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Apartments for Rent in Winter Haven, FL

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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

3d ago

10

Excellent

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Briarcrest at Winter Haven

200 Avenue K Se, Winter Haven, FL 33880

On-site laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$997–$1,525

Apartment for rent

1-3 BR apartments with tennis courts & 2 pools

Briarcrest at Winter Haven offers spacious 1-3 bedroom apartments near downtown Winter Haven, FL with two pools, lighted tennis courts, and a state-of-the-art fitness center. The community includes lushly landscaped grounds, clubhouse, and valet trash service - a good fit for pet owners and fitness enthusiasts with nearby pet services and 12 sports facilities within reach.

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Haven at Lake Deer - Photo 1 of 1
Highly rated
Rent special

5h ago

9.9

Excellent

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Haven at Lake Deer

350 24th St Nw, Winter Haven, FL 33880

Balcony | Swimming pool | Fitness center

Studio–2 beds

1–2 baths

$1,099–$1,549

Apartment for rent

Pet-friendly lakeside apartments with pools & gym

Haven at Lake Deer offers studio, 1- and 2-bedroom lakeside apartments in Winter Haven, FL with wood-style flooring, upgraded kitchens, granite countertops, and patios. The community features swimming pools, 24-hour fitness center, dog park, and hammock garden - a good fit for pet owners with nearby grooming services and pet supply stores.

Summary of resident reviews

Haven at Lake Deer residents consistently praise the peaceful lakeside setting and exceptional staff, particularly highlighting Margie and Edith for their helpfulness during move-in and ongoing support. Many appreciate the quiet neighborhood, clean units, amenities like pools and fitness center, and friendly community atmosphere.

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2101 Avenue G Nw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment for rent

2004 Avenue H Nw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment for rent

6033 Live Oak Dr - Photo 1 of 1

10h ago

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6033 Live Oak Dr, Winter Haven, FL 33880

Garage parking | On-site laundry | Walk-in closets

3 beds

2 baths

$2,165

House for rent

Available Jul 23

Smart 3-bed pet-friendly house with screened porch

Set in Winter Haven, FL, this pet-friendly 3-bed, 2-bath house features smart home technology and a bonus room for flexible living. The 1,862 sqft layout includes a screened porch, fireplace, walk-in shower, and fenced yard on a quiet cul-de-sac. Central air, attached garage, and extended driveway complete the package - a fit for pet owners with nearby veterinary services.

4736 Summerfield Cir - Photo 1 of 1

3d ago

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4736 Summerfield Cir, Winter Haven, FL 33881

Garage parking | On-site laundry | Walk-in closets

4 beds

2 baths

$2,870

$2,085

Price drop

House for rent

Available Aug 7

393 Kensington View Dr - Photo 1 of 1

3d ago

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393 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$2,237

$2,124

Price drop

House for rent

Available Aug 11

465 Kensington View Dr - Photo 1 of 1

3d ago

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465 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$1,899

House for rent

Available Jul 27

Pet-friendly 3-bed Winter Haven house with yard

Set in Winter Haven, FL, this pet-friendly 3-bed, 2-bath house offers 1,678 sqft with outdoor space and central A/C. A fit for pet owners with grooming services and pet supply stores nearby, plus a dishwasher and professional management by ARK Homes. Grocery store just 0.1 miles away with easy access to Lakeland and Tampa Bay.

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7172 Summit Dr - Photo 1 of 1

3d ago

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7172 Summit Dr, Winter Haven, FL 33884

Garage parking | On-site laundry | Walk-in closets

3 beds

2 baths

$2,610

$2,030

Price drop

House for rent

Available Sep 21

Modern Smart Home with Spacious Backyard Retreat

This charming 3-bedroom, 2-bath home features modern conveniences with smart home technology for effortless living. Spanning 1,864 sq ft, it boasts high ceilings, a walk-in closet, and a dual vanity master bath. Enjoy the large fenced backyard, perfect for pets and entertaining. With stainless steel appliances and a two-car garage, this pet-friendly property blends comfort with contemporary flair. Don’t miss your chance to secure this inviting space!

