How much is the average rent in Winter Haven, FL for 1-bedroom and 2-bedroom apartments?

Winter Haven's 2025 rental market shows one-bedroom apartments averaging around $1,200 per month, while two-bedroom units rent for around $1,400 monthly. These figures reflect the current market conditions across the city's various neighborhoods and property types.

Are rents going up or down in Winter-Haven, FL?

Rents in Winter Haven, FL have remained relatively stable, with a slight overall decrease of about 1%. While 1-bedroom rents decreased by 3%, 2-bedroom rents saw a 2% increase.

When is the best time to look for an apartment in Winter Haven, FL?

Fall months offer the best rental opportunities in Winter Haven, with October showing the lowest rents of the year. April commands the highest prices, running approximately 5% higher than October rates, while November and December present less competitive conditions with reduced demand.

What are the best neighborhoods to rent an apartment in Winter Haven, FL?

South College and Downtown Winter Haven stand out as premier rental neighborhoods, each averaging around $1,580 monthly for one-bedroom apartments. These areas generate 1.6 times more consumer interest than typical Winter Haven listings and offer excellent walkability, transit access, and community amenities despite representing only small portions of the overall market.

What areas of Winter-Haven, FL are best for budget-conscious renters?

Downtown Winter Haven is a popular choice for budget-conscious renters, with 1-bedroom rents averaging $1,626.5 per month, though it is a highly sought-after area.

Are there pet-friendly apartments in Winter Haven, FL?

Winter Haven offers strong pet accommodation with 39% of available apartments welcoming pets. Eagle Crest, South College, Ridge Acres, and Terranova provide the best options for pet owners, featuring dedicated pet spaces, pet-friendly flooring, regular pet events, and generous outdoor areas with minimal breed restrictions.

Are utilities usually included in rent in Winter Haven, FL?

Utilities are rarely included in Winter Haven rental agreements, appearing in less than 1% of available listings across all apartment sizes. One-bedroom apartments show the highest rate of utility inclusion at approximately 0.15% of listings, while other bedroom types include utilities in fewer than 0.01% of available units.

