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Apartments for Rent in Winter Haven, FL

Average rent

$1,700
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Briarcrest  at Winter Haven - Photo 1 of 1
Rent special

3h 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

12h ago

9.9

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

$1,099–$1,549

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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Deena Way - Photo 1 of 1

16h ago

7.7

Very good

Deena Way

Deena Way, Winter Haven, FL 33880

2 beds

1 bath

$1,225

Apartment for rent

Cozy 2-Bed Retreat Close to Downtown Delights

Welcome to your new home in Winter Haven! This charming 2-bedroom, 1.5-bathroom apartment boasts tile floors for easy maintenance and central heat/air for year-round comfort. Located under 2 miles from downtown, enjoy quick access to diverse shopping and dining. With convenient laundry hook-ups and a bottom-floor location, this apartment is perfect for a vibrant lifestyle—don’t miss this opportunity to embrace all that Winter Haven has to offer!

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

$2,250

$2,150

Price drop

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.

2112 Jonathan Ln - Photo 1 of 1

2d ago

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Verified

2112 Jonathan Ln Winter Haven, FL 33884

2112 Jonathan Ln, Winter Haven, FL 33884

Garage parking | Fireplace | Outdoor space

3 beds

2 baths

$2,090

House for rent

Available Apr 15

92 Lake Daisy Blvd - Photo 1 of 1

4d ago

Our team has verified this company

Verified

92 Lake Daisy Blvd, Winter Haven, FL 33884

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

3 beds

2 baths

$1,970

$1,855

Price drop

House for rent

Available Apr 10

Modern Smart Home with Pet-Friendly Fenced Yard

This charming 3-bedroom, 2-bath home features smart home technology for ultimate convenience. Enjoy spacious living in 1,431 sq. ft. with amenities like stainless steel appliances, a screened porch, and a fenced yard for pets. A cozy retreat that’s ready to be claimed!

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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

$2,129

House for rent

Available Jun 22

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!

344 Sand Pine Trl - Photo 1 of 1

5d+ ago

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344 Sand Pine Trl, Winter Haven, FL 33880

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$1,960

House for rent

Available Apr 24

Charming Smart Home with Spacious Backyard Retreat

This inviting 3-bedroom, 2-bathroom home provides 1,424 sq ft of comfortable living space and pet-friendly options. Enjoy modern conveniences with smart home features, stainless steel appliances, and granite countertops. Relax in the large backyard or on the screened porch. The single-story layout includes a two-car garage, ensuring ease and accessibility. Ideal for those seeking a blend of comfort and technology in a charming environment. Don’t miss this opportunity!

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264 Daisy Estates Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

264 Daisy Estates Dr, Winter Haven, FL 33884

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

4 beds

2 baths

$2,205

$2,075

Price drop

House for rent

Available Mar 25

Pet-Friendly Home with Smart Features & Spacious Design

This charming 3-bedroom, 2-bathroom residence boasts a spacious 1,946 sq ft layout, perfect for modern living. Enjoy smart home technology for ultimate convenience along with an open floor plan, oversized bathtub, and walk-in shower. The fenced backyard offers a private outdoor space, while nearby parks and biking trails enhance the vibrant lifestyle. Don't miss the chance to call this pet-friendly haven your own!

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

$1,975

House for rent

Available May 29

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!

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Find rentals with popular amenities

Outdoor Space

Dishwasher

Swimming Pool

In-Unit Laundry

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

$1,849

House for rent

Available Jun 1

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.

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

$1,860

House for rent

Available Jun 2

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!

3667 Queens Cove Blvd - Photo 1 of 1

5d+ ago

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Verified

3667 Queens Cove Blvd, Winter Haven, FL 33880

Garage parking | Walk-in closets | Ceiling fan

4 beds

3 baths

$2,140

$2,035

Price drop

House for rent

Available Mar 19

Modern Smart Home with Spacious Layout & Pet-Friendly

This inviting 4-bedroom, 3-bathroom home spans 2,101 sq ft, boasting smart home features for ultimate convenience. Enjoy an open layout with a great room, eat-in kitchen, and luxurious walk-in shower. Featuring stainless steel appliances and modern amenities, this pet-friendly residence offers an attached garage and outdoor patio space perfect for relaxation. Act fast; homes with such unique features don’t last long!

