078 sqftHouse
2040 San Marcos Drive, #106, Winter Haven, FL, 33880
$1,700
2 beds2 baths1,078 sqftCondo
715 Magnolia Pl, Winter Haven, FL, 33884
$1,875
2 beds2.5 baths1,400 sqftHouse
412 Orange Blossom Drive, 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
$1,395
2 beds2 baths935 sqftApartment
1040 S Buena Vista Drive, Lake Alfred, FL, 33850
$1,550
2 beds2 baths1,213 sqftHouse
253 W Lake Ina Dr, Winter Haven, FL, 33884
$1,575
2 beds2 baths671 sqftApartment
1150 3rd St SW, Winter Haven, FL, 33880
$1,795
2 beds2.5 baths1,425 sqftHouse
2531 Pine Pl, Winter Haven, FL, 33881
$1,695
2 beds2.5 baths1,425 sqftHouse
2604 Tanoak Ter, Winter Haven, FL, 33881
$1,049
2 beds2 baths942 sqftHouse
345 24th St NW, Unit #14, Winter Haven, FL, 33880
$1,100
2 beds1 bath950 sqftHouse
1484 32nd St NW, Winter Haven, FL, 33881
$1,350
2 beds1 bath839 sqftApartment
2200 Clover Ridge Ct, Eagle Lake, FL, 33839
$1,350
2 beds1 bath839 sqftApartment
2200 Clover Ridge Ct, Eagle Lake, FL, 33839
$1,350
2 beds1 bath839 sqftApartment
2200 Clover Ridge Ct, Eagle Lake, FL, 33839
$1,300
2 beds2 baths930 sqftCondo
8302 Waterview Way, Winter Haven, FL, 33884
$1,200
2 beds1 bathHouse
2371 Edwin Street NE Apartment C, Winter Haven, FL, 33881
$1,695
2 beds2.5 baths1,425 sqftHouse
2430 Willow Way, Winter Haven, FL, 33881
$1,750
2 beds2 baths671 sqftApartment
1150 3rd St SW, Winter Haven, FL, 33880
$1,695
2 beds2.5 baths1,425 sqftHouse
2414 Willow Way, Winter Haven, FL, 33881
Showing 24 of 50 results
Showing 24 of 50 results
Load moreTwo-bedroom apartments in Winter Haven suit roommates, small families, and renters who need a dedicated guest room or home office without paying for a third bedroom. When comparing 2-bedrooms in Winter Haven, check whether both bedrooms are reasonably sized, how closets are split, and whether the second bedroom has a window — some floor plans label a den without a legal window as a bedroom. Parking, in-unit laundry, and storage often matter more at this size because households accumulate more gear. In Winter Haven, 2-bedrooms in walkable corridors can lease quickly when priced fairly relative to nearby 1-bedrooms.
In Winter Haven, 2-bedrooms average $1,536/mo versus $1,337/mo for a 1-bedroom. For solo renters on a tight budget, compare both filters on Rentler before applying. If you work from home or spend significant time in your apartment, the extra separation of a larger unit may be worth the difference.
Pet policies on 2-bedroom apartments vary by landlord and building — there's no blanket rule. Use Rentler's pet-friendly filter to narrow your search, then confirm breed, weight, and deposit requirements directly with the landlord before applying.
Furnished 2-bedrooms are available in Winter Haven but represent a smaller share of total inventory compared to unfurnished units. Use Rentler's furnished filter to surface move-in-ready options. Furnished units are most common in newer construction buildings and in complexes that cater to corporate or short-term renters.
Most landlords in Winter Haven require gross monthly income of 2.5–3x the monthly rent. For a 2-bedroom at Winter Haven's current average of $1,536/mo, that means demonstrating roughly 2.5–3x that amount in gross income. If you're below that threshold, a co-signer, larger security deposit, or prepaid rent may be accepted by some landlords — always worth asking.











