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Apartments for Rent in Winter Haven, FL

Average rent

$1,700
increased by18%

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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

6h ago

9.4

Excellent

Our team has verified this company

Verified

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–$1,540

Apartment for rent

Tranquility & Recreation in Winter Haven

Briarcrest at Winter Haven offers spacious one, two, and three-bedroom apartments, perfect for diverse lifestyles. Enjoy two sparkling pools, lighted tennis courts, and a state-of-the-art fitness center in beautifully landscaped grounds. Embrace leisure with an onsite clubhouse, internet café, and doorside valet trash service, all in a serene and welcoming setting.

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

5d+ ago

9.3

Excellent

Our team has verified this company

Verified

Haven at Lake Deer

350 24th St Nw, Winter Haven, FL 33880

Balcony | Swimming pool | Fitness center

Studio–2 beds

1–2 baths

$995–$1,549

Price drop

Apartment for rent

Lakeside Living with Sparkling Amenities

Haven at Lake Deer offers a serene retreat with lakeside studio, one, and two-bedroom homes featuring upgraded kitchens and wood-style flooring. Enjoy access to sparkling swimming pools, a 24-hour gym, and community comforts like a residents' lounge and hammock garden. This pet-friendly community invites you to relax and rejuvenate in a lifestyle you'll love, all while being conveniently close to public transit for easy commuting.

Summary of resident reviews

Residents of Haven at Lake Deer greatly appreciate the friendly and helpful staff, particularly Margie and Edith, who offer exceptional support during the move-in process. The community is noted for its peaceful atmosphere, clean apartments, and beautiful views of Lake Deer. Some feel that the office's attentive service sets a welcoming tone, while a few may differ on specific amenities. Overall, it's seen as a great place to call home.

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2416 Avenue B Sw - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

2416 Avenue B Sw, Winter Haven, FL 33880

Swimming pool | Garden | Outdoor space

3 beds

2 baths

$2,000

House for rent

Fully Furnished Oasis with Pool and Garden Retreat

This stunning 3-bedroom, 2-bathroom fully furnished home offers a perfect blend of comfort and luxury in Winter Haven. The private swimming pool is ideal for relaxation or entertaining, while the well-maintained garden provides a serene outdoor environment. Enjoy outdoor cooking in the barbecue area, making this home an excellent choice for those seeking high-quality living. The property allows for one small pet on a case-by-case basis, ensuring a welcoming atmosphere for everyone.

6033 Live Oak Dr - Photo 1 of 1

17h ago

Our team has verified this company

Verified

6033 Live Oak Dr, Winter Haven, FL 33880

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

3 beds

2 baths

$3,660

$2,215

Price drop

House for rent

Available Aug 3

6025 Live Oak Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

6025 Live Oak Dr, Winter Haven, FL 33880

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

3 beds

2 baths

$2,225

House for rent

Available Aug 3

Modern Pet-Friendly Home with Smart Features

This charming 3-bedroom, 2-bathroom residence boasts 1,583 sq. ft. of modern living space, complete with smart home features and stainless steel appliances. Enjoy high ceilings, a spacious eat-in kitchen, and a serene covered patio overlooking the fenced yard. The master suite features a walk-in closet and dual vanity sinks. Perfect for families and pet lovers, this home combines comfort and convenience, making it an ideal place to call home in Winter Haven.

465 Kensington View Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

465 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$2,059

House for rent

Available Jul 21

Spacious Pet-Friendly Home with Modern Comforts

This inviting 3-bedroom, 2-bathroom home offers 1,678 sq. ft. of comfortable living space, perfect for families and pets. Highlights include modern amenities like air conditioning and a dishwasher, along with generous outdoor space for relaxation or play. Enjoy easy access to Lakeland and Tampa Bay while living in a professionally managed community. Comfort and convenience await in this charming Winter Haven residence!

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2069 Whispering Trails Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2069 Whispering Trails Blvd, Winter Haven, FL 33884

Garage parking | Swimming pool | Walk-in closets

4 beds

2.5 baths

$2,150

House for rent

Available Jun 19

Modern Smart Home in a Pet-Friendly Community

This charming 4-bedroom, 2.5-bath home offers 2,203 sq ft of modern living, featuring smart home technology for ultimate convenience. With an open floor plan, kitchen island, and walk-in closet, it’s perfect for stylish family living. Enjoy the community amenities including a swimming pool and playground. Don't miss the chance to secure this pet-friendly haven with a $500 holding fee—apply today to make it yours!