104 Lake Daisy Ter - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

104 Lake Daisy Ter, Winter Haven, FL 33884

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$1,970

House for rent

Available May 26

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!

2973 Whispering Trails Dr - Photo 1 of 1

15h 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

$2,400

$2,220

Price drop

House for rent

Available May 15

Spacious 4-Bedroom Retreat with Fenced Yard

This charming 4-bedroom, 2.5-bath rental home spans a spacious 2,400 sq ft, featuring an inviting fenced yard for privacy and outdoor enjoyment. The home is pet-friendly and equipped with convenient laundry hookups for added ease. Perfect for families seeking comfort and space, this home blends functionality with Florida living, making it a great option for those looking for a vibrant lifestyle with room to grow.

957 Gotthard Pass Dr - Photo 1 of 1

15h 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

$3,090

House for rent

Available Jun 2

Spacious 5-Bedroom Home with Outdoor Living Potential

This charming rental features 5 bedrooms and 3 bathrooms within 2,566 square feet of living space, perfect for families or roommates. Enjoy outdoor living on the inviting patio or balcony. Pre-leasing made easy, with pet-friendly options available. Experience comfort and convenience in this versatile home, ready for you once the current residents transition. Make this your next home sweet home!

1581 Lemon Ave - Photo 1 of 1

15h ago

Our team has verified this company

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1581 Lemon Ave, Winter Haven, FL 33881

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

3 beds

2 baths

$2,470

$2,240

Price drop

House for rent

Available May 15

Charming 3-Bedroom Retreat with Pool Access

Experience comfortable living in this pet-friendly 3-bedroom, 2-bathroom home spanning 1,824 sq. ft. Located in a welcoming community, this rental features convenient amenities, including onsite management and laundry hookups. Enjoy access to a refreshing swimming pool for those sunny Florida days. Pre-leasing is easy with a simple application process, making it an ideal choice for anyone looking to settle down in a vibrant neighborhood.

437 Kensington View Dr - Photo 1 of 1

15h ago

Our team has verified this company

Verified

437 Kensington View Dr, Winter Haven, FL 33880

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

3 beds

2 baths

$2,090

$1,790

Price drop

House for rent

Available May 14

Charming 3-Bed Home with Pool and Pet-Friendly Perks

This inviting 3-bedroom, 2-bath rental features a spacious layout with 1,444 sq ft of living space. Enjoy access to a refreshing swimming pool and convenient onsite laundry. Perfect for families or anyone seeking a pet-friendly home. Pre-leasing made easy! Discover comfort and convenience in Winter Haven!

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159 Southern Breeze Loop - Photo 1 of 1

16h ago

Our team has verified this company

Verified

159 Southern Breeze Loop, Winter Haven, FL 33880

On-site laundry | Balcony | Swimming pool

4 beds

2 baths

$2,100

$1,830

Price drop

House for rent

Available May 18

Spacious Family Retreat with Pool & Modern Kitchen

This inviting 4-bedroom, 2-bathroom home features a well-appointed kitchen with stainless steel appliances and an outdoor patio for relaxation and entertaining. Enjoy ample living space with 1,938 square feet, ideal for family gatherings. Pets are welcome, adding to the appeal of this comfortable rental. Experience fun in the sun at the community pool, creating lasting memories in this perfect family haven.

608 Terranova Dr - Photo 1 of 1

1d ago

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Verified

608 Terranova Dr Winter Haven, FL 33884

608 Terranova Dr, Winter Haven, FL 33884

Garage parking

4 beds

2 baths

$2,299

House for rent

Available May 4

125 Pine Island Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Welcome to this charming abode.

125 Pine Island Dr, Winter Haven, FL 33881

4 beds

2 baths

$1,725

House for rent

Bright & Spacious 4-Bedroom Home Awaiting You

This inviting 4-bedroom, 2-bathroom residence offers 1,560 sq. ft. of generous living space, ideal for families or anyone seeking comfort. Professionally managed and pet-friendly, this home ensures a welcoming atmosphere for all. Embrace the lifestyle of Winter Haven in this spacious rental, perfect for making memories and enjoying the Florida sunshine.