Short Term Rentals in Winter Haven, FL

25 rentals

2d ago

Verified

2896 Kokomo Loop, Haines City, FL 33844

Short term | In-unit laundry | Furnished

3 beds

2 baths

$6,692

Apartment for rent

Top amenities

Air Conditioning

Assigned Parking

Central Heat

Dishwasher

Furnished

3d ago

Verified

519 Patton Loop, Bartow, FL 33830

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$2,099

$1,999

Price drop

House for rent

Available May 22

5d+ ago

Short Term Southern Dunes Golf Course house for rent in Haines City

1140 MARINER CAY DR

1140 Mariner Cay Dr, Haines City, FL 33844

Short term | Furnished | Garage parking

3 beds

2 baths

$2,200

House for rent

Available Jun 1

Top amenities

Carpet

Dishwasher

Fitness Center

Furnished

High Ceilings

On-Site Laundry

5d+ ago

Verified

465 Kensington View Dr, Winter Haven, FL 33880

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$2,059

House for rent

Available Jul 21

5d+ ago

Short Term apartment for rent in Winter Haven

Affordable 2 Bedroom / 1 Bathroom Home for Rent - Winter Haven, FL

3074 Saint Paul Dr, Winter Haven, FL 33880

Short term | High ceilings | On-site management

2 beds

1 bath

$1,175

Apartment for rent

Available Sep 15

Top amenities

On-Site Management

New construction

5d+ ago

Short Term house for rent in Lake Alfred

520 Kennedy Dr. Lake Alfred Fl. 33850

520 Kennedy Dr, Lake Alfred, FL 33850

Short term | In-unit laundry | On-site laundry

4 beds

2 baths

$2,250

House for rent

Available Jun 1

Top amenities

In-Unit Laundry

On-Site Laundry

Swimming Pool

Nearby rental good for eco-living

$2,300

104 Woden Way

Nearby rental good for pet owners

$2,120–$2,715

Kissimmee

5d+ ago

Short Term house for rent in Auburndale

802 Arietta Circle N

802 Arietta Cir N, Auburndale, FL 33823

Short term | In-unit laundry | Garage parking

3 beds

3 baths

$2,150

House for rent

Available Jun 1

Top amenities

Ceiling Fan

Dishwasher

Fireplace

In-Unit Laundry

On-Site Laundry

5d+ ago

Short Term Downtown Winter Haven condo for rent in Winter Haven

Lucia Apartments

669 Avenue B Nw #1, Winter Haven, FL 33881

Short term | On-site laundry | Dishwasher

1 bed

1 bath

$1,400

Condo for rent

Available Jun 1

Top amenities

On-Site Laundry

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5d+ ago

Verified

645 Vittorio Dr, Winter Haven, FL 33884

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$2,139

House for rent

Available Jun 22

Age restricted

5d+ ago

Short Term apartment for rent in Winter Haven

Manufactured Home - WINTER HAVEN, FL

161 Greenview Dr, Winter Haven, FL 33881

Short term | Furnished | Air conditioning

2 beds

2 baths

$2,100

Apartment for rent

Top amenities

Air Conditioning

Dishwasher

Fireplace

Swimming Pool

Find sweet deals near Winter Haven

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,175

Winter Haven

$1,800

Winter Haven

$1,300

Winter Haven

$1,848

Haines City

5d+ ago

Verified

1635 Swan Lake Cir, Dundee, FL 33838

Short term | Air conditioning | Dishwasher

5 beds

3 baths

$2,398

House for rent

Available Jun 21

5d+ ago

Verified

148 Roseville Dr, Haines City, FL 33844

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$1,848

House for rent

Available Apr 13

New construction

5d+ ago

Short Term house for rent in Auburndale

2099 Babbling Brook Blvd, Auburndale, FL 33823

Short term | Furnished | Outdoor space

4 beds

2 baths

$2,200

House for rent

5d+ ago

Verified

509 Kensington View Dr, Winter Haven, FL 33880

Short term | Air conditioning | Dishwasher

3 beds

2 baths

$1,829

House for rent

Available May 22

5d+ ago

Short Term house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1252 Denali Dr, Winter Haven, FL 33881

Short term | In-unit laundry | Air conditioning

4 beds

2 baths

$2,150

House for rent

Top amenities

Dishwasher

EV Charging

Garage Parking

In-Unit Laundry

Microwave

5d+ ago

Short Term apartment for rent in Auburndale

Manufactured Home - AUBURNDALE, FL

1333 Ashlee Ct, Auburndale, FL 33823

Short term | Air conditioning | Ceiling fan

3 beds

2 baths

$1,800

Apartment for rent

Top amenities

Air Conditioning

Dishwasher

5d+ ago

Short Term house for rent in Dundee

1728 Canaan Loop, Dundee, FL 33838

Short term | Air conditioning | On-site laundry

3 beds

2 baths

$1,900

House for rent

Top amenities

Air Conditioning

Carpet

Fireplace

On-Site Laundry

5d+ ago

Short Term Estates Of Auburndale house for rent in Auburndale

Single Family Residence - AUBURNDALE, FL

166 Costa Loop, Auburndale, FL 33823

Short term | Air conditioning | Swimming pool

5 beds

3 baths

$2,995

House for rent

Top amenities

Air Conditioning

Ceiling Fan

Microwave

Oven

Swimming Pool

5d+ ago

Short Term house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

1760 Carnostie Rd, Winter Haven, FL 33884

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,000

House for rent

Top amenities

Air Conditioning

Dishwasher

In-Unit Laundry

5d+ ago

Short Term house for rent in Bartow

Single Family Residence - BARTOW, FL

2927 Dudley Dr, Bartow, FL 33830

Short term | Air conditioning | On-site laundry

3 beds

1.5 baths

$1,400

House for rent

Top amenities

Air Conditioning

Fireplace

On-Site Laundry

New construction

5d+ ago

Short Term townhouse for rent in Winter Haven

325 Wharf Way, Winter Haven, FL 33881

Short term | On-site laundry | Walk-in closets

4 beds

2.5 baths

$1,800

House for rent

Top amenities

On-Site Laundry

No deposit

5d+ ago

Short Term house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

565 Vittorio Dr, Winter Haven, FL 33884

Short term | Air conditioning | Swimming pool

4 beds

2 baths

$2,000

House for rent

Top amenities

Air Conditioning

Oven

Swimming Pool

5d+ ago

Short Term condo for rent in Winter Haven

1303 Eagle Pond Dr, Winter Haven, FL 33884

Short term | Swimming pool

2 beds

2 baths

$1,300

Condo for rent

5d+ ago

Short Term house for rent in Winter Haven

Villa - WINTER HAVEN, FL

104 Woden Way, Winter Haven, FL 33884

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,300

House for rent

Top amenities

Air Conditioning

Ceiling Fan

Dishwasher

In-Unit Laundry

On-Site Laundry

Residents Lounge

5d+ ago

Short Term house for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

2436 Avenue D Sw, Winter Haven, FL 33880

Short term | Air conditioning | Ceiling fan

3 beds

2 baths

$2,095

House for rent

Top amenities

Air Conditioning

Ceiling Fan

Showing 1 - 25 of 25 results

Home > Apartments in Winter Haven > Winter Haven Short term rentals

Updated: June 1, 2026

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