292 Cloverdale Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

292 Cloverdale Rd, Winter Haven, FL 33884

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

4 beds

3 baths

$2,920

$2,125

Price drop

House for rent

Available Jun 26

Modern 4-Bed Home with Smart Amenities and Style

This charming 4-bedroom, 3-bath residence spans 2,067 sq ft, offering pet-friendly living with smart home features. Enjoy a spacious layout, high ceilings, and a screened porch. The master suite includes a walk-in shower and dual vanities, while the open-concept design creates a seamless flow, perfect for modern lifestyles. A large backyard provides ample outdoor space. Don't miss the chance to elevate your living experience in this stylish home!

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645 Vittorio Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

645 Vittorio Dr, Winter Haven, FL 33884

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$2,139

House for rent

Available Jun 21

Modern Kitchen & Spacious Living Await You!

Unlock the door to your dream home with this inviting 3-bedroom, 2-bathroom residence featuring 1,538 sq. ft. of open living space. The large kitchen boasts sleek countertops and stainless-steel appliances, ideal for culinary adventures. Enjoy cozy family time in the spacious living room and unwind in the well-appointed bathrooms. Sign by April 30th for exclusive savings on move-in fees. Everything you need is right here—make it yours today!

509 Kensington View Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

509 Kensington View Dr, Winter Haven, FL 33880

Air conditioning | Dishwasher | Outdoor space

3 beds

2 baths

$1,829

House for rent

Available May 22

Spacious Pet-Friendly Home with Modern Amenities

Enjoy this inviting 3-bedroom, 2-bath home featuring modern living in Winter Haven. With 1,442 sq ft of space, it offers air conditioning and outdoor areas for relaxation. Ideal for pet lovers, this home is part of a pet-friendly community and provides easy access to Lakeland and Tampa Bay. Sign in by April 17 for 4 weeks free! Perfect for those seeking comfort and convenience in a vibrant setting.

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In-Unit Laundry

Outdoor Space

Swimming Pool

Dishwasher

206 Kingshill Ct Se - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

206 Kingshill Ct Se, Winter Haven, FL 33884

Garage parking | Hardwood floor | Walk-in closets

3 beds

2 baths

$1,875

House for rent

Available May 28

Modern Home with Smart Features & Pet-Friendly Space

This charming 3-bedroom, 2-bathroom residence offers a spacious 1,460 sq. ft. layout featuring an open floor plan, vaulted ceilings, and hardwood floors. Enjoy the convenience of smart home technology and two-car garage parking. Located in a welcoming community, this pet-friendly home is perfect for modern living and is poised for new residents soon. Don't miss the chance to make this vibrant space your own!

179 Southern Breeze Loop - Photo 1 of 1

22h ago

Our team has verified this company

Verified

179 Southern Breeze Loop, Winter Haven, FL 33880

On-site laundry | Balcony | Swimming pool

4 beds

2 baths

$1,960

House for rent

Available Jul 14

Modern Living with Poolside Charm in Winter Haven

This spacious 4-bedroom, 2-bathroom home boasts 1,938 square feet of contemporary comfort. Enjoy outdoor living on the patio or balcony, and whip up delicious meals in the modern kitchen with stainless steel appliances. A refreshing swimming pool offers a perfect escape, while pet-friendly policies add to the appeal, making this a welcoming retreat for everyone. Don't miss the chance to make this lovely rental your new home!

40 Saint Kitts Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

40 Saint Kitts Cir, Winter Haven, FL 33884

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

3 beds

2 baths

$2,385

House for rent

Available Jul 31

608 Terranova Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

608 Terranova Dr Winter Haven, FL 33884

608 Terranova Dr, Winter Haven, FL 33884

Garage parking

4 beds

2 baths

$2,240

$2,130

Price drop

House for rent

Available May 5

Modern Home in Gated Community with Smart Features

This inviting 4-bedroom, 2-bath home offers 2,138 sq ft of stylish living in a gated community. Enjoy a beautifully equipped kitchen, premium tile floors, and a well-maintained yard for outdoor enjoyment. Key amenities include air conditioning, garage parking, and Smart Home technology, providing comfort and convenience. Perfect for those seeking a blend of modern living and a great neighborhood, this home stands out with quality property management and essential services included for a worry-free lifestyle.