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 | Balcony | Swimming pool

3 beds

2 baths

$1,845

$1,695

Price drop

House for rent

Available Jun 15

Charming 3-Bed Home with Fenced Yard & Pool Access

This inviting 3-bedroom, 2-bath home offers a cozy lifestyle in Winter Haven. Enjoy outdoor living on your private patio within a fenced yard. Take advantage of nearby pool facilities and relaxing outdoor spaces, perfect for entertaining or unwinding. With a spacious layout and comprehensive amenities, this rental home is designed for comfort and convenience, ensuring a delightful residential experience.

546 Lake Dexter Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

546 Lake Dexter Blvd Winter Haven, FL 33884

546 Lake Dexter Blvd, Winter Haven, FL 33884

Garage parking | Fireplace | Outdoor space

3 beds

2 baths

$1,695

House for rent

Available Mar 25

Pet-Friendly Haven with Smart Home Convenience

This charming 3-bedroom, 2-bath home features high-quality amenities and a pet-friendly fenced backyard perfect for outdoor fun. With stylish finishes, a roomy kitchen boasting granite countertops, and the convenience of Smart Home technology, this residence is designed for modern living. Experience ease and comfort with professional property management, and enjoy the peace of mind that comes with a well-maintained home. Ideal for those looking to lease without the long-term commitment of ownership.

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 | Balcony | Swimming pool

3 beds

2 baths

$2,290

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!

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

$2,375

House for rent

Available Jun 15

Spacious 4-Bedroom Home with Pool Perks

This inviting 4-bedroom, 2-bath home boasts 1,770 sq ft of living space, perfect for families or those seeking room to grow. Enjoy the convenience of onsite laundry and management, along with access to a refreshing swimming pool. Pet-friendly and ready for pre-leasing, this home combines comfort and community effortlessly, making it an ideal choice for a vibrant lifestyle. Don't miss the chance to call this charming property your next home!

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

$2,295

House for rent

Available May 1

Modern 4-Bed Home with Pool in Winter Haven

This 4-bedroom, 2-bath house in Ridge Acres combines contemporary living with outdoor fun. Spanning 1,730 sq ft, it features a spacious layout, swimming pool, and pet-friendly environment. Ideal for families, this rental offers all the comforts with easy leasing options. Don’t miss out on making this vibrant space your next home.

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613 Sarner Pass Way - Photo 1 of 1
3D tour

5d+ ago

Our team has verified this company

Verified

LAKE LUCERNE PHASE 5

613 Sarner Pass Way, Winter Haven, FL 33881

In-unit laundry | Garage parking | On-site laundry

4 beds

2 baths

$2,025

House for rent

Available Mar 19

Modern Open-Plan Home with Pool Access & More!

This charming single-story home features an inviting open layout, 4 spacious bedrooms, and 2 stylish bathrooms across 2,004 sq. ft. Enjoy the modern kitchen with granite countertops and stainless steel appliances, perfect for entertaining. Relax on the screened lanai, or take advantage of the fenced backyard for outdoor fun. With pool access and a tranquil community setting, this residence is great for comfortable living and entertaining in Florida.

669 Lake Dexter Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Haven

3 Bedroom Pet-Friendly Home in WINTER HAVEN, FL with Main Street Renewal

669 Lake Dexter Cir, Winter Haven, FL 33884

Swimming pool | Storage | Outdoor space

3 beds

2.5 baths

$1,775

House for rent

Modern Comfort in Pet-Friendly Paradise

Discover this 3-bed, 2.5-bath retreat featuring modern finishings, abundant storage, and natural light. Ideal for gatherings or relaxation, the outdoor space provides ample room for activities. Located near schools, parks, and dining, enjoy hassle-free living with tech-enabled maintenance services. Pets welcome!