3740 Imperial Dr - Photo 1 of 1

5d+ ago

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3740 Imperial Dr, Winter Haven, FL 33880

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,380

$1,730

Price drop

House for rent

Available Aug 11

Modern 3-Bed Home with Smart Features & Yard

This pet-friendly 3-bedroom, 2-bath home spans 1,310 sq ft and boasts modern conveniences like a smart home system, central HVAC, and stainless steel appliances. Enjoy an open layout with a spacious kitchen featuring quartz countertops and an eat-in area. The interior shines with vinyl plank flooring and high ceilings, while the attached garage and outdoor space provide added practicality. A great fit for those seeking comfort and style in a desirable neighborhood!

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Swimming Pool

In-Unit Laundry

Dishwasher

Outdoor Space

505 Reddicks Cir - Photo 1 of 1

5d+ ago

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505 Reddicks Cir, Winter Haven, FL 33884

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,030

House for rent

Available Sep 28

144 Shelley Dr - Photo 1 of 1

5d+ ago

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144 Shelley Dr, Winter Haven, FL 33884

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$1,865

House for rent

Available Aug 10

Smart 3-bed pet-friendly house with bonus room

Set in Winter Haven, FL, this pet-friendly 3-bed, 2-bath house features smart home technology and a bonus room for flexible living. The 1,852 sqft single-story layout includes granite countertops, vinyl plank flooring, dual vanity sinks, and a walk-in shower. A fenced yard, attached garage, and nearby pet services make it a fit for pet owners.

7421 State Road 544 #NA - Photo 1 of 1

5d+ ago

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$1,800 - 3 Bedroom 2 Bathroom House In Winter Haven With Great Amenities

7421 State Road 544 #NA, Winter Haven, FL 33881

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$1,800

House for rent

Available Aug 1

313 Kensington View Dr - Photo 1 of 1

5d+ ago

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313 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

4 beds

2 baths

$2,049

House for rent

Available Sep 19

104 Lake Daisy Ter - Photo 1 of 1

5d+ ago

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104 Lake Daisy Ter, Winter Haven, FL 33884

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$1,795

$1,690

Price drop

House for rent

Available Jun 24

Modern Smart Home with Spacious Layout & Fenced Yard

This charming 3-bedroom, 2-bathroom home offers modern living with smart home technology for seamless convenience. Spanning 1,723 sq ft, it features stylish vinyl plank flooring, quartz countertops, and a bonus room perfect for various uses. Enjoy the pet-friendly fenced yard and attached garage, ideal for outdoor gatherings or playtime. Don't miss out on this inviting space designed for comfortable living!

1916 Wallace Manor Dr - Photo 1 of 1

5d+ ago

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4 beds

2 baths

$1,950

House for rent

Available Aug 10

Average rent

The average rent in Winter Haven, as of August 2026, is down 1.54% compared to last month but up 3.45% year-over-year.
$1,733
increased by3%

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436 Fish Hawk Dr - Photo 1 of 1

5d+ ago

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436 Fish Hawk Dr, Winter Haven, FL 33884

Garage parking | Walk-in closets | Ceiling fan

4 beds

2 baths

$3,060

$2,060

Price drop

House for rent

Available Aug 27

Spacious Smart Home with Luxury Features

This vibrant single-story rental offers 4 bedrooms and 2 bathrooms across 2,088 square feet of modern living space. The open-concept layout shines with beautiful vinyl plank flooring and a vaulted ceiling. The kitchen is a chef's delight, featuring two large pantries and a center island with dual sinks. Enjoy the privacy of the primary suite with an en-suite bathroom and walk-in closets. Plus, a smart home app lets you control features securely from any device. Pet-friendly and equipped for a comfortable lifestyle!

409 Kensington View Dr - Photo 1 of 1

5d+ ago

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409 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$1,949

House for rent

Available Sep 8

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417 Kensington View Dr - Photo 1 of 1

5d+ ago

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417 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$1,899

House for rent

Available Jul 30

Pet-friendly 3-bed Winter Haven house with AC

Set in Winter Haven, FL, this pet-friendly 3-bed, 2-bath house offers 1,541 sqft with air conditioning, dishwasher, and outdoor space. A fit for pet owners with nearby grooming services and pet supply stores. Professional management by ARK Homes adds convenience, with grocery stores under a mile away and easy access to Lakeland and Tampa Bay.