2973 Whispering Trails Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2973 Whispering Trails Dr, Winter Haven, FL 33884

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

4 beds

2.5 baths

$2,165

$2,060

Price drop

House for rent

Available May 18

Spacious 4-Bedroom Home with Fenced Yard

This inviting 4-bedroom, 2.5-bathroom rental offers a generous 2,400 sq ft of living space, perfect for families or those seeking extra room. Enjoy the convenience of a fenced yard for outdoor activities. Laundry hookups provide added practicality, making this home a great fit for a busy lifestyle. With nearby amenities and professional management, it’s an ideal place to create lasting memories.

3808 Mckinley Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3808 Mckinley Dr, Winter Haven, FL 33880

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

4 beds

2 baths

$2,380

$2,180

Price drop

House for rent

Available Jun 2

Spacious Family Retreat with 4 Bedrooms and 2 Baths

This inviting 4-bedroom, 2-bath rental home offers 2,101 square feet of comfortable living space, perfect for families. Designed for easy living, it’s ideal for making lasting memories. Enjoy professional service and maintenance, along with convenient amenities that enhance your lifestyle. Schedule a self-tour today and experience the warmth and potential of this lovely home!

812 Whisper Lake Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

812 Whisper Lake Ct, Winter Haven, FL 33880

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

3 beds

2 baths

$2,025

$1,865

Price drop

House for rent

Available Jun 20

Family-Friendly Home with Fenced Yard & Pool

This charming 3-bedroom, 2-bathroom rental home features 1,201 sq. ft. of inviting living space perfect for families or anyone seeking comfort. A spacious fenced backyard is ideal for kids and pets, alongside a refreshing swimming pool for all your outdoor enjoyment. With professional service and maintenance included, residents can enjoy peace of mind. Apply now to secure your future in this delightful Winter Haven retreat!

850 Terranova Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

850 Terranova Rd, Winter Haven, FL 33884

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

4 beds

2 baths

$2,315

$2,210

Price drop

House for rent

Available Jun 15

Spacious 4-Bedroom Home with Pool & Modern Amenities

This inviting 4-bedroom, 2-bathroom rental offers 1,770 sq ft of living space ideal for comfortable family living. Enjoy an onsite pool and convenient laundry facilities. With professional management and flexible pre-leasing options available, this home combines modern convenience with lifestyle flexibility, making it a perfect choice for your next chapter!

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109 Solis Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

109 Solis Dr, Winter Haven, FL 33880

On-site laundry | Swimming pool | Storage

3 beds

2 baths

$2,230

$2,120

Price drop

House for rent

Available Jun 16

Family-Friendly Home with Fenced Yard and Storage

This inviting 3-bedroom, 2-bath home offers 1,625 sq. ft. of comfortable living space, perfect for families and pets. Enjoy outdoor gatherings on the patio, while a fenced yard provides a safe haven for kids and pets alike. Ample closet space and convenient W/D hookups ensure an organized lifestyle. With a focus on pre-leasing convenience, this property promises a smooth transition into your new home. Explore all the possibilities in this charming Winter Haven residence!

957 Gotthard Pass Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

957 Gotthard Pass Dr, Winter Haven, FL 33881

On-site laundry | Balcony | Swimming pool

5 beds

3 baths

$3,010

$2,860

Price drop

House for rent

Available May 23

Spacious Family Haven with Private Patio & Pool

This expansive 5-bedroom, 3-bathroom home offers 2,566 sq. ft. of comfortable living space. Relax on the private patio or take a dip in the inviting swimming pool. The property provides professional service and innovative resident programs, making it more than just a rental – a vibrant community to call home. Enjoy amenities such as laundry hookups and on-site management for added convenience. Perfect for those seeking space and comfort!

1581 Lemon Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1581 Lemon Ave, Winter Haven, FL 33881

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

3 beds

2 baths

$2,130

$1,960

Price drop

House for rent

Available May 18

Bright & Spacious Home with Community Pool Access

This inviting 3-bedroom, 2-bathroom rental boasts 1,824 sq. ft. of living space, providing room for comfortable living. Enjoy a well-maintained property with access to a community pool, perfect for relaxing on sunny days. A convenient layout and on-site management offer effortless living. Residents can opt for high-speed internet service for added connectivity. This home is waiting for you to make it your own!