3401 Avenue R Nw #B - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Haven

House for rent

Charming Townhouse with Modern Comforts

This cozy 2-bedroom, 1.5-bath townhouse features a well-designed layout with 936 square feet of living space. Enjoy the convenience of central heat and A/C, along with essential appliances like a range and refrigerator. Perfect for comfortable living in a serene setting, this townhouse offers a blend of style and functionality, ready for immediate move-in. Embrace the ease of townhouse living and enjoy your new space!

1480 32nd St Nw - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Haven

1480 32nd St Nw, Winter Haven, FL 33881

Ceiling fan

2 beds

1 bath

$1,000

Apartment for rent

Bright and Functional Duplex in Winter Haven

This charming duplex features 2 bedrooms and 1 bathroom within a thoughtful 950 sq ft layout. The bright kitchen, equipped with essential appliances, flows into an inviting living area, perfect for relaxation or entertaining. The spacious first bedroom ensures comfort, while the second bedroom offers flexibility for guests or a home office. Enjoy easy access to nearby shopping, dining, and parks, combining quiet living with city conveniences. Monthly pest control for just $20.

565 Vittorio Dr - Photo 1 of 1
No deposit

5d+ ago

House for rent in Winter Haven

Single Family Residence - WINTER HAVEN, FL

565 Vittorio Dr, Winter Haven, FL 33884

Air conditioning | Swimming pool | Walk-in closets

4 beds

2 baths

$2,000

House for rent

Spacious 4-Bed Home with Community Amenities

This beautifully maintained Highland home features 4 bedrooms and 2 baths within 2,394 sq. ft. of open-concept living space. The large kitchen, cozy dining area, and bright living room are perfect for gatherings. The primary suite boasts a walk-in closet and ensuite bath for privacy. Residents can enjoy a community pool, playground, and walking trails, all conveniently located near schools and shopping. Lawn care is included, and no deposit is required, making moving in a breeze!

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!

2007 9th St Ne #1 - Photo 1 of 1

20m ago

House for rent in Winter Haven

2007 9th St Ne #1, Winter Haven, FL 33881

3 beds

2 baths

$1,800

House for rent

Available May 1

Tropical Gardens - Photo 1 of 1

1h ago

8.1

Very good

Tropical Gardens

3101 Avenue V Nw, Winter Haven, FL 33881

1 bed

1 bath

$1,250

Apartment for rent

Cozy Living with Vaulted Ceilings & Private Patio

Residents of Tropical Gardens enjoy a welcoming ambiance with vaulted ceilings and a private balcony perfect for relaxation. This pet-friendly community features a cozy kitchen equipped with essential appliances, including a refrigerator and stove. Central A/C enhances comfort, and the space provides convenient washer and dryer hookups. With a focus on comfort and style, this rental is ready for home sweet home moments!

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2005/2007 Buckeye - Photo 1 of 1

1h ago

Apartment for rent in Winter Haven

2005/2007 Buckeye

Buckeye Rd Ne, Winter Haven, FL 33881

2 beds

2 baths

$1,350

Apartment for rent

The Breeze - Photo 1 of 1
Rent special
New construction

3h 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

$1,350–$2,328

Price drop

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.

Raindance - Photo 1 of 1
Rent special

3h 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

$1,295–$2,210

Price drop

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.

310 Farnol St Sw #3 - Photo 1 of 1

5h ago

Apartment for rent in Winter Haven

310 Farnol St Sw #3, Winter Haven, FL 33880

Ceiling fan | Outdoor space

1 bed

1 bath

$950

Apartment for rent

Bright Studio Apartment with Spacious Yard Oasis

Embrace the charm of downtown living in this inviting studio apartment featuring a generous combined living and bedroom area. A large sliding glass door bathed in natural light leads to a tranquil yard, perfect for relaxation. With 456 sq ft, this space balances comfort and convenience, just steps from the vibrant energy and amenities of Winter Haven. Ideal for those seeking simplicity in a lively locale.

5202 Waterview Way #5202 - Photo 1 of 1

5h ago

Condo for rent in Winter Haven

Condominium - WINTER HAVEN, FL

5202 Waterview Way #5202, Winter Haven, FL 33884

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$1,750

Condo for rent

Cozy Lakefront Condo with Pool & Tennis Courts

This charming first-floor condo features 2 bedrooms, each with its own bathroom, ideal for privacy. Enjoy an open layout filled with natural light and ground-level convenience. The Winterset community offers stunning lakefront views, a refreshing pool, and tennis courts, enhancing everyday living in a tranquil setting. Available furnished for a seamless move-in experience or unfurnished to reflect your personal style. Embrace comfort and leisure in this inviting space!