2648 Whispering Trails Dr - Photo 1 of 1

2h ago

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2648 Whispering Trails Dr, Winter Haven, FL 33884

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$1,950

House for rent

Available Oct 9

849 Sunset Cove Dr - Photo 1 of 1

3h ago

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849 Sunset Cove Dr, Winter Haven, FL 33880

Garage parking

4 beds

3 baths

$2,395

House for rent

Available Aug 20

4681 Mandolin Loop - Photo 1 of 1

15h ago

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4681 Mandolin Loop Winter Haven, FL 33884

4681 Mandolin Loop, Winter Haven, FL 33884

Garage parking | Walk-in closets

3 beds

2 baths

$2,285

$2,175

Price drop

House for rent

Available Aug 7

40 Saint Kitts Cir - Photo 1 of 1

2d ago

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40 Saint Kitts Cir, Winter Haven, FL 33884

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$1,925

$1,815

Price drop

House for rent

Available Aug 7

3-bed Winter Haven house with pool & fenced yard

House in Winter Haven, FL, this 3-bed, 2-bath rental offers 2,315 sqft with a swimming pool and fenced backyard for private relaxation. Laundry hookups, garbage disposal, and on-site management add convenience. High-speed internet available for $55/month, with a top-rated elementary school just over half a mile away.

349 S Haven Ct - Photo 1 of 1

2d ago

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349 S Haven Ct, Winter Haven, FL 33880

Garage parking | On-site laundry | Swimming pool

4 beds

2 baths

$2,025

House for rent

Available Oct 7

1715 N Lake Shipp Dr Sw - Photo 1 of 1

5d+ ago

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1715 N Lake Shipp Dr Sw, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$1,580

$1,530

Price drop

House for rent

Available Jul 2

3-bed Winter Haven house with pool and W/D hookups

Set in Winter Haven, FL, this 3-bed, 2-bath house offers 1,324 sqft with laundry hookups and a swimming pool. Professional management handles maintenance through FirstKey Homes, with optional high-speed internet available for $55 monthly. A top-rated elementary school sits within a mile, and the property includes garbage disposal and on-site management services.

175 Kings Pond Ave - Photo 1 of 1

5d+ ago

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175 Kings Pond Ave, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$1,825

House for rent

Available Aug 5

Family-Friendly Home with Pool and Modern Amenities

This inviting 3-bedroom, 2-bath rental home boasts a spacious 1,476 sq. ft. layout, perfect for comfortable living. Enjoy modern conveniences including onsite laundry, a swimming pool, and on-site management services. With a welcoming atmosphere and essential features, this home is ideal for those seeking a blend of relaxation and functionality. Act quickly, as opportunities like this are sure to go fast!

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3637 Queens Cove Blvd - Photo 1 of 1

5d+ ago

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3637 Queens Cove Blvd, Winter Haven, FL 33880

On-site laundry | Balcony | Swimming pool

4 beds

3 baths

$2,540

$2,250

Price drop

House for rent

Available Aug 10

4-bed Winter Haven house with pool and balcony

Sitting in Winter Haven, FL, this 4-bed, 3-bath house offers 2,576 sqft with a private balcony and swimming pool. Large closets and extra storage add convenience, while laundry hookups and on-site management provide practical value. The layout includes a garbage disposal and pool access for relaxation after work or weekends.

3638 Queens Cove Blvd - Photo 1 of 1

5d+ ago

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3638 Queens Cove Blvd, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

4 beds

3 baths

$2,400

$2,005

Price drop

House for rent

Available Jul 19

Spacious 4BR Home with Pool & Convenient Amenities

This inviting 4-bedroom, 3-bathroom rental offers ample space with 2,101 sq ft of comfortable living. Enjoy a refreshing swimming pool, on-site laundry, and professional service from FirstKey Homes. The home is currently occupied and coming soon, so act fast to secure your future living space. Ideal for those seeking comfort and convenience in Winter Haven!