220 Southern Breeze Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

220 Southern Breeze Loop, Winter Haven, FL 33880

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

4 beds

2 baths

$2,275

House for rent

Available Jul 22

Spacious Family Home with Convenient Amenities

This inviting 4-bedroom, 2-bathroom rental offers 1,598 sq ft of comfortable living space in Winter Haven. Enjoy open living areas, with plenty of room for the family. High-speed internet is available for an additional fee, ensuring seamless connectivity. This well-located home is perfect for those seeking convenience and space. Pre-leasing options available; inquire for details!

3414 Cove Ct W - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3414 Cove Ct W, Winter Haven, FL 33880

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

3 beds

2 baths

$2,105

House for rent

Available Jul 15

Bright & Spacious 3-Bedroom Home Awaits You!

This charming 3-bedroom, 2-bathroom rental home offers the perfect setting for comfortable living. With 1,249 square feet of space, it is an ideal choice for anyone seeking a welcoming atmosphere. Enjoy convenient resident programs and professional maintenance, ensuring a hassle-free lifestyle. Don't miss the opportunity to make this lovely home yours, as it will be available to pre-lease soon.

331 Columbo St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

331 Columbo St, Winter Haven, FL 33880

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

4 beds

2 baths

$2,265

$2,125

Price drop

House for rent

Available May 21

Spacious 4-Bedroom Home with Pool & Modern Touches

This charming 4-bedroom, 2-bathroom rental offers 1,730 sq ft of comfort and style. Enjoy ample living space along with convenient onsite laundry facilities. A refreshing swimming pool beckons for relaxation and fun in the sun. Professional service, maintenance, and unique resident programs make living here a true delight. Don't miss the chance to call this welcoming home yours!

449 Red Hawk Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

449 Red Hawk Loop, Winter Haven, FL 33880

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

3 beds

2 baths

$1,620

House for rent

Available Jun 16

Charming Home with Fenced Yard & Pool Access

This inviting 3-bedroom, 2-bathroom rental is designed for comfort and outdoor enjoyment. Boasting 1,109 square feet, it features a fenced yard perfect for pets and relaxation. Residents can enjoy access to a community swimming pool and benefit from on-site management. Great opportunity for a vibrant lifestyle in a welcoming neighborhood.

4301 Larrys Lagoon - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4301 Larrys Lagoon, Winter Haven, FL 33884

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

3 beds

2 baths

$1,855

House for rent

Available Jul 9

Bright & Inviting 3-Bedroom Home with Pool Access

This charming 3-bedroom, 2-bathroom rental home features 1,470 sq ft of inviting living space. Enjoy modern comforts with convenient onsite management and laundry hookups. Residents can benefit from refreshing pool access and innovative living programs. Don't miss the chance to secure this lively home, perfect for making lasting memories. Schedule a self-tour today!

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219 Southern Breeze Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

219 Southern Breeze Loop, Winter Haven, FL 33880

Garage parking | On-site laundry | Swimming pool

3 beds

2 baths

$2,235

House for rent

Available Jul 8

Modern Luxury Awaits in This Charming Home!

Experience modern living in this stunning 3-bedroom, 2-bathroom rental home, featuring an open-concept layout and a gourmet kitchen with energy-efficient appliances. Enjoy the convenience of a 2-car garage and a private patio for outdoor relaxation. With 1,407 sq ft of stylish comfort, this bright and airy space is ideal for those seeking a blend of luxury and convenience in their new home. Pet-friendly and located in Winter Haven's premier rental community!

904 15th St Ne - Photo 1 of 1

16h ago

Our team has verified this company

Verified

904 15th St Ne, Winter Haven, FL 33881

In-unit laundry | Furnished | Air conditioning

4 beds

3 baths

$7,058

Apartment for rent

Modern Family Retreat with Pool Table & Mini Bar

This spacious 4-bedroom, 3-bath apartment is perfect for families and groups, featuring a modern kitchen with marble countertops and a large island. The inviting living room includes a Smart TV and high-speed Wi-Fi. Enjoy leisure time with pool table fun or unwind in the outdoor shared pool. Located just minutes from Downtown Winter Haven and Legoland, this pet-friendly home blends comfort and entertainment for a fantastic Florida stay.