106 Jace Way - Photo 1 of 1

7h ago

House for rent in Winter Haven

4 beds

2 baths

$1,949

House for rent

Bright and Open Retreat with Fenced Backyard

This beautiful 4-bed, 2-bath home features an inviting open floor plan filled with natural light, perfect for relaxing and entertaining. The kitchen boasts stainless steel appliances and a large center island with ample storage, seamlessly flowing into the dining and living areas. The primary suite offers a serene escape with an en-suite bathroom and generously sized closet. Enjoy the screened-in patio and fully fenced backyard, all conveniently located near shopping and dining options.

109 Harbor Dr - Photo 1 of 1

7h ago

House for rent in Winter Haven

House for rent

Inviting Home Near Chain of Lakes Awaits You

This charming 3-bedroom, 2-bathroom residence offers an open floor plan flooded with natural light, perfect for relaxation and entertainment. The kitchen features ample cabinetry and a cozy breakfast nook. Enjoy a spacious yard ideal for outdoor gatherings or gardening. With its prime location near the scenic Chain of Lakes, this pet-friendly home combines comfort with the beauty of Florida living.

The Landings Apartment Homes - Photo 1 of 1
Highly rated

7h ago

8.8

Very good

The Landings Apartment Homes

102 Landings Way, Winter Haven, FL 33880

In-unit laundry | Air conditioning | Balcony

1–2 beds

1–2 baths

$1,100–$1,385

Apartment for rent

Tranquil Haven with Modern Essentials

Nestled in Winter Haven, The Landings Apartment Homes offer serene living with in-unit laundry, air conditioning, and balconies or patios. Enjoy smoke-free, pet-friendly accommodations with cable-ready and high-speed internet access for a seamless modern lifestyle.

Summary of resident reviews

The Landings Apartment Homes is praised for its supportive and amiable community, highlighted by attentive staff like Candace and exceptional maintenance service from Jeff. Residents appreciate the tranquility and efficient problem-solving. Perspectives vary on interaction dynamics, but the commitment from the team stands out as a major positive.

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424 Camellia Dr - Photo 1 of 1

7h ago

House for rent in Winter Haven

3 beds

1 bath

$1,249

House for rent

Charming Home Steps from Lake Shipp Bliss

This quaint 3-bedroom, 1-bath home offers a tile floor layout and kitchen appliances included. Located just a block from the scenic Lake Shipp, it’s pet-friendly and ready for easy living. Enjoy the convenience of all-tile flooring and a peaceful lake-side lifestyle.

The Arbours at Garden Grove - Photo 1 of 1

8h ago

8.4

Very good

The Arbours at Garden Grove

4900 Cypress Gardens Rd, Winter Haven, FL 33884

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,100–$1,825

Apartment for rent

Spacious Living with Top Amenities

The Arbours at Garden Grove offers inviting one to three-bedroom floor plans with vaulted ceilings and air conditioning. Enjoy a sparkling pool, state-of-the-art fitness center, and playground. Perfect for family fun with a basketball court and ample outdoor space.

Summary of resident reviews

The Arbours at Garden Grove is praised for its peaceful environment, attentive management, and timely maintenance. Residents appreciate its location near schools and amenities, and the inclusion of individual storage units. Some reviews highlight Pam, the office manager, for her exceptional service. Overall, residents find it a welcoming community, with few differing opinions noted.

New Year Kick Off 2026 at the same rate! - Photo 1 of 1

12h ago

8.1

Very good

New Year Kick Off 2026 at the same rate!