536 Haines Trl - Photo 1 of 1

5d+ ago

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536 Haines Trl, Winter Haven, FL 33881

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,190

$1,990

Price drop

House for rent

Available Aug 11

835 Summer Glen Dr - Photo 1 of 1

5d+ ago

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835 Summer Glen Dr, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$1,995

$1,895

Price drop

House for rent

Available Sep 2

557 Reddicks Cir - Photo 1 of 1

5d+ ago

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557 Reddicks Cir, Winter Haven, FL 33884

On-site laundry | Balcony | Swimming pool

4 beds

2 baths

$2,505

$2,285

Price drop

House for rent

Available Aug 12

178 Andreas St - Photo 1 of 1

5d+ ago

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178 Andreas St, Winter Haven, FL 33881

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$2,405

$2,215

Price drop

House for rent

Available Aug 12

957 Gotthard Pass Dr - Photo 1 of 1

5d+ ago

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957 Gotthard Pass Dr, Winter Haven, FL 33881

On-site laundry | Balcony | Swimming pool

5 beds

3 baths

$2,425

$2,220

Price drop

House for rent

Available May 23

Spacious 5-bed Winter Haven house with pool

In Winter Haven, FL, this 5-bed, 3-bath house offers 2,566 sqft with a private balcony and swimming pool. Laundry hookups, garbage disposal, and on-site management add convenience, while a grocery store sits just steps away at 0.07 miles. Professional maintenance service and optional high-speed internet available.

4753 Osprey Way - Photo 1 of 1

5d+ ago

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4753 Osprey Way, Winter Haven, FL 33881

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$2,460

$2,280

Price drop

House for rent

Available Aug 1

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308 S Haven Ct - Photo 1 of 1

5d+ ago

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308 S Haven Ct, Winter Haven, FL 33880

Garage parking | On-site laundry | Swimming pool

4 beds

2 baths

$2,165

$1,990

Price drop

House for rent

Available Jul 27

196 Southern Breeze Loop - Photo 1 of 1

5d+ ago

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196 Southern Breeze Loop, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$2,115

$1,945

Price drop

House for rent

Available Jul 27

192 Southern Breeze Loop - Photo 1 of 1

5d+ ago

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192 Southern Breeze Loop, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$1,995

$1,855

Price drop

House for rent

Available Aug 10

4693 Osprey Way - Photo 1 of 1

5d+ ago

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4693 Osprey Way, Winter Haven, FL 33881

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,155

House for rent

Available Oct 2

211 Southern Breeze Loop - Photo 1 of 1

5d+ ago

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211 Southern Breeze Loop, Winter Haven, FL 33880

Garage parking | On-site laundry | Swimming pool

4 beds

2 baths

$2,025

House for rent

Available Oct 2

4736 Mandolin Loop - Photo 1 of 1

5d+ ago

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4736 Mandolin Loop, Winter Haven, FL 33884

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,160

House for rent

Available Sep 29

1397 Normandy Heights Cir - Photo 1 of 1

5d+ ago

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1397 Normandy Heights Cir, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$2,275

House for rent

Available Sep 28

850 Terranova Rd - Photo 1 of 1

5d+ ago

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850 Terranova Rd, Winter Haven, FL 33884

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$1,930

$1,790

Price drop

House for rent

Available Jun 3

4-bed Winter Haven house with pool & laundry

A house in Terranova, this 4-bed, 2-bath rental offers 1,770 sqft with a swimming pool and on-site laundry hookups. Professional management handles maintenance, while high-speed internet is available for an additional fee. Located just steps from grocery shopping and within half a mile of a top-rated elementary school.

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175 Southern Breeze Loop - Photo 1 of 1

5d+ ago

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175 Southern Breeze Loop, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

4 beds

2 baths

$1,955

$1,780

Price drop

House for rent

Available Jul 27

1192 Normandy Heights Cir - Photo 1 of 1

5d+ ago

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House for rent

Spaciously Renovated Home with Screened Porch

This beautifully updated 4-bedroom, 3-bath home offers a perfect blend of comfort and style, featuring fresh interior paint and brand-new tile flooring throughout its 2,093 sq. ft. Open kitchen flows into a formal dining area, while the large living and separate family rooms provide ample space for entertaining. Enjoy outdoor meals on the expansive screened back porch, with the primary suite offering private patio access. A fantastic opportunity near Lake Shipp!