919 Avenue S Se - Photo 1 of 1

16h ago

Our team has verified this company

Verified

919 Avenue S Se, Winter Haven, FL 33880

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$3,249

Apartment for rent

Spacious 3-Bed Retreat with Pool & BBQ in Florida

This inviting 3-bedroom, 2-bath apartment embodies comfort and convenience in a tranquil Winter Haven community. Enjoy a refreshing pool, outdoor BBQ grill, and a well-equipped chef's kitchen. Features include a smart TV, fast Wi-Fi, and in-unit laundry, all within close proximity to scenic lakes and trails. Ideal for family fun, explore nearby attractions like LEGOLAND and Disney World after a day of relaxation in this lovely retreat.

514 Avenue C Ne #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

514 Avenue C Ne #4, Winter Haven, FL 33881

2 beds

1 bath

$1,150

Apartment for rent

Bright Renovated Apartment Near Parks & Schools

This charming 2-bedroom, 1-bathroom apartment features a recent renovation and is ideally located just a short walk from Rotary and Kiwanis Parks. With 468 square feet of cozy living space and water included in the rent, it's perfect for comfortable living. Close proximity to schools like Jewett School of the Arts makes it an ideal choice for families seeking convenience and vibrant community life. Enjoy the cozy atmosphere and easy access to outdoor activities!

20 on Second - Photo 1 of 1

1m ago

8.3

Very good

20 on Second

240 2nd St Sw, Winter Haven, FL 33880

In-unit laundry | Dishwasher | Microwave

1–2 beds

1–2 baths

$1,399–$1,725

Apartment for rent

Chic Urban Living with Stunning City Views

Nestled in Downtown Winter Haven, this stylish 1-bedroom, 1-bathroom apartment combines comfort with cosmopolitan flair. Floor-to-ceiling windows illuminate the open-concept living space, while a gourmet kitchen boasts stainless steel appliances and quartz countertops. The cozy bedroom offers plush carpeting and captivating skyline views. With easy access to parks, lakes, and recreation, this residence is perfect for those who love vibrant city life and outdoor adventure!

1500 Grey Eagle Ln - Photo 1 of 1

59m ago

House for rent in Winter Haven

1500 Grey Eagle Ln, Winter Haven, FL 33881

Air conditioning | Garage parking | Carpet

4 beds

2 baths

$2,050

House for rent

Available Jun 24

2065 Whispering Trails Blvd - Photo 1 of 1

2h ago

House for rent in Winter Haven

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

3 beds

2 baths

$2,000

House for rent

Kimberly Cove - Photo 1 of 1

3h ago

8.4

Very good

Kimberly Cove

Avenue G Nw, Winter Haven, FL 33881

2 beds

1 bath

$1,125

Apartment for rent

Bright, Updated Living Near Parks & Shopping

Residents of Kimberly Cove enjoy a spacious two-bedroom layout with fresh paint, easy-to-maintain tile flooring, a large front window, and washer/dryer hookups. This pet-friendly home sits near local shopping, dining, and parks, with essential appliances included for comfortable everyday living.

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1016 East Lake Silver Drive NE - Photo 1 of 1

3h ago

8

Very good

1016 East Lake Silver Drive NE

1016 E Lake Silver Dr Ne, Winter Haven, FL 33881

2 beds

1 bath

$1,450

Apartment for rent

Cozy Living Near Winter Haven Hospital

1016 East Lake Silver Drive NE offers a cute 2BR/1BA apartment with water included in the rent, central AC, ceramic tile, and wood-finished flooring throughout, all just moments from Winter Haven Hospital.

103 4th St SE - Photo 1 of 1

3h ago

8.5

Very good

103 4th St SE

103 4th St Se, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Central heat

1 bed

1 bath

$1,200

Apartment for rent

Updated Cozy Living Near Downtown & Lakes

Nestled in the heart of Winter Haven, this updated 1-bedroom, 1-bath apartment offers a bright and inviting living space just minutes from shopping and dining. Enjoy convenient access to local parks and the scenic Chain of Lakes, perfect for outdoor enthusiasts. This pet-friendly unit is ideal for anyone seeking comfort and vibrancy in a prime location.