3135 Woodhill Rd, Winter Haven, FL 33881

2 beds

1 bath

$1,350–$1,450

Apartment for rent

Stylish & Affordable Living with New Year Perks

Discover comfort and style in pet-friendly 2-bedroom apartments at Terra Hill Estates. Featuring granite countertops and stainless steel appliances, each unit includes a convenient in-unit washer and dryer. Enjoy fantastic move-in offers like up to 2 months free with a 14-month lease. Start 2026 with predictable rent and warm community vibes—your cozy new home awaits!

Review from the web

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- Drucellia Reynolds on Jul 18, 2017
2007 9th St Ne - Photo 1 of 1

17h ago

House for rent in Winter Haven

2007 9th St Ne, Winter Haven, FL 33881

Walk-in closets | Ceiling fan | Storage

3 beds

2 baths

$1,800

House for rent

430 Avenue B Ne #B - Photo 1 of 1

17h ago

Apartment for rent in Winter Haven

430 Avenue B Ne #B, Winter Haven, FL 33881

In-unit laundry | Carpet

2 beds

1 bath

$1,300

Apartment for rent

Available Apr 28

Spacious & Stylish 2-Bed Apartment with Amenities

This pet-friendly 2-bedroom, 1-bath apartment boasts a massive open living space and luxury vinyl flooring throughout. Enjoy the convenience of in-unit washer/dryer hookups and modern granite countertops. Located minutes from Downtown Winter Haven, this stylish unit is close to shopping and dining, making it an ideal long-term home. Plus, with a resident benefits package for added peace of mind, comfort and convenience await!

163 Avenue A Se #2 - Photo 1 of 1

17h ago

Apartment for rent in Winter Haven

163 Avenue A Se #2, Winter Haven, FL 33880

2 beds

1.5 baths

$1,250

Apartment for rent

Available Apr 23

Charming Downstairs Apartment with Bonus Den

This freshly renovated 2-bedroom, 1.5-bath apartment offers hard-surface flooring and generous room sizes, featuring a spacious living area and a bonus den perfect for an office or lounge. Pet-friendly with no hidden fees, it’s centrally located near Downtown Winter Haven. Enjoy a secure environment with a resident benefits package that includes lawn care and more for only $50 monthly.

163 Avenue A Se #3 - Photo 1 of 1

17h ago

Apartment for rent in Winter Haven

163 Avenue A Se #3, Winter Haven, FL 33880

In-unit laundry

2 beds

1 bath

$1,250

Apartment for rent

Available Jan 19

Modern Apartment Steps from Downtown Excitement

Newly renovated 2-bedroom, 1-bath apartment with 854 sq ft of stylish living space. Enjoy vinyl flooring, a spacious living room, a separate dining area, and convenient washer/dryer hookups. Located just a street away from vibrant downtown Winter Haven, this pet-friendly unit offers easy access to local dining and shopping. Perfect for those seeking comfort and convenience in a dynamic community!

430 Avenue B Ne #A - Photo 1 of 1

17h ago

Apartment for rent in Winter Haven

430 Avenue B Ne #A, Winter Haven, FL 33881

In-unit laundry | Carpet

2 beds

1 bath

$1,300

Apartment for rent

Available Apr 28

Modern Apartment with Expansive Living Space

This pet-friendly apartment offers 2 bedrooms and 1 bath, featuring a massive open living area with luxury vinyl flooring and no carpet. The kitchen boasts granite countertops, and there are convenient washer/dryer hookups. Located near shopping and dining, just minutes from Downtown Winter Haven, this is a fantastic home for those seeking comfort and convenience. Additional resident benefits package available for a monthly fee.

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Home > Apartments in Winter Haven
Updated: May 1, 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?

The average rent for a 1-bedroom apartment in Winter Haven, FL is approximately $1,190, while a 2-bedroom apartment averages around $1,450.

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?

The best time to look for an apartment in Winter Haven, FL is during November and December, as these months are the least competitive with lower demand compared to available inventory.

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

The top neighborhoods for renting in Winter Haven, FL include Downtown Winter Haven, Lake Buckeye Estates, Lakeside Landings, and South College, known for their vibrant social scenes and accessibility.

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?

Yes, over 95% of listings in Winter Haven are pet-friendly, making it an excellent choice for renters with pets.

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

Utilities are included in about 11% of rental listings in Winter Haven, FL.

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 2024 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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