444 Lanham Dr - Photo 1 of 1

5d+ ago

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444 Lanham Dr, Winter Haven, FL 33881

In-unit laundry | On-site laundry | Balcony

3 beds

2 baths

$2,220

House for rent

Available Sep 16

228 Southern Breeze Loop - Photo 1 of 1

5d+ ago

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228 Southern Breeze Loop, Winter Haven, FL 33880

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,155

House for rent

Available Sep 16

163 Southern Breeze Loop - Photo 1 of 1

5d+ ago

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163 Southern Breeze Loop, Winter Haven, FL 33880

Garage parking | On-site laundry | Swimming pool

3 beds

2 baths

$1,765

$1,685

Price drop

House for rent

Available Jul 31

New 3-bed house with gourmet kitchen & 2-car garage

House in Winter Haven, FL, featuring a 3-bed, 2-bath layout with open-concept living and a gourmet kitchen equipped with energy-efficient stainless steel appliances. The 1,407 sqft home includes a private patio, 2-car garage, and access to a community pool. Located in the new South Haven community with on-site management and laundry facilities.

919 Avenue S Se - Photo 1 of 1

5d+ ago

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919 Avenue S Se, Winter Haven, FL 33880

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$3,214

$3,091

Price drop

Apartment for rent

Furnished 3-bed apartment near LEGOLAND & Disney

This pet-friendly 3-bed, 2-bath apartment in Winter Haven offers a fully furnished retreat with pool, outdoor BBQ grill, and smart TV. The 1,722 sqft layout includes a chef's kitchen, in-unit laundry, and fast Wi-Fi. Steps from Lake Howard and Chain of Lakes Trail, it's minutes from LEGOLAND Florida and a short drive to Disney World via Polk Parkway.

1007 37th St Nw #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

Apartment unit for rent

1007 37th St Nw #1, Winter Haven, FL 33881

In-unit laundry | Air conditioning | On-site laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Mar 1

Chic Condo with Modern Upgrades & Pet-Friendly Perks

This beautifully renovated 2-bedroom, 1-bath condo offers modern living with new kitchen cabinets, granite countertops, and stainless steel appliances. Enjoy the convenience of in-unit laundry, new AC for energy savings, and stylish tile flooring throughout. Ideally situated near Winter Haven Downtown and major highways, the unit also features outdoor space and a fenced yard, making it perfect for small pets. Available for move-in June 1st.

528 Winter Ter #134 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Haven

528 Winter Ridge Terrace

528 Winter Ter #134, Winter Haven, FL 33881

Air conditioning | On-site laundry

3 beds

2 baths

$1,600

Condo for rent

Available Jul 30

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Home > Apartments in Winter Haven
Updated: August 11, 2026

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Learn more about renting in Winter Haven, FL

Local insights: What it's like to live in Winter Haven, FL

Residents of Winter Haven, FL appreciate the abundance of recreational options, particularly the numerous lakes that provide opportunities for fishing and boating. Families enjoy the well-rated schools and the tight-knit feel of various neighborhoods. Local parks and community events are frequently mentioned as highlights. However, some residents note concerns over limited job opportunities and occasional traffic issues, which can make commuting a bit challenging. Overall, people seem to appreciate the low cost of living and laid-back lifestyle.

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

Based on Zumper's July 2026 data, one-bedroom apartments in Winter Haven average around $1,210/month and two-bedrooms approximately $1,420/month.

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

Fall and winter months offer the best rental deals in Winter Haven, with October seeing the lowest rents of the year. March is the most competitive month with higher demand, while November and December are the least competitive with roughly 5% lower rents than peak spring pricing.

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

South College and Downtown Winter Haven are the most sought-after neighborhoods, generating significantly more consumer interest than the market average. For social connectivity, Mandolin, Tranquility Park, South College, and Downtown Winter Haven offer the strongest community connections with walkable amenities and restaurants.

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

Based on Zumper's current listings, roughly 34% of Winter Haven rentals are pet-friendly, which works out to about 159 pet-welcoming apartments each month. Downtown Winter Haven, Terranova, Lakes At Lucerne Park, and South College offer the most comprehensive pet amenities with no breed restrictions and dedicated pet spaces.

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

In our current listings, utilities-included rentals are extremely rare in Winter Haven, showing up in just 0.03% of units. One-bedrooms have the highest rate at 0.14% of listings, but renters should plan to handle utility costs separately.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Winter Haven, FL near you?

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