2407 6th St NE - Photo 1 of 1

4h ago

8.3

Very good

2407 6th St NE

2407 6th St Ne, Winter Haven, FL 33881

2 beds

1 bath

$1,225

Apartment for rent

Convenient Living Near Winter Haven Essentials

Located in Winter Haven, 2407 6th St NE blends a peaceful retreat with a vibrant community feel. Residents enjoy a convenient location close to local conveniences, a welcoming neighborhood atmosphere, and quality living in a well-maintained multi-family property featuring brand-new kitchen appliances for added comfort.

Raindance - Photo 1 of 1
Rent special

7h ago

8.5

Very good

Raindance

200 Avenue C Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

1–2 beds

1–2 baths

$1,350–$2,205

Apartment for rent

Design-Forward Living Near Downtown Energy

Raindance offers a fluid, design-driven retreat steps from the energy of Downtown Winter Haven. Bright, efficient homes are paired with resort-inspired perks, including a coffee bar, fitness center, EV charging, and a pool with Wi‑Fi, grills, and outdoor lounge spaces. Controlled-access grounds, valet service, and online resident tools create a seamless, elevated lifestyle.

The Breeze - Photo 1 of 1
Rent special
New construction

8h ago

8.7

Very good

The Breeze

265 Avenue E Sw, Winter Haven, FL 33880

Swimming pool | Fitness center | Elevator

Studio–2 beds

1–2 baths

$1,275–$2,328

Apartment for rent

Upscale Retreat with Resort-Style Comforts

Located in South College, The Breeze blends upscale living with the feel of a private retreat. New construction residences feature stainless steel appliances and high-performance design, while controlled key fob access, EV charging, and community-wide WiFi add everyday ease. Residents enjoy a fitness center, business lounge, coffee bar, pool, and outdoor grilling space.

1800 3rd CT SE - Photo 1 of 1

11h ago

8.4

Very good

1800 3rd CT SE

1800 3rd Court Southeast, Winter Haven, FL 33880

2 beds

1 bath

$1,400

Apartment for rent

Convenient & Bright Living in Winter Haven

Move into a comfortable, single-level 2-bedroom, 1.5-bath apartment in central Winter Haven. This inviting space features an open living area, an updated kitchen with ample storage, and bright bedrooms. Enjoy on-site laundry and parking, all while being just minutes from essential shops like Walmart and Publix. With convenient access to major roadways, this clean, move-in-ready apartment promises a peaceful neighborhood for easy living!

433 Flamingo Way #433 - Photo 1 of 1
Age restricted

11h ago

Apartment for rent in Winter Haven

Mobile Home, Mobile/Manufactured - Winter Haven, FL

433 Flamingo Way #433, Winter Haven, FL 33881

In-unit laundry | Garage parking | Swimming pool

2 beds

1.5 baths

$1,200

Apartment for rent

Senior Living Oasis with Modern Updates & Porch

This delightful 2-bed, 1.5-bath doublewide home offers a serene living environment for seniors with modern upgrades like new flooring and fresh paint. Enjoy the bright bay window, ceiling fans, and a screened porch. Includes fridge, stove, dishwasher, and microwave. Savor convenience with in-unit laundry hookups, garage parking, and a community swimming pool. Rent-to-own option available with 25% down.

4450 Rapallo Ave - Photo 1 of 1

12h ago

House for rent in Winter Haven

4450 Rapallo Ave, Winter Haven, FL 33884

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$2,200

House for rent

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329 SW 7th St. - Photo 1 of 1

12h ago

7.8

Very good

329 SW 7th St.

329 7th St Sw, Winter Haven, FL 33880

1 bed

1 bath

$949

Apartment for rent

Cozy Comfort Just Minutes from Downtown Fun

Located in Eagle Lake, this charming apartment offers an inviting open floor plan with tile flooring and fresh, neutral paint. The well-equipped kitchen features crisp white cabinetry and ample counter space for cooking adventures. Enjoy a flexible living and dining area, and a cozy bedroom for relaxation. Just minutes from downtown Winter Haven, residents have easy access to restaurants, shopping, and the picturesque Chain of Lakes. Pet-friendly with convenient amenities!

1802 3rd Ct SE - Photo 1 of 1

16h ago

7.8

Very good

1802 3rd Ct SE

1802 3rd Ct Se, Winter Haven, FL 33880

2 beds

1 bath

$1,205

Apartment for rent

Cozy & Convenient Two-Bedroom Retreat

Comfortable single-level living awaits with this charming 2-bedroom, 1-bath apartment in central Winter Haven. The bright, open living area flows into a functional kitchen boasting ample storage. Enjoy great natural light in both bedrooms and central A/C for comfort. On-site parking adds convenience. Located just minutes from Walmart, Publix, and various local eateries—everything needed is close by. Move-in ready and perfectly positioned for easy living!

Brandywyne Apartment Homes - Photo 1 of 1

20h ago

8.6

Very good

Brandywyne Apartment Homes

418 19th St Se, Winter Haven, FL 33884

In-unit laundry | Air conditioning | Balcony

1–2 beds

1–2 baths

$1,100–$1,360

Apartment for rent

Comfortable Living with Outdoor Perks

Nestled in Winter Haven, Brandywyne Apartment Homes offer comfortable living with in-unit laundry, a patio or balcony, and modern kitchen amenities. Enjoy outdoor spaces and a picnic area in this pet-friendly community.

213 Lake Lucerne Way - Photo 1 of 1

21h ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

213 Lake Lucerne Way, Winter Haven, FL 33881

In-unit laundry | Garage parking | Swimming pool

4 beds

2 baths

$2,000

House for rent

Bright & Spacious Family Home in a Welcoming Community

This charming 4-bedroom, 2-bathroom home features 1,701 sq. ft. of open-concept living space, perfect for entertaining. Enjoy access to a community pool and playground, plus the convenience of nearby shopping and dining. Located just minutes from Highway 27, daily essentials are easily accessible. Ideal for family living, this well-maintained property blends comfort with a friendly neighborhood vibe. Available for move-in May 1st.

5657 Struthers Court - Photo 1 of 1

23h ago

8.1

Very good

5657 Struthers Court

5657 Struthers Ct, Winter Haven, FL 33884

2 beds

1 bath

$1,475

Apartment for rent

Renovated Comfort Near Cypress Gardens

5657 Struthers Court offers a freshly renovated 2-bedroom duplex on an oversized lot in a quiet community just off Cypress Gardens Boulevard. Featuring a brand-new roof, bright living area, screened-in lanai, new stove, washer and dryer, large deep freezer, and two parking spaces, this move-in ready home blends everyday convenience with peaceful living close to shopping, dining, and major roads.

1874 Avenue Q Sw - Photo 1 of 1

1d ago

Apartment for rent in Winter Haven

Apartment for rent

Cozy Apartment with Private Patio & Modern Upgrades

This charming 2-bed, 1.5-bath apartment offers a maintenance-free lifestyle with a touch of privacy. Enjoy a private rear patio, convenient washer/dryer hookups, and a spacious walk-in pantry. Ideal for pet lovers, this home combines comfort and convenience, making it a perfect retreat in Winter Haven. Additional benefits include a guest half-bath and participation in a resident benefits package for added peace of mind.

Dream Winter Haven - Photo 1 of 1

1d ago

8

Very good

Dream Winter Haven

5004 Dream Dr, Winter Haven, FL 33880

1–2 beds

1–2 baths

$1,299–$1,899

Price drop

Apartment for rent

Tranquil Living with Stunning Water Views

Residents of Dream Winter Haven enjoy serene water views and a pet-friendly atmosphere in this vibrant community. With multiple floor options, each unit boasts captivating sights that enhance everyday living. A perfect retreat for those seeking a peaceful lifestyle while still being nestled in a lively environment.

737 Buccaneer Blvd - Photo 1 of 1

1d ago

House for rent in Winter Haven

House for rent

Upgraded Lakefront Retreat in Gated Community

This stunning 4-bedroom, 3-bathroom lakefront home offers a serene lifestyle in the gated Shores at Lake Sears. With 1,995 sq. ft. of beautifully upgraded living space, enjoy the expansive backyard and relax on the picturesque patio. Dog-friendly and loaded with amenities, this residence also includes a convenient Resident Benefits Package. HOA approval is required, making this a perfect retreat for comfortable living and outdoor enjoyment.

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Updated: June 4, 2026

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Learn more about renting in Winter Haven, FL

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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?

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.

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.

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